Road Town

Day Trips

Make the most of your day with our curated plans, packed with Road Town's hidden gems and unique experiences!

day 1
Arrival in Road Town
morning
:

Arrive at Terrance B. Lettsome International Airport and take a scenic drive to Road Town. Once settled in your accommodation, enjoy the refreshing sea breeze and gather your bearings. Explore the local shops for unique Caribbean souvenirs.

afternoon
:

Savor a traditional Virgin Islands lunch at a nearby restaurant while enjoying views of the harbor. Afterward, visit the Virgin Islands Museum to learn about the history and culture of this beautiful region. Stroll along the waterfront, enjoying the vibrant atmosphere and interacting with friendly locals.

evening
:

As the sun sets, dine at a beachfront restaurant, indulging in fresh seafood and local specialties. Feel the rhythm of the islands as live music fills the air. End your day with a peaceful walk along the beach under the stars.

day 2
Exploring Tortola's Beaches
morning
:

Start your day with a hearty breakfast at your hotel before heading to Cane Garden Bay, known for its stunning vistas and clear waters. Relax on the beach, soak up the sun, or take a swim in the gentle waves. Consider renting a kayak to explore otherwise hidden parts of the shoreline.

afternoon
:

Enjoy a beachside lunch at one of the local shacks serving up delightful Caribbean dishes. Spend the afternoon lounging, or indulge in water sports like paddleboarding or jet skiing. Capture the beauty of the bay with your camera as the sun shines overhead.

evening
:

As dusk approaches, find a spot to watch the sunset paint the sky in vibrant colors. Head back to Road Town for dinner at a cozy restaurant where you can try some island-style grill. Wind down your evening at a bar with a laid-back vibe, sipping a Painkiller cocktail.

day 3
Island Hopping Adventure
morning
:

Embark on a day of adventure by taking a ferry to nearby islands like Jost Van Dyke. Enjoy a light breakfast on the boat while taking in the spectacular views of the Caribbean Sea. Upon arrival, explore the scenic beaches and the famous Soggy Dollar Bar.

afternoon
:

After a morning on the beach, continue to explore the charming village or take a hike to the island's scenic overlooks. Craving adventure? Spend the afternoon snorkeling in the crystal-clear waters, discovering the vibrant marine life. Enjoy a casual lunch right by the beach.

evening
:

Return to Tortola in the evening and opt for a laid-back dinner at a local eatery. Relish the flavors of authentic Caribbean cuisine as you dine outdoors. Conclude your night with a beach bonfire if available, sharing stories under the starlit sky.

day 4
Cultural Day in Road Town
morning
:

Spend the morning immersing yourself in the local culture by visiting the outer islands or the nearby Botanical Gardens. Enjoy breakfast at a cafe while admiring the lush greenery. Engage with the friendly locals and learn about their traditions and crafts.

afternoon
:

After exploring, head over to the local market to taste exotic fruits and shop for handmade crafts. Enjoy lunch at a nearby eatery where you can sample local flavors. Spend the afternoon at the festival if available, enjoying music, food, and dance.

evening
:

Dinner tonight should be at a restaurant famous for its local cuisine where you can try traditional dishes while soaking in the atmosphere. Listen to local musicians playing traditional island sounds. End the night at a lounge, enjoying a laid-back vibe and mingling with new friends.

day 5
Adventure in Nature
morning
:

Get up early to take a guided hike through the natural beauty of Sage Mountain National Park. Enjoy a packed breakfast while stunning views of the islands unfold before you. Breathe in the fresh air as you explore the lush trails surrounded by tropical flora.

afternoon
:

After your hike, grab lunch at a cafe in Road Town, then head to the nearby beaches for some relaxation. Consider taking a sunset cruise if the day permits, where you can witness the breathtaking coastline from the water. Spend your afternoon unwinding while dipping your toes in the warm sand.

evening
:

As the sun begins to set, revel in the vibrant colors of the horizon during your cruise. Have dinner onboard or upon returning to shore in a cozy seaside restaurant. Celebrate the end of your adventurous day with a nightcap at a popular local bar.

day 6
A Day of Relaxation
morning
:

Spend this morning indulging in a luxurious spa treatment at one of the island's wellness centers. Enjoy a tranquil breakfast overlooking the water, taking the time to savor every bite. In preparation for a relaxing day ahead, find your favorite beach spot.

afternoon
:

Lay back on the beach and soak up the sun or read a good book. Consider doing some light shopping in Road Town, picking up last-minute gifts and souvenirs. Treat yourself to a leisurely lunch at a beachside cafe, perfectly timed with a serene view.

evening
:

For dinner, make a reservation at an upscale restaurant for a fine dining experience. Enjoy Caribbean fusion dishes, complemented by exquisite cocktails. End the evening with a peaceful walk along the waterfront, reflecting on your amazing trip.

day 7
Exploring the Local History
morning
:

Today, immerse yourself in the rich history of Tortola with a visit to the Old Government House and other historical landmarks around Road Town. Begin with breakfast at a quaint cafe nearby. Participate in a guided tour to learn about the island's colonial past.

afternoon
:

After a history-filled morning, enjoy a light lunch at a local deli. Visit the nearby Art Galleries showcasing local talent and craftsmanship. Spend the afternoon discovering more historical sites or relaxing at a nearby beach.

evening
:

After returning to Road Town, visit one of the local restaurants that focus on traditional recipes and flavor. Savor your meal while guessing what new dishes you might try next. Cap off your day with a cultural performance or early night stroll through the historic district.

day 8
Water Activities Day
morning
:

Gear up for an exciting day full of water activities, starting with a hearty breakfast near the marina. Rent a boat or join a tour for some fun activities like snorkeling or diving in the picturesque waters. Enjoy the mysteries of the underwater world, exploring coral reefs and colorful fish.

afternoon
:

After your morning of adventure, take a break with lunch at a beach bar where you can refresh yourself with tropical drinks. Spend the afternoon sailing or windsurfing; the gentle breezes make it a perfect time. Don’t forget to admire the stunning landscapes as you explore the coastline.

evening
:

Return to shore in the evening and unwind with a cocktail while enjoying breathtaking views of the sunset. Indulge in a beachfront dinner, looking back at the day’s highlights while chatting with friends. Consider a nightcap at a local bar with a relaxing atmosphere.

day 9
Departure Day
morning
:

Enjoy a leisurely final breakfast at your hotel, reminiscing about the adventures of the past days. Take one last stroll along the beach, feeling the soothing sand between your toes. Ensure you capture any last-minute photos of the beautiful scenery.

afternoon
:

Pack your bags and check out of your accommodation, making sure to allow plenty of time for travel to the airport. If your flight schedule allows, have a final lunch at a favorite eatery. Reflect on your wonderful trip filled with relaxation, adventure, and culture.

evening
:

Head to the airport with plenty of time for check-in and security. Board your flight with memories of the sparkling waters and vibrant culture of Road Town. As you ascend, take a last look at this paradise, and start planning your next visit.

Discover Road Town

Read more in our Road Town 2025 Travel Guide.

Road Town Travel Guide