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Trunk Bay, St. John, USVI

Small group adventure tours of the beautiful St. John, USVI

Snorkel, hike, kayak, paddleboard, learn about the local history, and enjoy the best local food.

St. John, USVI: 5-Day Tour Overview

Trunk Bay, St. John USVI
Three options for the same tour
November 9-14, 2024:  $2,999 per person based on double occupancy.

January 10-15, 2025:  $3,499 per person based on double occupancy.

March 20-25, 2025:  $3,299 per person based on double occupancy.

Contact us to book
Sea turtle Caribbean
Small group, high-touch adventure

Live-A-Lot Adventures tours includes 5 active couples enthusiastic about St. John led by one expert dedicated to ensuring you have a fun, active, stress-free adventure. 

You'll talk with our owner, Elliot Turrini, before booking so he can ensure the tour is right for you.

Full focus on guest satisfaction, including expert instruction for snorkeling, paddleboarding, and kayaking.
Live-A-Lot Adventures Trunk Bay, St. John USVI
Our owner in Trunk Bay
Day 1 - Travel to the resort

You fly on your own to St. Thomas’s Cyril King International Airport.

Using a private van and private boat, we make it super easy for you to get to the beautiful Westin Resort on St. John, where you’ll be staying for the full tour.


Each couple gets one of the Westin's lovely private Studio Rooms with a king bed, resort view, and balcony for the duration of the trip. The Westin has spacious rooms, onsite restaurants, great pool, nice beach, and beautiful landscaping.
The Westin Resort St. John USVI
The Westin Resort
Day 2 - Maho Bay & more

Breakfast at the Westin. At 8:30am, a 20 minute drive to Maho Bay, one of the beautiful North Shore beaches.

Maho Bay is famous for sea turtles and sting rays.

After getting snorkeling gear and setting up our beach chairs and umbrellas, we’ll spend the morning snorkeling, swimming, lounging, paddleboarding, and kayaking. Expert instructions for snorkeling, paddleboarding, and kayaking will be available.

That morning, Jennifer Russo of Reef2Peak, will lead a paddleboard/kayak excursion.

We’ll supply a tasty picnic style lunch on the beach and a delicious painkiller drink made onsite. 

On the way back to the Westin, we’ll stop at the Windmill Bar for the stunning 270 degree views and a drink and/or food if you like. That night you can join the group for dinner in Cruz Bay or explore on your own.

 
Maho Bay St. John USVI
Maho Bay
The Windmill Bar, St. John USVI
Windmill Bar
Day 3 - Salt Pond Bay & more

Breakfast at the Westin. At 8:30am, a 35 minute drive to Salt Pond Bay, a pristine beach with excellent snorkeling and the start of the magnificent Ram Head Trail hike.

After the 5 minute walk to the beach and setting up our beach chairs and umbrellas, we’ll hike to the top of Ram Head. You'll see stunning views of the Caribbean Sea, deserted beaches, and interesting flora. At the top, you'll get an awe inspiring 270 degree view.

After the hike, you can enjoy swimming, snorkeling, lounging, and our tasty picnic lunch at Salt Pond Bay. We'll show you the best snorkeling spots and help you enjoy them.

At 2:30pm, we'll go to Johnny Lime, our favorite local restaurant, for an early dinner, drinks, and (hopefully) cornhole tournament.

 
Ram Head Trail Salt Pond Bay St. John USVI
Ram Head
Live-A-Lot Adventures Salt Pond Bay Sts. John USVI
Salt Pond Bay
Day 4 - Trunk Bay & more

Breakfast at the Westin. At 8:15am, a 15 minute drive to one of the most beautiful beaches in the world -- Trunk Bay.

After the five minute walk to the beach and setting up our beach chairs and umbrellas, we’ll spend the morning snorkeling, swimming, and lounging in what we think is the most beautiful water we've ever encountered. An amazing aquamarine color and the softest of white sands. 

We'll show you the best snorkeling spots and provide any instruction and assistance needed.

While we will supply drinks and light snacks, you can get your own more hearty lunch and drinks at the onsite food trucks.  

On the way back to the Westin, for more local history, we’ll stop briefly at the Catherineberg Sugar Mill Ruins, where you can walk around and explore the ruins

For dinner that night, you can stay at the Westin or go into Cruz Bay.

 
Live-A-Lot Adventures Trunk Bay St. John USVI
View of Trunk Bay
Live-A-Lot Adventure Tours St. John, USVI Caribbean
In Trunk Bay
Day 5 - Haulover Bay & more

Breakfast at the Westin. At 8:30am, a 35 minute drive to Haulover Bay, where Jennifer Russo of Reef2Peak will lead a fun, fascinating kayaking, snorkeling, and nature tour around Hurricane Hole.
 
You’ll paddle and snorkel the calm crystal waters along the breathtaking shorelines of St. John’s East End. Ride the current on a magical one way excursion from the reefs of Haulover Bay to the mangroves of Princess Bay in Hurricane Hole, and see the abundant sea life of the mangrove ecosystem on the guided snorkel.
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We’ll have lunch at the famous Skinny Legs in Coral Bay. I can’t wait to have one of their burgers and a Raspberry Pina Colada

 

After lunch, we’ll drive 12 minutes to the historic Annaberg Sugar Plantation. There you can enjoy the stunning views, explore the ruins, relax by a beautiful creek setting, and/or hike along the water’s edge of the scenic Leinster Bay trail to Waterlemon Cay where you can swim and snorkel.

 

After Annaberg, we’ll drive 4 minutes to the lovely Francis Bay beach, where we’ll enjoy the beautiful sunset, the warm water, drinks, and a tasty light dinner. And, we'll see if I can convince Jennifer to lead us on a sunset nature walk.


That night you can join the group for dinner in Cruz Bay or explore on your own.
Kayaking Haulover Bay St. John USVI
Haulover kayaking
Francis Bay St. John USVI sunset
Francis Bay Sunset
Annaberg Plantation St. John USVI
Annanberg Ruins
Day 6 - Return to St. Thomas

The Westin will use its boat and van to take you directly from the resort to the St. Thomas airport. Super easy.

 
Your personalized video

Each couple will receive a personalized video of their wonderful adventure in St. John – so they can forever enjoy this magical trip.
Snorkeling St. John USVI Trunk Bay
Elkhorn Coral at Trunk Bay
More information about the tour

When traveling, we always want to know the details of what a tour will provide and what it will not.

Therefore, we encourage you to scrutinize the Details page and download and read the detailed PDF explaining exactly what we fully intend the tour to include.

Please understand that St. John is a Caribbean Island, its people live on "Island Time", and the weather can change abruptly. This means that in some instances no matter how well we plan and the utmost diligence, things can go wrong and we may have to change the intinery. We promise to do our utmost best to ensure you have a great time on our tours
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Sting Ray, Trunk Bay, Maho Bay, St. John USVI
Sting Ray at Trunk Bay
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