Trinidad and Tobago is a country in the Caribbean with stunning islands, crystal-clear oceans, and a thriving marine life. One of the best Sailing Destinations in Trinidad and Tobago for sailors who are seeking a balance of excitement and relaxation, the twin-island nation is also renowned for its rich culture, history, and gastronomic pleasures. Sailing aficionados will find Trinidad & Tobago’s tropical environment and abundance of islands and cays to be ideal for exploring.

From catamaran charters to bluewater sailing, Trinidad and Tobago offers a variety of sailing adventures. There are numerous possibilities to match your interests and style, whether you’re an experienced sailor or a beginner seeking for a new adventure. The islands make an excellent destination for lovers of sailboats and yachts because to their abundance of protected coves and anchorages as well as open water passages. Trinidad and Tobago’s beaches provide lots of possibilities for swimming, sunbathing, and relaxing, while the country’s blue waters and diverse marine life make it a paradise for snorkeling, diving, and fishing.

To discover more about various sailboats, yachts, and catamaran types you can check out this Sailboat Data page. You may discover comprehensive details on different sailboat models and their performance here, making it easy for you how to pick the best boat for your requirements. 

Top 10 Sailing Destinations in Trinidad and Tobago

There are many spots to choose from, each with its own special charm and attractions, making the twin-island nation one of the best places to visit by boat. This article will examine some of the best Sailing Destinations in Trinidad and Tobago and the activities available there.


Chaguaramas, which located on the westernmost point of Trinidad, is a well-liked vacation spot for sailors and boaters. Several marinas, such as the Chaguaramas Yacht Club and CrewsInn Marina, are located there and provide great options for mooring, fuelling, and stocking up on supplies. You may visit Scotland Bay and Macqueripe Bay, two stunning bays on Trinidad’s northwest coast, from Chaguaramas. Also, there are a number of hiking paths in the adjacent hills, from where you may take in expansive views of the coastline.
Recommendations: Visit the Chaguaramas Military History and Aviation Museum to discover Trinidad’s military past and view the collection of antique aircraft. Enjoy the breathtaking views of the coast and the Northern Range mountains by hiking up to Tucker Valley.

Tobago Cays

A collection of five tiny, uninhabited islands known as the Tobago Cays can be found close to Tobago’s coast. With its pristine waters, white sand beaches, and a variety of marine life, this is a must-see location for any sailor in Trinidad and Tobago. The Tobago Cays Marine Park is a protected region with a variety of fish species, sea turtles, and rays, making it a great place for snorkeling and diving.
Anchor at Petit Tabac Island and stroll along the sands where the movie “Pirates of the Caribbean” was filmed. Swim with the rays at Mayreau Gardens and snorkel with sea turtles at Baradal Island.

Store Bay

The southwest coast of Tobago is home to the well-liked anchorage known as Store Bay. This bay is protected by a coral reef, making it a great place for kayaking, swimming, and snorkeling. There are many eateries and pubs in the neighboring town of Crown Point where you may listen to and eat local fare.
Visit Pigeon Point Beach, which boasts a lengthy stretch of white sand, blue waters, and coconut trees, making it one of Tobago’s most recognizable beaches. Take a stroll down Store Bay’s boardwalk and take in the local artists and craftspeople peddling their goods.


On Tobago’s northeasternmost point, a charming fishing village called Charlotteville may be found. It is a more tranquil and isolated location than some of Trinidad and Tobago’s other sailing locations, making it the perfect place for relaxation and absorbing the local culture. There are various hiking paths in the adjacent hills, and the community has a tiny beach.
Take a stroll to Pirate’s Bay, a remote beach that can only be reached on foot. Visit the fishing community and indulge in some of the delectable seafood specialties, like fried fish and crab and dumplings.

Gasparee Island

Off Trinidad’s west coast is a little island called Gasparee Island. With its crystal-clear seas and coral reefs that are perfect for diving and snorkeling, it is a well-liked day-trip destination for both locals and tourists. The island includes a number of beaches as well as a lighthouse with breathtaking views of the ocean.
Recommendations: Go on a trek to the lighthouse’s summit to take in the expansive views of the Gulf of Paria. Explore the coral reefs and aquatic life while snorkeling at Turtle Beach.


A little fishing community called Speyside can be found on Tobago’s northeastern coast. This place is well-known for having abundant marine life and coral reefs, which make it a fantastic place for diving and snorkeling. The Red-billed Tropicbird lives on Little Tobago Island, a local bird sanctuary, where you can also take a boat excursion.
The Speyside Pinnacles, one of Tobago’s most well-known dive destinations, is recommended for divers who want to observe colorful corals, sponges, and reef fish. Visit Little Tobago Island by boat for a hiking and bird-watching excursion.


In Trinidad’s capital city of Port of Spain, there is a natural harbor called Carenage. For those who wish to experience city life while still taking in the picturesque grandeur of the Caribbean Sea, this location is ideal. You can tour the city’s historic sites, like Fort George and the National Museum, from Carenage.
Visit Port of Spain’s Royal Botanic Gardens, which is home to over 700 varieties of flora and numerous bird species. See the city’s colonial architecture and historical sites by taking a walking tour.

Grande Riviere

On Trinidad’s northeastern shore is a little settlement called Grande Riviere. The turtle-watching season at this location, which lasts from March to August, is well-known. Many hotels and guesthouses in the area provide escorted turtle-watching excursions, and there are hiking routes in the neighboring woodlands.
Join a recommended nighttime turtle viewing tour to see the nesting and hatching of Leatherback turtles. Enjoy the beautiful waterfalls and wildlife while hiking in the nearby forests.


On Trinidad’s east coast lies a beach called Manzanilla. The Manzanilla Turtle Conservation Project, which seeks to save the breeding and hatching of the endangered Leatherback turtles, is located at this popular surfing and swimming location.
Surf at Manzanilla Beach to take advantage of the surf and beautiful scenery. Learn more about the conservation efforts being made to safeguard Leatherback turtles by visiting the Manzanilla Turtle Conservation Project.

Los Gallos

Off the northern coast of Tobago, there are a collection of small deserted islands known as Los Gallos. This location is ideal for people looking to get away from the throng and enjoy a quiet area for picnics, swimming, and snorkeling.
Anchor at the Los Gallos Islands and spend the day swimming, snorkeling, and having a picnic. Explore the neighboring bays and coves with a kayak or paddleboard.

The Best Time to Set Sail

The dry season, which lasts from December to May, is the ideal time to sail and discover the Sailing Destinations in Trinidad and Tobago. The best sailing conditions are during this time of year, with clear skies, calm seas, and comfortable temperatures.

Sailboat, bluewater yacht, or catamaran owners have the option of sailing in the waters off Trinidad and Tobago. The islands provide a range of sailing opportunities, including multi-day cruises and relaxed day sails.

During the dry season, boaters can take pleasure in discovering the numerous coves and bays of the islands, where they can anchor and take pleasure in swimming, snorkeling, and picnicking on the beaches. In Trinidad and Tobago, Chaguaramas, Tobago Cays, Store Bay, and Los Gallos Islands are a few of the most well-liked sailing locations.

Sailors may sample the local cuisine and culture in addition to the natural beauty of the islands by traveling to the numerous coastal villages and towns. There is no shortage of interesting places to visit, from a bustling metropolis like Port of Spain to fishing villages like Speyside.

Overall, Trinidad and Tobago offers a distinctive and thrilling sailing experience that is ideal for travelers who wish to discover the natural beauty and cultural richness of the Caribbean from the deck of their own sailboat, bluewater yacht, or catamaran. The optimum time to do this is during the dry season, when clear skies and calm seas make for perfect sailing conditions.

Visit our sailing destinations page for some incredible ideas and places to explore if you’re feeling motivated to organize your sailing holiday. Start preparing for your upcoming sailing excursion right away with Ocean Wave Sail!

error: Content is protected !!