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Home » Sailing Activities » Flotilla Holidays » Caribbean

Caribbean Flotilla Holidays

Whether you want to set sail on a romantic adventure with a loved one, or are looking for an action-packed break with friends or family, Sunsail has the perfect flotilla sailing holiday for you. With plentiful Mediterranean destinations, plus Flotilla bases in The Solent and the Caribbean, we have flotilla sailing holidays designed to suit every level of ability. Tell us whether you want easy sailing or more of a challenge, history and culture or excellent swimming and snorkelling, exciting nightlife or laid-back bars and restaurants - or a bit of everything! - and we’ll come up with your ideal flotilla sailing holiday.
 

The Caribbean offers sailing at its best on a St. Vincent and the Grenadines, Grenada or British Virgin Islands Flotilla.

St. Vincent is suitable for advanced sailors on a Caribbean Flotilla, who will enjoy exhilarating blue water passages in warm, steady winds, while the protected waters and short hops of the British Virgin Islands (BVI) are better suited to intermediate level sailors.

And whether the priority is chilling out on fabulous deserted white sandy beaches, bird-spotting or getting in some serious socialising, Sunsail has the perfect Caribbean flotilla sailing holiday for everyone from couples looking for a romantic getaway to groups of friends and family.

NEW - 2013 BVI Christmas Flotilla - over the Christmas and New Year period we have changed the start date of the BVI 2 week flotilla by one week to accommodate a two week flotilla over Christmas and New Year commencing the 20th December. Call for details or book online.

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  • British Virgin Islands (BVI) One Week Flotilla Sailing Holidays

    Perfect for all levels of sailor, our one-week flotilla gives you a taste of all that this world-renowned cruising area has to offer. Admire the unique rock formations at Virgin Gorda; enjoy the myriad of watersports, restaurants and bars available at Cane Garden Bay or the superb snorkelling at The Caves on ‘Treasure Islands’ Norman Island.

    • Suitable for all levels of sailor
    • Line-of-sight navaigation
    • Consistent trade winds
    • Fantastic island restaurants and bars
    • Island-hopping
    • Family Flotilla

    British Virgin Islands (BVI) One Week Flotilla Sailing Holidays

  • British Virgin Islands (BVI) Two Week Flotilla Sailing Holidays

    Sail among spectacular anchorages, hidden sandy coves and endless palm fringed beaches on this tropical adventure where you will find the crystal clear warm waters for snorkelling, swimming and kayaking. A two week flotilla here really allows you to explore this destination and reach the further a field spots that you would miss on the one week.

    • Beautiful beaches
    • Excellent sailing conditions
    • Caribbean relaxed lifestyle

    British Virgin Islands (BVI) Two Week Flotilla Sailing Holidays

  • British Virgin Islands (BVI) Mini Flotilla Holidays

    Jaw-dropping landscapes, crystal clear waters and the most delightful temperatures, our mini flotillas amongst the British Virgin Islands have all the options ticked for a sailing holiday to remember. Our friendly crew will take you to the most amazing spots for you to enjoy snorkelling, swimming, windsurfing and even kayaking. Four days of sailing of programme and free time to explore Scrub Island or the Bitter End Yatch Club resort, we have selected the best spots and activities so you can get the best holidays.

    • Excellent sailing conditions
    • Astonishing landscapes
    • Fun activities

    British Virgin Islands (BVI) Mini Flotilla Holidays

  • St. Vincent 2 weeks Flotilla Sailing Holiday

    Become your own Pirate of the Caribbean on a flotilla adventure through St Vincent and the Grenadines. Famed for its scenic backdrop from the iconic films, enjoy the exhilarating sailing and warm steady winds of this challenging sailing area, as you cruise from one beautiful island to another. Don’t forget your snorkel as the Horseshoe Reef at Tobago Cays is not to be missed.

    • Challenging sailing
    • Off the beaten track
    • Spectacular coral reefs – great for snorkelling
    • Absolute tranquillity
    • Discover uninhabited atolls and islets

    St. Vincent 2 weeks Flotilla Sailing Holiday

  • St Vincent 1 Week Flotilla Sailing Holiday

    Enjoy exhilarating sailing in warm winds, on this level 3, one week flotilla. The backdrop to the Pirates of the Caribbean, St Vincent and the Grenadines epitomise the beauty and perfection on this region.

    • Exhilarating sailing
    • Spectacular scenery
    • Giant sea turtles
    • Lively atmosphere
    • Pirate of the Caribbean film location

    St Vincent 1 Week Flotilla Sailing Holiday

  • Grenada Two Week Flotilla Sailing Holidays

    Grenada, the spice island of the Caribbean, lies at the southernmost tip of the Windward Islands. Just a short hop from neighboring Carriacou, Petite Martinique and St. Vincent, this untouched island offers a true taste of the Caribbean. Grenada is the perfect location to start your 2-week Flotilla Sailing adventure through the Windward Islands.

    • Outstanding sailing
    • Spectacular snorkeling
    • Hawksbill Turtles
    • Caribbean vibe
    • National parks

    Grenada Two Week Flotilla Sailing Holidays