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Sail the Caribbean Islands and leave all responsibilities behind you. We take care of EVERYTHING. Your accommodations, transportation, dining, entertainment… It’s what we do. Why see one island when you can wake up in a new one every day? Customize your vacation YOUR way. Have a wild adventure and explore land and sea; or check out like a beach bum indulging in local cuisine and cocktails… it’s YOUR vacation. Spend it the way YOU choose.


Sailing Quest is an adventure, an experience of the heart. It’s both the journey and the destination. It’s a way to let go of all responsibilities for a while and let yourself renew, relax and rejoice.  Quest is a ship of dreams, a magic carpet ride to the playground of your heart.


Quest is a 57′ custom catamaran. She’s a smooth sailing yacht, a spacious live aboard with classic gleaming wood interior and huge nets for playing on the bow. She is abundantly appointed with everything a tropics loving traveler could possibly require.


Island QUEST

Explore the Virgin Islands. From the pristine beaches of St John to the flamingos of Anegada. Explore the Caves of Normand Island and the Baths of Virgin Gorda. We’ll sail, swim, snorkel, hike & indulge in everything these beautiful islands have to offer.


Calling all scuba junkies! Looking for a serious liveaboard dive holiday without the crowd? We know –  we can’t get enough either. With 20+ years experience, we’ll show you sites we’re pretty sure you won’t see anywhere else.

Cuisine QUEST

Who’s hungry? Does dining your way around the Caribbean sound like heaven? This one’s for you. Spend your days enjoying sun & sea and your evenings exploring the BEST culinary talents the Caribbean has to offer.
Love Quest


There are so many ways to celebrate love! Whether it’s your honeymoon, proposal, anniversary, or a couples get-away; we create a magical experience you can take with you on the journey of your lives together.

OH! The places you'll go

With a week to explore, we’ll hit your favorite spots, places you’ve heard of and probably some you’ve only dreamt about. From popular white sandy beaches to sleepy little hide aways that take your breath away. We’ll plan the perfect itinerary for your group with your desires in mind. There’s so much to see: St. John, Tortola, Jost Van Dyke, Norman, Peter, Salt, Copper and Ginger Islands, Virgin Gorda, Saba Rock, St. Croix, Anagada… all we need is time.

So many ways to play

Sure, it’s gorgeous to look at, but you’re going to want to get in and, well… play! We have masks, snorkels & fins to fit all shapes and sizes. We also have two kayaks, two stand up paddle boards, floatie sun mats and even water skis. There’s scuba gear for those with a valid sea card and always a Padi Certified Divemaster on board.

Let's plan your next adventure

...you deserve this