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 vacation for you. With plentiful Mediterranean destinations, plus flotilla bases in the Caribbean, we have flotilla sailing vacations 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 snorkeling, exciting nightlife or laid-back bars and restaurants - or a bit of everything! - and we’ll come up with your ideal flotilla sailing vacation.
Sunsail offers Caribbean flotilla sailing at its best in two different Caribbean locations: Grenada, St. Vincent & the Grenadines and the British Virgin Islands (BVI).
Grenada is a fantastic sailing destination at the southermost point of the Windward Island chain, earning it the nickname "Gateway to the Grenadines"! Join us for flotilla sailing to explore all that Grenada has to offer - plus, venture to the Tobago Cays, St. Vincent, Petit Martinique and more.
St. Vincent is suitable for advanced sailors, 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 socializing, Sunsail has the perfect Caribbean flotilla sailing vacation for everyone from couples looking for a romantic getaway to groups of friends and family.
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 snorkeling at The Caves on ‘Treasure Islands’ Norman Island.
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 snorkeling, 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.
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 vacation to remember. Our friendly crew will take you to the most amazing spots for you to enjoy snorkeling, swimming, windsurfing and even kayaking. Four days of sailing of program and free time to explore Scrub Island or the Bitter End Yacht Club resort, we have selected the best spots and activities so you can get the best holidays.
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.
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.
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.