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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 in 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.

Sailing Level 1

The Caribbean offers sailing at its best on a British Virgin Islands One or Two Week Flotilla, best suited to beginner and intermediate sailors looking for a relaxing Caribbean getaway.

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.

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  • BVI One Week Flotilla

    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.

    • Sailing level 1
    • No licence required but recommended
    • Mooring buoys, anchorages
    • Line-of-sight navigation, consistent trade winds
    • Family Flotilla
    • Norman Island
    • Snorkelling around The Indians and The Bight
  • BVI Two Week Flotilla Holiday

    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.

    • Sailing level 1
    • No sailing licence required but recommended
    • Mooring buoys, anchorages
    • Short hops and long distance cruising
    • Lobster cuisine at Anegada
    • Snorkelling and diving
    • Jost Van Dyke