New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

Ultimate 5-Day St. John and St. Thomas Island Adventure

Ultimate 5-Day St. John and St. Thomas Island Adventure Itinerary

Last updated: 2024 Jun 14

Island Arrival and Relaxation

Morning
Arrive at St. John and start your day with a delightful breakfast at The Terrace Restaurant, enjoying the panoramic views of the island. After breakfast, take a leisurely stroll at the serene Hawksnest Bay to ease into the island vibe.
Afternoon
For lunch, head to Caneel Beach Bar & Grill and savor the fresh catch of the day. Post-lunch, immerse yourself in the crystal-clear waters of Caneel Bay for some relaxing snorkeling and beach time.
Evening
As the sun sets, indulge in a sumptuous dinner at Extra Virgin Bistro, known for its farm-to-table cuisine. Conclude your evening with a beachside cocktail at Honeymoon Beach, enjoying the gentle ocean breeze.
Bedtime
Find amazing hotels in St. John.
Visit Hawksnest Bay in St. John
star4.86

Hawksnest Bay

Book Now
Visit Caneel Bay in St. John
star4.68

Caneel Bay

Book Now
next arrow

Historic Sites and Island Exploration

Morning
Start with a hearty breakfast at La Tapa, offering a fusion of flavors. Post-breakfast, visit the historic Annaberg Sugar Plantation and take a guided tour to learn about the island's rich history and the sugar production process.
Afternoon
Enjoy a light lunch at Sun Dog Cafe, known for its laid-back atmosphere. Afterward, take a guided hike on the Reef Bay Trail, immersing yourself in the island's lush tropical surroundings and culminating at the beautiful Reef Bay.
Evening
Dine at The Longboard, where the Caribbean meets the Pacific in both cuisine and ambiance. After dinner, take a serene evening walk at Maho Bay, known for its tranquil waters and occasional sea turtle sightings.
Bedtime
Find amazing hotels in St. John.
Visit Annaberg Sugar Plantation in St. John
star4.45

Annaberg Sugar Plantation

Book Now
Visit Reef Bay Trail in St. John
star4.97

Reef Bay Trail

Book Now
next arrow

Snorkeling and Virgin Islands National Park

Morning
Enjoy a breakfast with a view at ZoZo's at the Sugar Mill, perched on the water's edge. Post-breakfast, embark on a snorkeling adventure at Waterlemon Cay, known for its vibrant marine life and pristine coral reefs.
Afternoon
For lunch, head to Lime Inn and relish their famous fish tacos. Afterward, continue your aquatic journey with a visit to the Virgin Islands National Park, where you can explore the park's various trails or simply relax on one of its many picturesque beaches.
Evening
Dine at Ocean Grill, offering a blend of island flavors with a touch of elegance. After dinner, take a guided Night Kayak in the Lagoon to experience the bioluminescent wonders of the Caribbean waters.
Bedtime
Find amazing hotels in St. John.
Visit Waterlemon Cay in St. John
star4.98

Waterlemon Cay

Book Now
Visit Virgin Islands National Park in St. John
star4.81

Virgin Islands National Park

Book Now
next arrow

Coral World and Island Excursion

Morning
Catch the ferry to St. Thomas and have breakfast at The Terrace Restaurant to start your day with a view. After breakfast, visit the renowned Coral World Ocean Park and enjoy a morning of marine exploration, including the opportunity to Swim with Dolphins at Coral World Ocean Park.
Afternoon
For lunch, head to Morgan's Mango and savor their Caribbean-inspired dishes. Post-lunch, take a private island tour with a local guide, visiting highlights such as Magens Bay and the Mountain Top for panoramic views.
Evening
Dine at The Longboard, returning to St. John for a relaxing evening meal. Afterward, take a Bird Island Sunset Kayak Adventure to witness the stunning colors of the Caribbean sky as the day comes to a close.
Bedtime
Find amazing hotels in St. Thomas.
Visit Coral World Ocean Park in St. Thomas
star4.04

Coral World Ocean Park

Book Now
Visit Saint Thomas Swim with Dolphins at Coral World Ocean Park in St. Thomas
star4.72

Swim with Dolphins at Coral World Ocean Park

Book Now
next arrow

Island Farewell and Hidden Gems

Morning
Enjoy a final breakfast at Extra Virgin Bistro, reminiscing about your island adventures. After breakfast, visit the lesser-known Whistling Cay for a morning of secluded beachcombing and snorkeling.
Afternoon
For your last lunch on the island, head to The Terrace Restaurant and enjoy their diverse menu. Spend your final afternoon at Henley Cay, a small island off the coast of St. John, perfect for a private picnic and some last-minute snorkeling.
Evening
Conclude your trip with a memorable dinner at ZoZo's at the Sugar Mill, where the cuisine and ambiance will provide the perfect backdrop for reflecting on your time in the US Virgin Islands.
Bedtime
Find amazing hotels in St. John.
Visit Whistling Cay in St. John
star4.95

Whistling Cay

Book Now
Visit Henley Cay in St. John
star5.00

Henley Cay

Book Now
kayakFind the right stay during your trip.
Got a question about your trip?