Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

10-Day Family-Friendly Island Adventure: Fun in the Sun

Viewed by 118 travelers

Day 1: Arrival and Beach Day

Isla Verde, Puerto Rico

8:00AM

Breakfast at Espressamente Illy

Kickstart your day with a delicious breakfast of locally sourced avocado toast and strong Puerto Rican coffee at Espressamente Illy.
Enjoy a leisurely walk to the beach after breakfast.
USD 40, 1 hour

10:00AM

Isla Verde Beach

Spend the morning at Isla Verde Beach where the soft sand and calm waves make it ideal for families.
Take a stroll down to the beachfront.
Free, 3 hours

1:00PM

Lunch at Platos Restaurant & Bar

After a morning of fun, replenish with some traditional Caribbean dishes such as Mofongo at Platos Restaurant.
Walk back to the restaurant along the beach promenade.
USD 70, 1 hour

2:30PM

Water Sports Rentals

Try some family-friendly water sports like paddleboarding or jet-skiing in the afternoon sun.
Rental shops are located right on the beach.
USD 120, 2 hours

5:00PM

Evening stroll at the beach

Take a leisurely walk along the beach to enjoy the sunset.
Spend time relaxing where you started your day.
Free, 1 hour

6:30PM

Dinner at La Playita

Savour a family-friendly dinner with seafood and pasta options while enjoying the seaside view.
Short drive or taxi ride from the beach.
USD 100, 1 hour
Find Hotels in Isla Verde

Day 2: Exploring San Juan

San Juan, Puerto Rico

8:00AM

Breakfast at Cafeteria Mallorca

Start your day with Mallorca pastries and fresh juices at this beloved local spot.
Drive or take a taxi to Old San Juan.
USD 30, 1 hour

9:30AM

Old San Juan Tour

Explore colorful colonial buildings, cobblestone streets, and visit historic sites like El Morro.
Take a guided walking tour around Old San Juan.
USD 80 (family tour), 3 hours

12:30PM

Lunch at La Mallorquina

Enjoy traditional Puerto Rican dishes in a casual setting to refuel for more adventures.
Easily walk to this restaurant from your tour.
USD 60, 1 hour

2:00PM

Visit Castillo San Cristóbal

Continue your history lesson by visiting this magnificent fortress with stunning views.
A short walk from your lunch spot.
USD 20 (for family admission), 2 hours

4:30PM

Shopping and Ice Cream at Old San Juan

Stroll through local shops and treat yourselves to ice cream at Ochenta y Cuatro.
Explore the area on foot.
USD 30, 1.5 hours

6:00PM

Dinner at Casa Blanca

Conclude the day with a lively family dinner featuring tropical dishes and live music.
Short walk to the restaurant.
USD 90, 1 hour
Find Hotels in San Juan

Day 3: Day Trip to Culebra

Culebra, Puerto Rico

7:30AM

Breakfast at the hotel

Enjoy a quick breakfast at your hotel before heading out to the ferry terminal.
Walk or take a taxi to the ferry terminal.
Included in stay, 30 minutes

8:30AM

Ferry to Culebra

Catch the ferry from Fajardo to Culebra, letting the adventure begin!
Reserve tickets online in advance.
USD 60 (family round trip), 1 hour

10:00AM

Visit Flamenco Beach

Embrace the stunning beauty of Flamenco Beach, often rated as one of the best in the world.
Take a taxi from the ferry dock to the beach.
Free, 5 hours

3:00PM

Lunch at the Beach Shack

Feast on local seafood servings and drinks from the beach shack for a relaxed lunch.
Simply walk to the beach bar.
USD 70, 1 hour

4:00PM

Snorkelling Adventure

Gear up for an unforgettable family snorkelling experience at the stunning reefs around Culebra.
Book a local snorkelling guide for the best spots.
USD 150, 2 hours

6:30PM

Return Ferry to Fajardo

Take the ferry back to Fajardo and enjoy the evening views.
Follow your previous route for return.
Included in previous fare, 1 hour

8:00PM

Dinner at a local restaurant in Fajardo

Wind down with a hearty meal at La Estación, famous for its grilled meat selections.
A short drive from the ferry terminal.
USD 80, 1 hour
Find Hotels in Culebra

Day 4: Exploring Vieques

Vieques, Puerto Rico

7:00AM

Breakfast at the hotel

Fuel up at the hotel’s breakfast buffet before setting off on another adventure.
Conveniently located on-site.
Included in stay, 1 hour

8:30AM

Ferry to Vieques

Hop on the ferry to Vieques for a day of exploration and fun.
Located in Fajardo, similar to yesterday’s route.
USD 60 (family round trip), 1 hour

9:30AM

Bioluminescent Bay Tour

One of Vieques’ treasures is the bioluminescent bay; book a kayak tour for an enchanting experience.
Guided tours depart from the local docks.
USD 180 (family cost), 2 hours

12:00PM

Lunch at Duffy’s

Try Duffy’s for a delightful beachfront lunch with fresh seafood options for all tastes.
Easily accessible on foot after your tour.
USD 70, 1 hour

1:30PM

Visit Playa Negra

Spend the afternoon at Playa Negra, known for its unique black sand and tranquil atmosphere.
A short taxi ride to the beach.
Free, 3 hours

4:30PM

Return Ferry to Fajardo

Board the ferry back to Fajardo to kick off your evening.
Follow the same path back.
Included in previous fare, 1 hour

6:00PM

Dinner at El Yunque Rainforest restaurant

Wrap up the day with dinner at the romantic restaurant serving Puerto Rican cuisine amidst natural views.
Drive back to El Yunque area.
USD 90, 1 hour
Find Hotels in Vieques

Day 5: Travel to Tortola

Tortola, British Virgin Islands

7:00AM

Breakfast at the hotel

Start the day with a delicious breakfast at your hotel in Puerto Rico.
On-site convenience.
Included in stay, 1 hour

8:30AM

Flight to Tortola

Catch an early flight to Tortola to kick off the next leg of your adventure.
Book in advance for a smooth transition.
USD 300 (family fare), 1.5 hours

10:00AM

Arrive in Tortola and Rent a Car

Rent a car and prepare for a day exploring the beautiful island of Tortola.
Car rentals are available at the airport.
USD 80 (daily rental), 1 hour

11:30AM

Visit Cane Garden Bay

Relax and unwind at Cane Garden Bay, a great family-friendly beach destination.
Drive or follow GPS navigation to the beach.
Free, 3 hours

2:30PM

Lunch at Myett’s

Indulge in a delicious lunch at Myett's, known for its seafood dishes and beachfront setting.
Easy walk from the beach.
USD 75, 1 hour

4:00PM

Visit Sage Mountain National Park

Experience the lush nature in Sage Mountain, which provides stunning views of Tortola.
Short drive from the restaurant.
USD 10 (family admission), 2 hours

6:00PM

Dinner at the Super Market Café

Wrap up the day with a family-friendly dinner featuring local Britsh Virgin Island cuisine.
Return downtown for dinner.
USD 80, 1 hour
Find Hotels in Tortola

Day 6: Virgin Gorda Day Trip

Virgin Gorda, British Virgin Islands

7:30AM

Breakfast at the hotel

Fuel up with breakfast at your hotel before the exciting day ahead.
On-site convenience.
Included in stay, 1 hour

9:00AM

Ferry to Virgin Gorda

Catch the ferry to Virgin Gorda, famous for its natural beauty.
Reserve tickets in advance for a smooth sailing.
USD 50 (family round trip), 1 hour

10:30AM

Visit The Baths

Explore the iconic Baths; the unique rock formations make for a memorable family adventure.
Short walk from the ferry drop-off.
Free (entrance is included), 3 hours

1:30PM

Lunch at The Bath & Turtle

Recharge at The Bath & Turtle for casual dining with a mix of local dishes.
Short walk from the Baths.
USD 75, 1 hour

3:00PM

Explore Savannah Bay

Relax on the beautiful sands of Savannah Bay, perfect for family swimming.
A short drive from the restaurant.
Free, 2 hours

5:00PM

Return Ferry to Tortola

Take a ferry back to Tortola to conclude your day.
Follow the same route as before.
Included in previous fare, 1 hour

7:00PM

Dinner at Pusser's Road Town

Enjoy your evening meal with a variety of options from steak to seafood.
Short drive from the ferry terminal.
USD 80, 1 hour
Find Hotels in Virgin Gorda

Day 7: Jost Van Dyke Fun

Jost Van Dyke, British Virgin Islands

7:00AM

Breakfast at the hotel

Start your day with a fulfilling breakfast at your hotel in Tortola.
On-site convenience.
Included in stay, 1 hour

8:30AM

Ferry to Jost Van Dyke

Embark on a ferry ride to the famous island of Jost Van Dyke, renowned for its beaches.
Ferries run frequently; book in advance.
USD 50 (family round trip), 1 hour

9:30AM

Visit White Bay Beach

Spend the morning enjoying the iconic White Bay Beach, perfect for families to swim and sunbathe.
Follow the signage to the beach.
Free, 3 hours

12:30PM

Lunch at Soggy Dollar Bar

Savor Caribbean bites at the famous Soggy Dollar Bar, while enjoying the ocean breeze.
Short walk from the beach.
USD 75, 1 hour

2:00PM

Snorkelling at Jost Van Dyke

Discover beautiful marine life as you snorkel around the vibrant coral reefs nearby.
Local rentals available on the beach.
USD 100, 2 hours

4:30PM

Return Ferry to Tortola

Take the ferry back to Tortola to conclude your day of fun.
Follow the same route back.
Included in previous fare, 1 hour

6:00PM

Dinner at The Frenchmans Restaurant

End the day with a delightful family meal featuring French-Caribbean fusion dishes.
Located near your accommodation.
USD 90, 1 hour
Find Hotels in Jost Van Dyke

Day 8: St. Thomas Exploration

St. Thomas, U.S. Virgin Islands

7:00AM

Breakfast at the hotel

Enjoy breakfast at your hotel in Tortola before heading to St. Thomas.
On-site convenience.
Included in stay, 1 hour

9:00AM

Ferry to St. Thomas

Catch the ferry to St. Thomas, arriving in just under an hour.
Ferries operating frequently; book ahead.
USD 50 (family one way), 1 hour

10:00AM

Visit Magens Bay

Spend a relaxing day at Magens Bay, known for its beautiful sands and calm waters.
Take a taxi or drive to the beach.
USD 15 (entrance fee), 4 hours

2:00PM

Lunch at The Beach Bar

Grab a quick lunch with sandwiches and drinks right on the beach.
Nearby the beach area.
USD 60, 1 hour

3:30PM

Explore Charlotte Amalie

Visit the capital of the U.S. Virgin Islands, featuring shopping and historic sites.
Drive to Charlotte Amalie for the afternoon.
Free, 2 hours

6:00PM

Dinner at Palm Tree Grille

Enjoy a delightful dinner with local dishes and a family-friendly atmosphere.
Located in Charlotte Amalie.
USD 80, 1 hour
Find Hotels in St. Thomas

Day 9: St. John Adventures

St. John, U.S. Virgin Islands

7:00AM

Breakfast at the hotel

Start your last full day with a hearty breakfast in St. Thomas.
Conveniently at the hotel.
Included in stay, 1 hour

9:00AM

Ferry to St. John

Take a short ferry ride to St. John, famous for its natural beauty.
Frequent ferry services; buy tickets in advance.
USD 50 (family one way), 30 minutes

10:00AM

Visit Trunk Bay

Enjoy a day at Trunk Bay, one of the most beautiful beaches in the world, great for families.
Follow the signs to Trunk Bay.
USD 5 (entrance fee), 4 hours

2:00PM

Lunch at the Trunk Bay Snack Bar

Refuel with quick bites and drinks at the beach-side snack bar.
Located at the beach entrance.
USD 50, 1 hour

3:30PM

Snorkelling at Cinnamon Bay

Explore vibrant coral reefs and marine life while snorkelling at nearby Cinnamon Bay.
Short drive to Cinnamon Bay.
USD 100 (gear rental), 2 hours

5:30PM

Ferry back to St. Thomas

Make your way back to St. Thomas as you reflect on your amazing adventures.
Same ferry route as to arrive.
Included in previous fare, 30 minutes

7:00PM

Dinner at Caribbean Fish Market

Enjoy a seafood feast with tropical flavours to conclude your island adventure.
Located near your hotel.
USD 110, 1 hour
Find Hotels in St. John

Day 10: Return to San Juan

Back to San Juan, Puerto Rico

7:00AM

Breakfast at the hotel

Finish your trip with one last breakfast at the hotel in St. Thomas.
On-site convenience.
Included in stay, 1 hour

9:00AM

Flight back to San Juan

Catch your return flight to San Juan, where your journey ends.
Book your flight in advance for a smooth return.
USD 300 (family fare), 1.5 hours

11:00AM

Lunch at La Picadera

Enjoy a farewell lunch at La Picadera, famous for local tapas and vibrant atmosphere.
Close to the airport for convenience.
USD 70, 1 hour

1:00PM

Explore the Airport Shops

Take advantage of your time at the airport to pick up some souvenirs and last-minute gifts.
Located within the airport.
Varies, 1 hour

3:00PM

Flight departure

Reflect on the beautiful memories you've created during your Island Adventure as you head home.
Check in and board your flight.
Included in flight fare, Varies
Find Hotels in Back to San Juan
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version

More About island

Trip Packing List: Devil's Island (Arriving 2026-02-27)
Packing List
Trip Packing List: Harbor Island (late February 2026)
Packing List
Early June Weather on Hornby Island: The Transition to Summer
Weather Guide
A Climatologist's Guide to July on Savary Island, BC
Weather Guide
Best Way to Explore Whistler, Vancouver & Vancouver Island
Travel Expert
Best Way to Explore Vancouver, Whistler & Vancouver Island
Travel Expert
Itinerary created by AI-assisted, human-reviewed

Plan Your island Trip

Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go