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Trinidad & Tobago

Trinidad & Tobago: The Alternative Winter Superyacht Charter Destination

Discover Trinidad and Tobago, the southern Caribbean’s most alternative winter sailing destination, offering an exclusive gateway for superyacht charters on luxury vessels from 60 to 300ft. These twin islands combine cosmopolitan flair, vibrant culture, and pristine natural beauty, making them a standout choice for discerning charterers seeking a unique Caribbean experience.

A scenic beach in Trinidad & Tobago featuring boats and lush trees along the shore under a clear blue sky.

Distinctive Sailing Grounds & Major Hotspots

Caroni Bird Sanctuary

Mangrove cruises to spot the scarlet ibis and diverse wildlife. Prepare your DSLR, unpack the drone (seek permits first) or simply recharge mobile phones for all-day photography.

Chaguaramas Bay

The yachting hub with full-service marinas, yacht clubs, and sheltered anchorages, ideal for provisioning and exploring nearby Gasparee Caves.

Maracas Bay

Famed for palm-fringed sands and local delicacies like “bake and shark”, with location ideal for beach BBQ too.

Trinidad

Port of Spain: The lively capital, renowned for its world-class Carnival, bustling nightlife, and gourmet dining.

Scenic view of Trinidad & Tobago's beach and mountains from a hilltop, showcasing lush greenery and blue waters.
Panoramic view of the beach and mountains in Trinidad & Tobago, captured from a hill, highlighting natural beauty.

Tobago

– Buccoo Reef & Pigeon Point: Protected marine parks with exceptional snorkeling and diving in crystal-clear waters is the name of the game here with crew on many superyachts opening the beach club to its full capacity and deckhands preparing all water toys for your party.

  

Cotton Bay & Turtle Beach

Witness nesting leatherback turtles and swim with manta rays during the season, diving directly from the yacht of your choice.

Charlotteville & Pirate’s Bay

Picturesque anchorages for eco-tourism, hiking, and rainforest exploration are the main reasons to make a stopover here.

 

Main Ridge Forest Reserve

The oldest protected rainforest in the Western Hemisphere, a UNESCO World Heritage Site is a must visit when landing in the shires of T & T.

Beach Clubs & Top Restaurants

Enjoy exclusive beach clubs and fine dining, from Store Bay’s social scene to upscale venues in Port of Spain and Tobago’s boutique resorts.

Sailing Flexibility & Charter Options

  • ⁠  ⁠One-way charters are available, enabling cross-country sailing to Grenada, the ABC Islands, the West Caribbean, Florida, the Bahamas, and even West-East transatlantic crossings.
  • ⁠  ⁠Long-term charters range from 4 weeks up to 18 months, perfect for extended cruising or world exploration, including Word ARC cruising route.
  • ⁠  ⁠Corporate and static charters cater to major events, educational, and scientific projects, with bespoke itineraries tailored to your needs and special equipment or event branding accepted on board .

Exclusive Yacht Selection

•⁠ Luxury Motor Yachts

A wide selection of high-end motor yachts and powerboats from renowned shipyards such as Azimut, Ferretti, Horizon, Itama, Riva, Sunseeker, and Westport — perfect for fast cruising in style and comfort.

•⁠ Bespoke Sailing Yachts

Choose from an exclusive range of modern and classic sailing yachts built by leading shipyards like Southern Wind, Anacortes, Hinckley, Nautor Swan, Solaris, Perini Navi, and Wally — ideal for those who appreciate elegance under sail.

⁠ Exclusive Sailing Catamarans

Explore the largest possible selection of luxury crewed catamarans from top builders such as Fountaine Pajot (Thira 80, Alegria 67), Voyage, Hudson Yachts (26-metre), Black Cat 50, and Sunreef (80 and 100 Eco & Power).

•⁠ Mega Yachts

We can arrange the most suitable superyachts from world-class shipyards including Admiral ISA, Feadship, Lürssen, Ocean Alexander, Oceanco, Royal Hakvoort, San Lorenzo, and Tankoa, offering unmatched size, luxury, and amenities.

•⁠ Superyacht Tenders

For seamless shore excursions and island-hopping adventures, we offer unique and high-performance tenders and powerboats to complement your charter experience.

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Safety Notice

Please note: Trinidad and Tobago has seen increased crime rates and certain insurance limitations, resulting in a more selective fleet of luxury yachts available in the region. Charterers are advised to consult with our experts for up-to-date safety guidance and to ensure appropriate coverage and vessel selection.

Experience the Caribbean’s most vibrant and alternative winter sailing grounds with SuperSailYachts.com—where adventure, exclusivity, and luxury meet to enable you to have a once in a lifetime experience on board a private superyacht.