Miller Family Caribbean Trip
March 17-31, 2026 · Shan, Heather, Alexis (3), Elodie (6mo) · 5 nights San Juan → 7-night cruise → 2 nights San Juan → home
✈ Southwest Airlines — Outbound
Confirmation: BS8DH2 · Shan, Heather, Alexis, Elodie (Lap Child) ·
Manage BookingSLC → DEN → MCO → SJU · 3 flights · Arrive 7:30 PM
SLC
Salt Lake City
7:50 AM
→
DEN
Denver
9:30 AM
WN #4467
DEN
Denver
10:25 AM
→
MCO
Orlando
4:05 PM
WN #2782
MCO
Orlando
4:40 PM
→
SJU
San Juan
7:30 PM
WN #3895
55-min layover in DEN, 35-min layover in MCO. Tight connections — no time to wander. Elodie is a lap child. Check in on Southwest app 24 hrs before for boarding positions.
🏠 Airbnb: Beautiful Studio — Centric Location & Stunning View
Address
Av. Manuel Fernández Juncos, San Juan 00907
Check-in
Tue, Mar 17 after 4:00 PM
Checkout
Sun, Mar 22 by 11:00 AM
Guests
2 adults, 1 child, 1 infant
Cost
$123/night × 5 + fees = $744.87 total (~$149/night all-in)
Host Contact
+1 787-528-6297
Santurce/Condado border — walkable to Condado Beach, close to restaurants. ~15 min Uber to Old San Juan, ~10 min Uber to cruise port.
Walkable from Your Airbnb
1
Condado Beach
~5 min walk north. Your closest beach. Urban strip with restaurants and shops right there.
2
Condado Lagoon Nature Reserve
~5 min walk south. Same reserve as Day 2. Paddleboard and kayak rentals, walking path around the lagoon, playground areas. Great for a calm morning with the kids.
3
Santurce Street Art / Calle Cerra Murals
~10 min walk east. Massive, colorful street murals on every building. Birthplace of the Santurce es Ley art festival. Free outdoor gallery — Alexis will love the colors. Stroller-friendly sidewalks.
4
La Placita de Santurce
~12 min walk east. Already on your Day 4 itinerary, but it's also a quick walk for a morning market run or casual breakfast.
5
Ashford Avenue (Av. Ashford)
~3 min walk north. The main Condado strip — restaurants, cafes, shops, pharmacies. Your go-to for quick bites, coffee, and supplies.
🏠 Airbnb: La Catedral 🇵🇷 (Old San Juan)
Address
Calle San José, San Juan 00901
Host Contact
Inarú Vacations Homes · +1 939-439-2544
Check-in
Sun, Mar 29 after 3:00 PM · Self check-in with lockbox
Checkout
Tue, Mar 31 by 11:00 AM
Guests
2 adults, 1 child, 1 infant (4 max)
Cost
$191.50/night × 2 + fees = $463.88 total
Rating
4.82 (376 reviews) · Guest Favorite
1BR king bed, 1 bath. Central Old San Juan — walkable to El Morro, San Cristóbal, Fortaleza St, cruise port. Free cancellation before 3 PM Mar 28; partial refund before 3 PM Mar 29. Self check-in with lockbox. Ship docks at 6 AM but check-in is 3 PM — drop luggage and explore. Note: no carbon monoxide detector reported — consider bringing a portable one.
🚗 Car Rental — Nissan Kicks (Compact SUV)
Booking: B37455323 · EconomyBookings / Zezgo · San Juan Airport ·
Manage Booking
Vehicle
Nissan Kicks or similar · 5 seats, automatic
Pick-up
Tue, Mar 17 at 8:00 PM — SJU Airport
Drop-off
Sat, Mar 21 at 8:00 PM — SJU Airport
Duration
4 days (covers arrival through cruise embark eve)
Total Cost
$154.68 (prepaid)
Pickup Type
Shuttle — call Zezgo at (787) 253-2525 for pick-up after landing
Voucher arrives 72 hrs before rental. Must bring physical credit card (Visa/MC) in driver's name + physical license. Free cancellation up to 48 hrs before pick-up. You'll need 2 car seats (Alexis + Elodie) — bring your own or rent from agency.
1
Old San Juan Streets
Wander the blue cobblestone streets after checking in. Colorful colonial buildings, souvenir shops, easy vibes. The 3-year-old will love the colors. Don't overdo it — you just flew all day. Note: Your Airbnb is in Condado, not OSJ — it’s a ~$10 Uber, 15 min.
Must DoStroller OKFreeUber to OSJ ~$10
R
Casual, cozy, no-fuss dinner. Garlic shrimp and plantain soup are the move. Kid-friendly atmosphere — no one will care if Alexis is loud. Located in Old San Juan. 359 Calle Fortaleza · (787) 723-1347
Recommended$$Kid-Friendly
Other Options Nearby
El Jibarito — Old San Juan institution. Hearty mofongo and traditional home cooking. No-fuss, fast. $ · Walkable
Chocobar Cortés — Chocolate-themed PR restaurant. Mofongo, sandwiches, and desserts. Kids love the concept. $$ · Walkable
Cafe Manolin — Beloved cafeteria-style spot on San Francisco St. Simple comida criolla, quick service, high chairs. $ · Walkable
1
Parque Luis Muñoz Marín
Large urban park in Hato Rey with splash pad, climbing structures, multiple play areas, and shaded green space. Alexis can run wild and burn energy while Elodie hangs out on a blanket. Easy parking. A low-pressure morning that lets you ease into the trip. ~10 min drive from Airbnb.
Must DoSplash PadPlaygroundFree10 min drive
2
Playa Escambrón
Protected natural cove near the Caribe Hilton with very calm, shallow water — perfect for a toddler. The reef breaks the waves so it feels like a natural pool. Lifeguards, bathrooms, shade trees. Great snorkeling too (bring a mask or rent one). 10-min drive from the park. Afternoon here is ideal.
Must DoCalm WaterLifeguardsNatural Pool
3
Condado Lagoon Nature Reserve (Laguna del Condado)
Flat walking path around the lagoon with birds, iguanas, and mangroves. Kayak and paddleboard rentals, playground areas. Stroller-friendly. A nice quiet stop on the drive back to the Airbnb. Skip if the kids are done for the day.
If Time AllowsStroller OKFree
R
Contemporary Puerto Rican food done right. Located in Santurce — easy drive with the car. Upscale-casual, fine with kids at an early dinner. Great first real meal on the island. 219 Calle Canals, Santurce · (787) 725-1611 · Reservations recommended.
Recommended$$$Drive to Santurce
Other Options Nearby
Parque del Indio — Small beachfront park on Ashford Ave with shaded playground and direct beach access. Free · 5 min from Condado
La Ventana al Mar — Oceanfront park with sculptures, playground, and farmers market on first Sundays. Free · 5 min walk
La Playita del Condado — Sheltered lagoon-side beach with very calm, shallow water. Ideal for babies. Free · Walkable from Airbnb
Isla Verde Beach — Wide, gentle beach with hotel amenities (showers, restrooms). Free · 15 min drive
Lote 23 — Open-air food park in Santurce with a dozen vendors. Outdoor space, something for everyone. $–$$ · Alt to Santaella
Pinky’s — Bright breakfast/brunch spot on Ashford Ave. Quick, casual, kid menu. $ · Walkable
1
El Yunque National Rainforest
The only tropical rainforest in the US National Forest System. ~45 min drive from San Juan. Stick to the
Angelito Trail (paved, short, stroller-possible) — don't try the advanced hikes with the kids. Budget 1-2 hours. You'll see massive ferns, hear coqui frogs, and feel the mist. Magical even as a quick visit.
Note: Reservations may be required —
check recreation.gov before you go.
Must Do45 min driveCheck ReservationsMorning Best
2
Luquillo Beach
The best family beach in Puerto Rico. 15 min from El Yunque so it's the perfect combo. Calm shallow water, lifeguards, tree shade along the back, bathrooms & showers. Great for a toddler and you won't stress about waves with the baby nearby.
Must Do15 min from El YunqueCalm WaterLifeguards
3
Luquillo Kiosks (Kioskos)
60+ food stalls right next to Luquillo Beach. This is where you eat lunch. Bacalaitos (codfish fritters), alcapurrias, pinchos (skewers), coconut water, cold Medalla beer. Cheap, delicious, casual. Alexis can eat with her hands, nobody cares.
Must Do$Right Next to Beach
Other Options Nearby
Balneario Seven Seas (Fajardo) — Calm public beach with roped-off swimming area and snorkeling. Less crowded than Luquillo. Free · 15 min past El Yunque
La Parrilla — Beachfront Puerto Rican grill near Luquillo. Simple grilled meats and seafood. $$ · Alt to Kioskos
Lolita’s Mexican Food — Family-run spot near Luquillo. Handmade tortillas, quesadillas toddlers love. 35+ years. $ · Near Luquillo
1
Pinones Boardwalk
Coastal area in Loiza, the heart of Puerto Rico's Afro-Caribbean heritage. A wooden boardwalk with food stalls, mangrove views, and a laid-back vibe. Walk the boardwalk, eat bacalaitos and coconut water from the stands. Skip the bike rental with the kids — just stroll and eat. ~15 min drive from your Airbnb. Budget 1-2 hours.
Recommended20 min drive$ Street FoodMorning Best
2
Condado Beach
San Juan's main beach strip in the Condado neighborhood. More urban than Luquillo but still family-friendly with calmer sections. Restaurants and shops within walking distance. Good for an afternoon beach session before returning the rental car.
RecommendedCalm SectionsNear Restaurants
3
La Placita de Santurce
During the day it's a farmers market / local food market. Great energy, fresh produce, local vendors. At night it turns into a massive open-air party — skip the nighttime scene with the kids, but the daytime market is fun for the whole family. Located in the Santurce neighborhood.
RecommendedDaytime Only w/ KidsFree
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Near La Placita. Serves 7 different kinds of alcapurrias (fried fritters) stuffed with beef, crab, morcilla, and more. It’s a Puerto Rican national treasure food. Fast, cheap, and the kids can eat with their hands. Calle Dos Hermanos, Santurce.
Must Do$Near La Placita
Other Options Nearby
Playa La Posita — Natural tide pool in Piñones enclosed by coral reef. Shallow and calm, great for toddler wading. Free · Within Piñones
Balneario de Carolina — Blue Flag beach with kids’ splash area. On your route between Condado and Piñones. Free · 5 min before Piñones
Calle Loíza (Santurce) — Colorful street with murals, boutiques, juice bars, and cafes. Easy flat stroller push. Free · 10 min walk from Airbnb
El Nuevo Acuario — Piñones staple for ultra-fresh seafood. Coconut arepa with crab, whole fried fish. Casual outdoor seating. $$ · Alt to La Alcapurria Quema
Donde Olga — Rustic local favorite in Piñones. Whole fried fish, tostones, plastic tables. Zero ceremony. $–$$ · In Piñones
1
Condado Beach (Morning)
Easy beach morning walkable from your Airbnb. Let Alexis splash, soak up the last pre-cruise beach time. Head back by late morning to shower and start packing.
RecommendedWalkableMorning
2
Walmart / Costco Supply Run
Use the car to stock up before the cruise. Diapers, wipes, snacks, sunscreen, formula — all at mainland prices instead of marked-up cruise ship or island tourist pricing. Costco is in Guaynabo (~15 min), Walmart is in Carolina (~10 min). This run will easily save you $50+ vs. buying on the ship.
Do This15 min driveSave $$$
3
Pack & Drop Off Car
Pack for the cruise, then drive to SJU airport to return the car by 8 PM. Uber back to the Airbnb (~$10, 10 min). Last night at the Airbnb — checkout tomorrow morning before heading to the port.
Must DoCar return by 8 PM
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Your best meal of the pre-cruise stretch. Grilled prawns with crab butter, local fish on lentils, creative Puerto Rican dishes. In Santurce — easy drive before you return the car. A great farewell dinner before cruise mode. 1413 Av. Ponce de León, Santurce · (787) 518-9464 · Reservations recommended.
Must Do$$$Drive to Santurce
Other Options Nearby
La Casita Blanca — Family-run Santurce institution. Classic PR home cooking: stewed meats, rice, beans. Generations of locals. $ · Alt to Vianda
Buns Burger Shop — Casual Condado burger joint. Gourmet burgers and fries — toddler-approved. $ · Walkable from Airbnb
Cool Hope Creamery — Breakfast spot with small-batch ice cream. Guaranteed win with a 3-year-old. $ · Near Condado
Museo de Arte de Puerto Rico — Grand art museum in Santurce with sculpture garden. Free for kids under 5. Good rainy-day backup. 10 min walk from Airbnb
1
Airbnb Checkout & Morning
Checkout by 11:00 AM. You have ~5.5 hours before your boarding time. Uber your luggage to the cruise port and use their luggage storage (porters take bags at drop-off). Then you’re free to explore without bags.
Must DoUber to Port ~$10Drop Luggage at Port
2
Kill Time: Condado Beach or Lagoon
With luggage dropped, you have a few hours to fill. Walk to Condado Beach for a last swim, or hang out at Condado Lagoon (playground, flat path). Grab lunch at Ashford Ave — plenty of casual spots. Keep it low-key, you’re about to be on a ship for a week.
RecommendedUber Back to Condado ~$10
!
Board Brilliance of the Seas — 4:40 PM
Your boarding time is 4:40 PM at Pan American Pier. Uber from wherever you are (~$8-12, 10-15 min). All guests must be onboard by 6:30 PM. Ship departs at 8:00 PM. Head straight to your cabin to unpack, then explore the pools, buffet, and kids club before dinner.
Must DoReservation #1646238Uber to Port
🚢 Royal Caribbean — Brilliance of the Seas
| Day | Date | Port | Arrive | Depart |
|---|
| 1 | Sun, Mar 22 |
San Juan Puerto Rico |
— | 8:00 PM |
| 2 | Mon, Mar 23 |
Charlotte Amalie St. Thomas, USVI |
8:00 AM | 6:00 PM |
| 3 | Tue, Mar 24 |
Tortola British Virgin Islands |
8:00 AM | 6:00 PM |
| 4 | Wed, Mar 25 |
Basseterre St. Kitts & Nevis |
8:00 AM | 6:00 PM |
| 5 | Thu, Mar 26 |
St. John's Antigua & Barbuda |
7:00 AM | 4:00 PM |
| 6 | Fri, Mar 27 |
Bridgetown Barbados |
9:30 AM | 6:00 PM |
| 7 | Sat, Mar 28 |
At Sea |
— | — |
| 8 | Sun, Mar 29 |
San Juan Puerto Rico |
6:00 AM | — |
1
One of the world’s top beaches. Calm, shallow waters perfect for Alexis. Mile-long stretch of white sand with shade, bathrooms, changing rooms, and a bar/grill. $5 entry fee. ~20 min taxi from port. This is the move with two small kids.
Must Do20 min taxiCalm WaterStroller OK
2
Coral World Ocean Park
5-acre marine park with aquariums, outdoor pools, an underwater observatory, and stingray encounters. Alexis will love seeing the sea turtles and sharks up close. Adjacent to Coki Beach if you want to combine. ~25 min taxi from port.
coralworldvi.com · (340) 775-1555
Recommended25 min taxiKid Favorite
3
Skyride to Paradise Point
Cable car ride up the hillside with breathtaking views of Charlotte Amalie harbor. Quick and easy — 10 min ride. Fun for kids. Right near the cruise port. Good if you have time before heading to the beach.
If Time AllowsNear PortGreat Views
Other Options Nearby
Secret Harbour Beach — Calm, sheltered cove with gentle water. Less crowded than Magens Bay, chair rentals available. Alt beach · Taxi from port
Lindquist Beach — Quieter, more shaded beach. Calm water, clean facilities, relaxed atmosphere. Alt beach · Taxi from port
Bumpa’s — 35-year-old waterfront institution near cruise terminal. Generous breakfast/lunch plates. $ · Walk from port
Petite Pump Room — 50-year-old local spot. West Indian johnnycakes and fresh fish. Harbor views. $ · Near port
1
Cane Garden Bay
Stunning crescent-shaped beach with gentle waters. Restaurants and bars right on the sand. Calm enough for toddlers. ~20 min taxi from Road Town cruise port (windy road over the mountain — scenic but bumpy).
Must Do20 min taxiGentle WaterBeachfront Food
2
Road Town Waterfront
Walk the main street near the port. Small shops, local restaurants, JR O'Neal Botanic Gardens (4.5-acre tropical garden, great for a quick stroll). Low-key island town vibes. Easy with the stroller.
If Time AllowsWalkable from PortFree
Other Options Nearby
J.R. O’Neal Botanical Gardens — Free public gardens walkable from the pier. Shaded paths, tropical plants, birds. Toddler-friendly. Free · Walk from port
Tortola Pier Park — Waterfront park right at the cruise port. Open-air space, shops, views. Zero transit needed. Walk from port
Capriccio di Mare — Relaxed Italian trattoria in Road Town. Pizza, pasta, sandwiches. Crowd-pleasing for toddlers. $$ · Walk from port
1
Cockleshell Beach / South Friars Bay
Beautiful beaches on the southeast peninsula. Cockleshell has a stunning view of neighboring Nevis across the channel. Beach bars, calm water, chair rentals. ~20 min taxi from Port Zante. The best beach option on the island for families.
Must Do20 min taxiBeach BarsViews of Nevis
2
St. Kitts Scenic Railway
Narrow-gauge train that circles the island on old sugar cane tracks. 18-mile journey with guided commentary and scenic views. ~3 hours round trip. A unique experience — Alexis would love the train. Book through the ship or in advance.
stkittsscenicrailway.com · (869) 465-7263
Recommended3 hrsBook AheadKid Favorite
3
Port Zante Shopping
Duty-free shopping area right at the cruise port. Duty-free jewelry, rum, souvenirs, cafes. Easy walkable area if you just want a chill port day. Timothy Hill viewpoint (~10 min taxi) has a spectacular panoramic view if you want a quick detour.
If Time AllowsWalkable from PortDuty-Free
Other Options Nearby
Brimstone Hill Fortress — UNESCO site with sweeping views and wide open spaces. Alexis can explore cannons and grounds.
$10/adult · Taxi from port
Romney Manor & Caribelle Batik — 17th-century estate with gardens and a 400-year-old tree. Watch batik artisans. Free to wander. Free · Taxi from port
Spice Mill — Caribbean fusion right on Cockleshell Beach. Stunning views of Nevis. Family-friendly tables on the sand. $$–$$$ · At Cockleshell
1
Dickenson Bay Beach
Large, gorgeous beach with white sand and blue water. Beach chairs for rent, restaurants and bars nearby. Calm enough for the kids. Short taxi ride from port. The #1 beach pick in Antigua for cruise passengers.
Must DoShort taxiChair RentalsCalm Water
2
Stingray City Antigua
Stand in shallow, crystal-clear water as friendly southern stingrays glide around you. Hands-on marine experience. Alexis is at a great age for this — the water is shallow and calm. Book in advance or through the ship.
stingraycityantigua.comRecommendedBook AheadKid-Friendly
3
Heritage Quay & St. John's
Colorful duty-free shopping area right across from the cruise port. Wide walkways, local boutiques, souvenir shops. Easy to explore with the stroller. The town itself has a charm to it — the twin-spired St. John's Cathedral is a quick photo stop.
If Time AllowsWalkable from PortDuty-Free
Other Options Nearby
Nelson’s Dockyard (English Harbour) — UNESCO World Heritage marina with museum, cafes, and shops. Flat and walkable. Taxi from port · Historic
Valley Church Beach — Calm, clear-water beach on the southwest coast. Less touristy than Dickenson Bay. Free access. Free · Taxi from port
Big Banana (Heritage Quay) — Wood-fired pizza and salads walkable from the cruise terminal. Straightforward toddler food. $$ · Walk from port
Hemingway’s Caribbean Cafe — Outdoor patio just off the port. Seafood, sandwiches, light bites. Breezy and casual. $$ · Walk from port
1
Carlisle Bay Beach
Crystal-clear water just minutes from the cruise port. Sea turtles swim in the bay — you can often see them from shore. White sand, calm water, and easy to reach on foot or a very short taxi. Perfect for a half-day beach session.
Must DoWalk from PortSea TurtlesCalm Water
2
Harrison's Cave
Limestone cave system with a solar-powered tram ride 170 feet underground. Waterfalls, pools, stalactites. Air-conditioned tram is comfortable. ~30 min drive from port. Unique experience but check if it works with the baby carrier/stroller situation.
harrisonscavebarbados.comRecommended30 min taxiTram RideUnique
3
Bridgetown Walking Tour
UNESCO World Heritage Site. Walk to the center of town from port in ~20 min (flat ground). Parliament buildings, Independence Square, duty-free shops, cafes. Pick up some local rum punch and Bajan fish cakes.
If Time AllowsWalkableUNESCO SiteLocal Food
Other Options Nearby
Folkestone Marine Park (Holetown) — Free public park with supervised beach, playground, picnic areas, and small aquarium. Built for families. Free · Taxi from port
Atlantis Submarines — Real submarine descending to view coral reefs and shipwrecks. Kids 3′+ welcome. No sun exposure for baby. (246) 436-8929
Book ahead · Unique
La Cabane (Batts Rock Beach) — Beachfront restaurant just north of port. Locally sourced lunch, relaxed outdoor seating. $$ · Short taxi
Champers Restaurant — South coast spot with dedicated kids menu for under-14s. Caribbean seafood. $$–$$$ · Taxi from port
⚓
Enjoy the Ship
Pools, waterslides, kids club (Royal Babies & Tots for 6-36 months, Aquanauts for 3-5 years), the rock climbing wall, mini golf, and unlimited food. A lazy sea day is a gift with two small kids — let the ship entertain them. Pack and prep for disembarkation tomorrow.
Relax DayKids ClubPack Tonight
🚢 Cruise Logistics & Need-to-Know
Car seats, embarkation, kids club, port taxis, budget, and insurance — the stuff that’s easy to forget.
💺 Car Seat Logistics (Full Chain)
You’re managing 2 car seats (Alexis’s convertible + Elodie’s infant seat) across 5 transport modes. Here’s the handoff chain:
- Flights to SJU (Day 1): Gate-check both seats in padded bags at SLC. Pick up at jet bridge in SJU. Free on Southwest.
- Rental car (Days 1-5): Install both seats in the Zezgo rental. You have the car for 5 days.
- Car return → Airbnb (Day 5): After returning the car at SJU, Uber back to Airbnb. No car seats in the Uber — PR does not enforce car seat laws in taxis/rideshares. Hold kids on laps for the 10-min ride.
- Airbnb → Cruise port (Day 6): Uber to Pan American Pier. Same deal — no car seats. Bring seats with you to the port.
- On the cruise (Days 6-12): Store car seats in your cabin. They’re bulky but you’ll need them later. Hang them on the cabin door hooks or stash under the crib.
- Port days (Days 7-11): Leave car seats on the ship. Use licensed port taxis without seats — most Caribbean islands don’t require them in taxis, and drivers rarely have them.
- Disembark → La Catedral (Day 13): Walk from the cruise port to the Airbnb (0.5 mi). Carry/roll the seats.
- La Catedral → SJU at 2:30 AM (Day 15): Pre-booked taxi/Uber, no car seats. 15-min ride. Gate-check the seats again for flights home.
💡 Tip: Bring lightweight gate-check bags that double as protective covers. The seats will get beat up otherwise.
🎒 Embarkation Day Bag
Your luggage goes to porters at drop-off and won’t reach your cabin for hours. Pack a carry-on bag with:
- Passports & cruise docs (SetSail pass)
- Swimsuits & sunscreen (pools open immediately)
- Diapers, wipes, formula for Elodie
- Snacks for Alexis
- Change of clothes for both kids
- Medications
- Phone charger / battery pack
- Credit card (for onboard account setup)
🏨 Kids Club Pre-Registration
Royal Caribbean’s Adventure Ocean has age-based programs:
- Royal Babies & Tots (6-36 months): For Elodie. Parent-attended sessions only (you stay with her). Music, sensory play, storytime. Free but limited spots — sign up on embarkation day.
- Aquanauts (3-5 years): For Alexis. Drop-off program! Arts, games, dance parties, science experiments. Open 9 AM - 10 PM on sea days, 8 AM - 5 PM on port days. Free.
- Night Owl / Late Night: Aquanauts runs until midnight for ~$7/hr on select nights. Great if you want a late dinner.
💡 Register in the Royal Caribbean app before the cruise. Visit the kids club on embarkation day to complete check-in and let Alexis explore.
🚖 Port Day Taxi Reality
What to expect at each port:
- St. Thomas: Open-air safari buses to Magens Bay (~$8/person). Cheap, scenic, no seatbelts. Taxis are shared vans.
- Tortola: Taxis to Cane Garden Bay (~$10/person). Steep, winding mountain roads — can be intense with small kids.
- St. Kitts: Taxis available at port. Negotiate fixed fares upfront. ~$20-30 round trip to Cockleshell Beach.
- Antigua: Taxis at Heritage Quay. Fixed government rates. ~$15/person to Dickenson Bay. Shared rides cheaper.
- Barbados: ZR vans (local minibuses) are cheap but chaotic. For kids, use a licensed taxi — ~$20-30 to Carlisle Bay.
💡 No car seats available at any port. Hold kids on laps. This is normal for island taxis.
💰 Trip Budget Snapshot
| Flights (4 tickets, SLC → SJU → SLC) |
Check Southwest |
| Pre-Cruise Airbnb (5 nights) |
~$744.87 |
| Post-Cruise Airbnb — La Catedral (2 nights) |
$463.88 |
| Cruise (Brilliance of the Seas, 7 nights) |
Check booking |
| Rental car (5 days, Zezgo) |
Check booking |
| Ubers/taxis in San Juan (est. 5-6 rides) |
~$50-70 |
| Port day taxis (5 islands, round trip) |
~$100-150 |
| Food & dining (non-cruise days, ~$80-120/day) |
~$560-840 |
| Activities (El Morro, El Yunque, Atlantis Sub, etc.) |
~$100-200 |
| Estimated Non-Cruise Total |
~$2,000-2,500 + flights + cruise |
Budget excludes cruise fare, gratuities (~$16/person/day on Royal Caribbean), drink packages, and cruise excursions. Kids under 3 cruise free; Alexis at reduced rate.
🛡 Travel Insurance
With two small kids, a multi-leg itinerary, and a cruise — insurance is worth it. A family plan typically runs $150-300 for a trip this length. Look for:
- Trip cancellation/interruption — if a kid gets sick and you can’t board
- Medical evacuation — if someone needs to be airlifted from an island (cruise ship medical is $$)
- Missed connection — your Day 1 layovers are tight; if you miss the SJU flight, insurance covers the hotel + rebooking
- Baggage delay — reimburses essentials if luggage doesn’t arrive with you
Popular options: Allianz, World Nomads, or check if your credit card includes travel protection (Chase Sapphire, Amex Platinum). Buy before final payment deadline for full cancellation coverage.
Back in San Juan
2 bonus nights before the flight home. Ship docks at 6 AM on March 29. Flight out March 31.
1
Disembark & Drop Luggage at La Catedral Airbnb
Ship docks at 6 AM. Disembarkation typically starts around 7-8 AM. The cruise port is in Old San Juan — your Airbnb on Calle San José is a short walk away. Check-in is 3 PM (self check-in with lockbox), but message the host about early luggage drop-off. Once bags are stashed, grab breakfast at Café Manolin and start exploring.
Must DoWalk from PortMessage Host re: Early Luggage
2
The #1 thing to do in San Juan. Iconic 16th-century fortress at the tip of the peninsula overlooking the Atlantic. The massive lawn out front is THE spot — Alexis can run wild, vendors sell kites, it’s flat and open for the stroller. The fort itself is mostly stroller-accessible on the main levels. Budget 2-3 hours. Open daily 9 AM – 6 PM.
nps.gov/sajuMust DoStroller OK$10 entryMorning Best
3
The other massive Spanish fort, 10 min walk from El Morro. Larger footprint, fewer crowds, cool tunnels. Same $10 ticket covers both forts (same NPS site). Skip if the kids are done — El Morro is the priority.
RecommendedSame Ticket as El Morro
4
Paseo de la Princesa
Beautiful shaded waterfront promenade along the old city wall. Flat, paved, stroller-perfect. Ends at the Raíces Fountain. Great for late afternoon when the light is nice. Wander the cobblestone streets, pick up souvenirs, let Alexis watch the pigeons.
Must DoStroller OKFreeLate Afternoon
R
Casual, cozy, no-fuss dinner right in Old San Juan. Garlic shrimp and plantain soup are the move. Kid-friendly atmosphere. A great welcome-back-to-land meal. 359 Calle Fortaleza · (787) 723-1347
Recommended$$Kid-Friendly
⚓
Cataño Ferry
$0.50 ferry from Old San Juan’s Terminal de Lanchas across the bay. 10-minute ride with great skyline views of Old San Juan from the water. Alexis will love the boat. Ride over, walk around the waterfront briefly, ride back. Easy 45-min detour. Terminal is near the cruise port, walkable from your Airbnb.
Recommended$0.50Kid FavoriteWalkable
Other Options Nearby
Café Manolin — Cafeteria-style comida criolla on San Francisco St. Quick, cheap, high chairs. $ · Walkable
El Jibarito — Old San Juan classic. Mofongo, home cooking, relaxed neighborhood vibe. $ · Walkable
Chocobar Cortés — Chocolate-themed restaurant. Desserts are a hit with kids. $$ · Walkable in OSJ
1
Morning Walk Along the City Walls
Start your last day with a walk along the old city walls from your Airbnb toward the San Juan Gate (Puerta de San Juan). Through the gate, head down to Paseo del Morro — the waterfront path below El Morro with views of the fortress from the water. Flat, paved, stroller-friendly. Locals jog it in the mornings.
RecommendedStroller OKFreeMorning
2
Explore the SoFo District & Souvenir Shopping
The streets south of Fortaleza (SoFo) are Old San Juan’s colorful heart — umbrella streets, art galleries, local boutiques, and the famous blue cobblestones. Calle de la Fortaleza and Calle San Sebastián are the main veins. Last chance for souvenirs, local art, and a piragua (shaved ice) from a street cart. Alexis will love the colors.
RecommendedStroller OKSouvenirs
3
Plaza de Armas & Lunch
Old San Juan’s main plaza. Pigeons, a fountain, and a shaded bench break. Surrounded by cafes and restaurants. Grab lunch at El Jibarito (mofongo, comida criolla) or Chocobar Cortés (Alexis will love the chocolate desserts). Then head back to the Airbnb to pack.
Recommended$$Kid-Friendly
4
Pack & Rest
Back to the Airbnb by early afternoon. Pack everything, do a final sweep of the apartment. Rest up — tomorrow is brutal. Maybe step out for an early, low-key dinner at Waiter’s or Pirilo Pizza (both walkable) and soak in one last Old San Juan evening.
CriticalPack Everything
!
⚠ Early Night — 5:15 AM Flight
Flight departs SJU at 5:15 AM. You need to be at the airport by ~3:15 AM, leaving the Airbnb by 2:30 AM. Old San Juan to SJU is ~15 min at that hour. The night before: pre-book an Uber or save a local taxi number (don’t rely on the app matching at 2:30 AM). Pack the car seats in gate-check bags. Have the kids sleep in travel clothes. Pack breakfast/snacks — most SJU food is closed before 5 AM. Set multiple alarms. This is the hardest 2 hours of the trip.
CriticalPre-Book Uber/TaxiOSJ → SJU ~15 minPack Breakfast
Other Options Nearby
Museo de las Américas — Inside Cuartel de Ballajá near El Morro. Folk art, history, rotating exhibits. Free. Good rainy-day option. Free · Walkable
Museo del Niño — Children’s museum in Old San Juan. 150 Calle Cristo. Interactive exhibits, great for Alexis if you didn’t go yesterday.
$ · Walkable
Pirilo Pizza Rustica — Excellent wood-fired pizza on San Sebastián St. 351 San Sebastián · (787) 721-3322. Easy last dinner with kids.
$$ · Walkable in OSJ
✈ Southwest Airlines — Return
Confirmation: BS8DH2 · Shan, Heather, Alexis, Elodie (Lap Child) ·
Manage BookingSJU → BWI → DEN → SLC · 3 flights · Arrive home 6:35 PM
SJU
San Juan
5:15 AM
→
BWI
Baltimore
9:40 AM
WN #3597
BWI
Baltimore
1:55 PM
→
DEN
Denver
4:00 PM
WN #1493
DEN
Denver
5:00 PM
→
SLC
Salt Lake City
6:35 PM
WN #0970
4-hour layover in BWI, 1-hour layover in DEN. Bring snacks and entertainment for Alexis. Consider BWI airport play area during the long layover.
San Juan Neighborhoods at a Glance
Not everything is on the Old San Juan strip. Here's what each area offers and whether it's worth your time with kids.
Old San Juan
Your home base (twice!). Historic forts, cobblestone streets, colonial architecture, restaurants, shops. Everything walkable. Day 1 evening you’ll visit for dinner, Day 6 you’ll pass through for boarding, and Days 13-14 you’ll stay at La Catedral Airbnb right in the heart of it.
Condado
Beach strip + dining. 10 min east of Old San Juan. The main urban beach, ocean boardwalk, hotels, restaurants. More of a Miami Beach vibe. Good for Day 5 beach time. Walkable once you're there.
Santurce
Best food in SJ. 15 min east. Art scene, street murals, La Placita market, and the top restaurants (Santaella, Vianda). Daytime is great with kids. Nighttime is a party — skip with little ones.
Pinones / Loiza
Afro-Caribbean culture. 25 min east. Boardwalk, food stalls, mangroves. The bacalaitos here are legendary. Casual, authentic, worth the drive on Day 4.
El Yunque / Luquillo
Nature day trip. 45-50 min east. Rainforest + best family beach. This is your Day 3. Not negotiable — it's the highlight of the whole trip for most visitors.
Isla Verde
Calm beach near airport. 20 min east. Resort strip with the calmest water. Good backup beach if Condado is too wavy. Not much else to do here beyond the beach.
Hato Rey / Rio Piedras
Skip it. The financial/university district. Residential and commercial. Nothing tourist-worthy unless you're specifically looking for the UPR Botanical Garden (nice but not a priority).
Miramar
Low-key residential. Between Old San Juan and Santurce. Some good restaurants, a lagoon. Not a destination on its own, but you'll pass through it. The Courtyard Marriott is here.
Transport Cheat Sheet
| Days 1-5 |
Rental car (Nissan Kicks, Mar 17-21, $154.68) |
Pickup 8 PM at SJU · Bring car seats |
| Day 6 |
Uber to Pan American Pier (luggage + boarding) |
~$10 each trip · Board at 4:40 PM |
| Days 7-12 (Cruise) |
Taxis at each port |
~$10-25/way per port |
| Days 13-14 |
Walk everywhere (staying in Old San Juan) |
La Catedral Airbnb · 100% walkable |
| Day 15 |
Uber/taxi from Old San Juan to SJU at ~2:30 AM |
Pre-book night before · ~15 min |
🎒 What to Pack & Remember
Based on your bookings, ports, and activities
📄 Documents & Booking Essentials
- Passports for all 4 family members (required for cruise ports)
- Birth certificates for Alexis & Elodie (cruise line may require for minors)
- Physical credit card (Visa or Mastercard) in driver’s name — required for car rental deposit
- Physical driver’s license — digital licenses not accepted by Zezgo
- Car rental voucher — arrives via email 72 hrs before pickup (B37455323)
- Pre-cruise Airbnb check-in — confirmation HMDAT2484J, host: +1 787-528-6297
- Post-cruise Airbnb (La Catedral) — Confirmation: HMA3MF93AS · Host: Inarú Vacations Homes, +1 939-439-2544 · listing · Calle San José, OSJ 00901 · Mar 29-31 · $463.88 · Self check-in with lockbox
- Southwest check-in — set alarm for 24 hrs before departure (Mar 16, 7:50 AM MT) for boarding positions
- Cruise SetSail pass — complete Royal Caribbean online check-in before trip
- Travel insurance docs (if purchased)
👶 Car Seats & Baby Gear
- Car seat for Alexis (forward-facing) — needed for rental car Days 1–5 and port taxis
- Infant car seat for Elodie — needed for rental car + Ubers/taxis throughout
- Stroller — essential for Old San Juan, cruise ports, and beach boardwalks
- Baby carrier/wrap for Elodie — El Yunque trails, cobblestone streets, anywhere stroller won’t work
- Pack-n-Play or travel crib — check if Airbnb provides one, cruise ship can supply one (request at boarding)
🏖 Beach & Outdoor
- Reef-safe sunscreen (SPF 50+) — regular sunscreen is banned in PR & USVI waters
- Swim diapers for Elodie
- Rash guards / swim shirts — strong Caribbean sun, especially for Alexis
- Water shoes — rocky beaches at some cruise ports (St. Kitts, Barbados)
- Lightweight rain jacket — El Yunque is a rainforest, afternoon showers are common island-wide
- Bug spray — mosquitoes at El Yunque, Piñones, and evening beach walks
- Beach towels (or plan to buy cheap ones locally — Ashford Ave has shops)
- Snorkel gear (optional) — good snorkeling at Magens Bay (St. Thomas) and Carlisle Bay (Barbados), or rent at port
🍼 Kids & Baby Supplies
- Formula / baby food pouches for Elodie — pack enough for the full trip; harder to find specific brands on islands
- Snacks for Alexis — crackers, pouches, fruit bars for long drives and port days
- Sippy cups / bottles
- Diapers & wipes — bring a good supply; available in San Juan but pricier at cruise ports
- Children’s Tylenol / Benadryl — for teething, fevers, or allergic reactions
- Favorite small toys / books for flights and car rides
- Tablet + headphones for Alexis on planes (load shows/games offline)
👔 Clothing & Misc
- Light layers — cruise ship dining rooms and planes can be cold
- One nicer outfit each — for cruise formal/smart casual night
- Flip-flops + walking shoes — cobblestones in Old San Juan are tough in flip-flops
- Hats / sun hats for all — critical for port days and beach
- Reusable water bottles — refill on cruise ship, saves money at ports
- Portable battery pack — long port days drain phones fast
- Ziploc bags — wet swimsuits, sandy clothes, snack storage
- Small first-aid kit — band-aids, anti-itch cream, motion sickness meds
⏰ Day-Before Departure Checklist (Mar 16)
- ☐ Check in on Southwest app at 7:50 AM MT (exactly 24 hrs before first flight)
- ☐ Confirm Airbnb check-in instructions with host
- ☐ Download offline maps of San Juan in Google Maps
- ☐ Charge all devices, battery packs, and tablets
- ☐ Print or screenshot car rental voucher (once received)
- ☐ Pack car seats in gate-check bags for the flight
- ☐ Verify passports are in carry-on (not checked luggage!)
When You Need an Uber / Taxi
Every ride you’ll need outside of walking and the rental car. Uber works well in San Juan. At cruise ports, use licensed taxis at the terminal.
| Day 5 |
SJU Airport → Airbnb (after car return) |
~$10 · 10 min |
| Day 6 |
Airbnb → Pan American Pier (luggage drop-off) |
~$10 · 10 min |
| Day 6 |
Wherever you are → Pan American Pier (boarding at 4:40 PM) |
~$8-12 · 10-15 min |
| Days 7-12 |
Cruise port ↔ beaches/attractions at each island |
~$10-25/way · Licensed taxis |
| Day 15 |
Old San Juan → SJU Airport at 2:30 AM |
PRE-BOOK · ~15 min |
Days 13-14 are 100% walkable in Old San Juan — no Uber needed. For the 2:30 AM ride, save a local taxi number as backup: Taxi Túristico (787) 396-6127 or Metro Taxi (787) 945-5555.
Puerto Rico Culture & Good-to-Know
PR is a US territory — no passport needed for entry, USD is the currency, and your phone plan works normally. But the culture is distinctly Caribbean and Latin American.
Language
Spanish is the primary language. Most people in tourist areas speak English, but learning a few phrases goes a long way: “Buenos días” (good morning), “Gracias” (thank you), “Por favor” (please). People appreciate the effort.
Tipping
Same as the mainland US — 18-20% at sit-down restaurants, $1-2/drink at bars, $1-2/bag for porters. Tip Uber drivers as you normally would. At cruise ports, taxi drivers don’t expect tips but appreciate them.
Pace & Timing
Things move on “island time.” Service is slower, meals are longer, and that’s by design. Restaurants may take 15-20 min to bring the check. Don’t rush it — you’re on vacation. If you need to be somewhere, build in buffer time.
Kids Are Welcome Everywhere
Puerto Rican culture is very family-oriented. Kids at restaurants — even nice ones — is normal. Nobody will give you a look if Alexis is being a 3-year-old. High chairs are common. Strangers will smile at Elodie. Relax.
Sun & Hydration
The Caribbean sun is stronger than you think, even on cloudy days. Reapply reef-safe sunscreen every 2 hours. Carry water everywhere. Heat peaks 11 AM - 2 PM — plan indoor or shaded activities for midday with the kids.
Rain
March is dry season, but brief tropical showers can pop up, especially in the afternoon. They pass quickly (15-30 min). Don’t cancel plans over rain — just duck into a restaurant or shop and wait it out. El Yunque is the exception — it’s a rainforest, so expect mist.
Safety
Tourist areas (Old San Juan, Condado, cruise ports) are safe. Use normal city awareness — don’t leave valuables visible in the rental car, don’t flash electronics on empty streets at night. Stick to well-lit, populated areas after dark. With kids, you’ll be in early anyway.
Cobblestones
Old San Juan’s blue adoquine cobblestones are beautiful but uneven and slippery when wet. Wear real shoes (not flip-flops). The stroller will bump but it works. Baby carrier is better for narrow side streets.
🍴 Must-Try Foods, Treats & Drinks by Destination
Every island has its own flavors. Here’s what to eat (and feed Alexis) at each stop.
🇵🇷 Puerto Rico — Days 1-6 & 13-14
PR food is a blend of Taíno, Spanish, and African flavors. Heavy on plantains, pork, rice, and beans. Street food is king.
🍙 Mofongo
Mashed fried plantains with garlic, pork cracklings, and broth. The national comfort food. Get it stuffed with shrimp or chicken. El Jibarito does a classic version.
🍲 Alcapurrias
Crispy fried fritters made from green banana/yuca dough, stuffed with seasoned beef or crab. Best at Luquillo kiosks or La Alcapurria Quema. Alexis will love these.
🐟 Bacalaítos
Thin, crispy salt cod fritters. Cheap street food — $1-2 each. Grab them at the Luquillo kiosks or Piñones boardwalk. Crunchy and addictive.
🍛 Tostones
Twice-fried smashed green plantains. Salty, crispy, served with garlic mayo (mayo-ketchup). On every menu. Alexis-approved finger food.
🍦 Piraguas
Shaved ice cones with tropical fruit syrup — tamarind, coconut, passion fruit, guava. Sold by pushcart vendors on the street. $1-2. Perfect for hot days with Alexis.
🍮 Mallorcas
Sweet egg bread dusted with powdered sugar, pressed like a sandwich with ham and cheese. PR’s beloved breakfast. Get one at a local panadería.
🍰 Quesitos
Flaky puff pastry tubes filled with sweetened cream cheese, glazed with sugar. Found at every bakery and gas station. $1-2. Dangerously good.
🍩 Tembleque
Silky coconut milk pudding dusted with cinnamon. Jiggly, creamy, and light. A classic PR dessert. Kids go crazy for it.
🍹 Limbers
Frozen fruit cups — basically homemade popsicles in a plastic cup. Coconut, passion fruit, or cream cheese flavors. Sold from home freezers and street carts. $1.
☕ Café con Leche
Strong, dark Puerto Rican coffee with steamed milk. PR takes coffee seriously — local beans are excellent. Served everywhere, even at roadside stands.
🍺 Malta India
Sweet, malty, non-alcoholic carbonated drink. Tastes like liquid bread — sounds weird, very addictive. Every colmado (corner store) has it. Alexis might dig it.
🍉 Arroz con Gandules
Rice with pigeon peas, sofrito, and pork. The unofficial national dish. Served at every local restaurant. Hearty, flavorful, toddler-friendly.
🇻🇮 St. Thomas, USVI — Day 7 (Mar 23)
Caribbean-American fusion. West Indian flavors with a heavy Danish colonial influence. USD accepted everywhere.
🍞 Johnny Cakes
Golden fried dough balls, crispy outside and soft inside. Served plain or stuffed with saltfish, cheese, or meat. Breakfast staple. Alexis will devour these.
🥪 Pate (PAH-tay)
Flaky fried pastry filled with spiced beef, chicken, saltfish, or conch. The island’s signature street food. Basically a Caribbean empanada. $2-4 each.
🐟 Conch Fritters
Chopped conch in seasoned batter, deep-fried. Served with spicy dipping sauce. Available at beachside restaurants near Magens Bay.
🍛 Fungi (FOON-gee)
Cornmeal and okra side dish, similar to polenta. Usually paired with fish in butter sauce. The USVI national dish. Mild flavor — kid-friendly.
🍩 Virgin Islands Tart
Flaky pastry filled with spiced coconut, guava, or pineapple. Sweet, buttery, and rich. Found at local bakeries. A perfect afternoon treat.
🍹 Passion Fruit Juice
Fresh-squeezed, tart, and tropical. Called “parcha” locally. Available fresh at restaurants and juice stands. Also try soursop and mango juices.
🇧🇾 Tortola, BVI — Day 8 (Mar 24)
British-Caribbean fusion. Similar to USVI but with its own twists. Roti is huge here from East Indian influence. USD accepted despite being British territory.
🥬 Roti
Large soft flatbread wrapped around curried chicken, goat, or vegetables. BVI’s most popular lunch. Filling, portable, messy in the best way. Alexis can handle the chicken version.
🐟 Conch in Butter Sauce
Tender conch sautéed in garlic butter sauce, served with rice and peas. A local classic. Available at beachside restaurants in Cane Garden Bay.
🍞 Coconut Bread
Dense, sweet bread loaded with shredded coconut. Often eaten at breakfast or as a snack. Moist and fragrant. Every bakery makes their own version.
🍦 Guavaberry Tart
Small pastry filled with guavaberry jam. Tart-sweet and unique to the BVI/USVI. The guavaberry is a tiny local berry that grows wild on the islands.
🍴 Fish & Fungi
Steamed or grilled local fish with fungi (cornmeal/okra) and a tomato-based Creole sauce. The BVI national dish. Simple and satisfying.
🍅 Fresh Coconut Water
Hacked open with a machete and handed to you with a straw. Available from vendors near the beach. Nothing tastes better after a hot day. $3-5.
🇰🇳 St. Kitts — Day 9 (Mar 25)
African, British, and Creole influences. The national dish is stewed saltfish — hearty and flavorful. Sugar cane history runs deep in the food.
🐟 Stewed Saltfish
The national dish: salted cod stewed with tomatoes, peppers, onions, and spices. Served with breadfruit, plantain, or coconut dumplings for breakfast or lunch.
🍛 Pelau
One-pot rice dish with chicken, pigeon peas, and caramelized sugar giving it a brown color. Caribbean comfort food. Filling and toddler-friendly.
🍬 Sugar Cake
Crunchy, sweet coconut candy made from grated coconut and sugar, often tinted pink or white. Sold by vendors near the cruise port. Alexis will go nuts for these. $1-2.
🍭 Tamarind Balls
Tangy-sweet-spicy candy made from tamarind pulp rolled in sugar. An iconic Caribbean treat found at every island. Sour kick that kids either love or hate.
🍰 Spice Cake
Dense, dark cake loaded with cinnamon, nutmeg, and allspice. Moist and aromatic. Sold by the slice at bakeries. Perfect with coffee or as a snack.
🍶 Ting
Carbonated grapefruit soda. Crisp, tart, refreshing. The Caribbean’s answer to Sprite but a million times better. Available in bottles everywhere. Kids love it.
🇦🇬 Antigua — Day 10 (Mar 26)
West African and British roots. The national dish (fungie & pepperpot) shows the African influence. Famous for its black pineapple — the sweetest in the world.
🍛 Fungie & Pepperpot
National dish: cornmeal-okra (fungie) with a thick stew of spinach, squash, eggplant, and salted meat (pepperpot). Rich, earthy, and comforting.
🍠 Ducana
Sweet potato dumplings wrapped in banana leaves, seasoned with coconut, cinnamon, and nutmeg. Steamed until dense and fragrant. Unique to Antigua — don’t skip this.
🍍 Antigua Black Pineapple
Small, intensely sweet, low-acid pineapple unique to Antigua. Considered the world’s sweetest. Buy a fresh-cut cup from a vendor near the port. Alexis will demolish it.
🍬 Coconut Sugar Cakes
Chewy coconut candy similar to St. Kitts version but with a distinct Antiguan twist — often with a hint of ginger. Pink, white, and brown varieties.
🥪 Saltfish Patties
Flaky pastry stuffed with seasoned salted codfish. Similar to Jamaican patties but with Antiguan spicing. Great grab-and-go snack near Heritage Quay.
🍹 Tamarind Juice
Tangy, sweet-sour fresh juice. An island staple. Also try sorrel (hibiscus) juice — bright red, floral, and refreshing. Both are non-alcoholic.
🇧🇧 Barbados — Day 11 (Mar 27)
Bajan food is the most distinct in the Caribbean. African, British, and Indian influences. Flying fish is everywhere. Barbados takes food seriously — Rihanna’s homeland knows flavor.
🐟 Flying Fish Cutter
The iconic Bajan sandwich: breaded and fried flying fish in a salt bread roll with lettuce, hot sauce, and pickled slaw. The island’s #1 street food. Get one near the port.
🍛 Cou-Cou & Flying Fish
The national dish: cornmeal-okra (cou-cou, like fungie) with steamed flying fish in a tomato-based Creole gravy. Served at every local restaurant. Must-try.
🥪 Fish Cakes
Seasoned saltfish mixed with herbs, formed into balls, and deep-fried. Crispy, savory, and sold everywhere for $1-2 each. Perfect snack while exploring Bridgetown.
🍜 Macaroni Pie
Bajan mac & cheese but baked firm enough to slice. Creamy, cheesy, with a hint of mustard. Served as a side with everything. Alexis will ask for seconds.
🍰 Bajan Sweet Bread
Dense, spiced bread loaded with coconut, cherries, raisins, and almond essence. Sold at bakeries by the loaf or slice. Rich and fragrant.
🍬 Turnovers
Flaky pastry filled with sweetened coconut. Golden, buttery, and crispy. A beloved Bajan bakery staple. Grab one from a rum shop or bakery (they’re everywhere).
🍺 Mauby
Dark, bittersweet drink made from boiled mauby bark with spices and sugar. An acquired taste — root beer-ish but more herbal. Uniquely Bajan. Non-alcoholic.
🍭 Tamarind Balls
Found here too — Bajan version often spicier with pepper added to the sugar coating. Sweet-sour-hot. Sold in small bags by street vendors for $1-2.
💡 Pro tip for port days: Eat near the cruise terminal before reboarding — food is cheaper and more authentic on land than on the ship. Most local spots near ports are set up for cruise passengers and serve quickly. Budget $15-25 for lunch for two adults + toddler food at each port.
⚠ Heads-Up Warnings
Things that could catch you off guard if you don’t plan for them
- Day 15: 2:30 AM wake-up. Your 5:15 AM flight means leaving Old San Juan at 2:30 AM. Pre-book transport, sleep in travel clothes, pack breakfast. SJU has limited food before 5 AM. This is the worst part of the trip — plan for it.
- Day 6: 5.5-hour gap. Airbnb checkout is 11 AM, boarding is 4:40 PM. Drop luggage at the cruise port first (porters take it at drop-off), then Uber back to Condado for beach or lunch on Ashford Ave. All guests must be onboard by 6:30 PM — don’t cut it close.
- Day 1: Tight flight connections. 55-min layover in DEN, 35-min layover in MCO. No time to wander. If either flight is delayed, the whole chain breaks. Have Southwest’s customer service number saved: (800) 435-9792.
- Car rental deposit. Zezgo requires a physical credit card (Visa/MC) in the driver’s name + physical license. Digital wallet or phone screenshots won’t work. They will turn you away.
- Reef-safe sunscreen is the law. Regular sunscreen with oxybenzone/octinoxate is banned in PR & USVI waters. Buy reef-safe (SPF 50+) before you go — it’s cheaper on the mainland.
- Uber at 2:30 AM may not match. Save local taxi numbers as backup: Taxi Túristico (787) 396-6127, Metro Taxi (787) 945-5555. Don’t leave this to chance with a sleeping 3-year-old and a baby.
- Cruise port taxis at islands. Only use licensed taxis at the cruise terminal. Prices are often fixed — confirm the fare before getting in. Don’t accept rides from unofficial drivers in the parking lot.
- El Yunque reservations. The rainforest may require advance reservations on recreation.gov. Check before the trip. Walk-ups are sometimes available but not guaranteed, especially on weekends.
Generated for the Miller Family · March 17-31, 2026 · Southwest BS8DH2 · Car Rental B37455323 · Brilliance of the Seas #1646238 · La Catedral Airbnb HMA3MF93AS