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DESTINATIONS

Photo of island in water with yachts
Discover Island Hopping

ICONIC DESTINATIONS

From majestic sea life to out-of-this-world waters, enchanting beaches, and intriguing towns, every bespoke Tru North itinerary is thrilling.


Unsure where to visit? Whether it’s time with family and friends, a milestone celebration, or simply a much-needed escape, experience the joy with this inspiring selection of our favorite routes and the hidden gems we share with you during every sail.


When you book a trip with us, we stay true to our word that every trip is crafted for you. We will share sample itineraries in our welcome call to inspire you, but like the wind, your preferences and goals for the trip may change just like the weather. We are always here to accommodate and ensure you make the most of every location to create your best "Tru Stories" to take home.

US Virgin Islands
British Virgin Islands
Grenadines
Explore

US VIRGIN ISLANDS

SAIL AWAY WITH US

November - July

More than 50 islands comprise the US Virgin Islands, just three hours from Miami. From passport-free travel for US citizens to snorkeling with sea turtles, it’s a dreamy Caribbean destination worthy of any bucket list.


Choose your own pace as you explore each of the three main islands, St. Croix, St. John, and  St. Thomas, and discover what keeps bringing guests back.

Photo of palm trees and beach
Highlights

Buck Island Snorkeling: Swim with the turtles in St. Croix and visit one of the top ten beaches in the
world as you discover one of only two Underwater National Monuments in the United States.
Cruz Bay: If you’re looking to take home a local souvenir with meaning, Cruz Bay is filled with studios,
galleries, and markets, allowing you to engage with friendly locals.
Frederiksted Pier Night Dive: Located in St. Croix, this one-of-a-kind dive offers encounters with
octopus, seahorses, frogfish, batfish, and lots of other sea creatures all under the pier.
Magens Bay: One of the best beaches in the world, thanks to its pristine sand and calm waters. A
great place to play with sea scooters, kayaks, and paddle boards.
St. John National Park: With more than 20 majestic trails to choose from, you can walk along
boardwalks and discover waterfalls and historical sites to snap your Instagram-worthy selfie.

Guest's Favorite Activites
Diving
Diving
Hiking
Hiking
Shopping
Shopping
Snorkeling
Snorkeling
Explore

BRITISH VIRGIN ISLANDS

SAIL AWAY WITH US

November - July

Nearly 60 small islands with a reliably mild climate and gentle trade winds make island hopping by boat a popular way to make the most of visiting the British Virgin Islands.


The hardest part of visiting is deciding where to drop anchor among the favorite locations of Tortola, Virgin Gorda, Anegada, and Jost Van Dyke.

Underwater photo of rocks on beach
Highlights

The Baths of Virgin Gorda: Featuring white sandy beaches framed by gigantic granite boulders from
volcanic activity, some with diameters reaching 40 feet, this is a picture-perfect location.
Diving the RMS Rhone: A bucket list location for all divers, you’ll get to swim through the amazingly
intact bow section and under the stern near this historic ship's large 15 ft propeller.
The Indians Reef: Featuring 50-foot depths of clear water, this is a favorite for divers and snorkelers
alike to meet marine life and look at the coral as you swim around rock formations.
Pirate Stories: Visit Normand Island, a real-life pirate haven from 1750 that inspired the famous novel
Treasure Island. Rumor has it there is a bounty to still be discovered.
Remote Beach Bars: From Anegada to Jost Van Dyke, guests love bar hopping and tasting the local
rum. A must-stop is Soggy Dollar for their original Pain Killer cocktail.

Guest's Favorite Activites
Bar Hopping
Bar
Hopping
Diving
Diving
Natural Wonders
Natural
Wonders
Snorkeling
Snorkeling
Explore

ST VINCENT & THE GRENADINES

SAIL AWAY WITH US

July - September

With a chain of over 600 volcanic islands and sandbanks, the Grenadines are largely undiscovered and prime for exploration.


With white-sand secluded beaches and pristine waters, we visit the beautiful Bequia, Tobago Cays, Mayreau, Mustique, and Union Island to see wrecks, swim with turtles, and take pictures of the unique architecture left standing today.

Macaroni Beach
Highlights

Bonefishing: In these parts, Bonefish are plentiful and can be caught by boat or wading in the
water for a unique experience on every fisherman’s list.

Dive & Snorkel Mayreau Gardens: Find exotic fish and turtles, and check out The Puruni, a 1918 sunken
British battleship or Catholic Rock.

Music on Mustique: The island of the rich and famous is a great place to eat and watch live
music. You never know if Shania Twain may show up and be at the bar or piano that day.

Snorkel with Turtles: The Tobago Keys are paradise for divers and snorkelers and feature green sea
turtles that gather in great numbers right under the water's surface.

Guest's Favorite Activites
Bonefishing
Bonefishing
Diving
Diving
Live Music
Live Music
Snorkeling
Snorkeling
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