7 of the Most Mesmerizing Caribbean Isles

When SeaDream I and SeaDream II  drop anchor in Caribbean hideaways, we invite you to enjoy watersports directly from the yacht’s Marina or slide down our brand-new water slide into refreshing turquoise waters. Perhaps head ashore for an invigorating hike or exclusive event at a secluded beachfront retreat. Return to your ocean-view accommodations and enjoy all the benefits of sailing in elegant informality with SeaDream: personal, award-winning service provided by a highly anticipatory crew of 95, inclusive open bar with premium wines and spirits, and world-class cuisine. 


As part of our dedication to the ultimate yachting journey, we include an expansive array of special services, including all al fresco activities—from yoga on deck to sleeping under the stars—with all dining offered in the open air. We are pleased to honor our guests’ holistic wellness lifestyles with a raw and living food menu, abundant plant-based dishes, and the only Thai-certified spa at sea, the SeaDream Spa. 

Anguilla, Northern Leeward Islands


This tiny island paradise features limestone caves to explore, sea turtles and native birds to observe, and the most incredible sandy beaches in all of the Caribbean. The long crescent-shaped beach of Sandy Ground welcomes sailboats and local yachts. Due to its hilly coast, Sandy Ground is protected from strong winds, making its pearl-white sand perfect for strolling, and its turquoise waters perfect for wading. Of the more than 30 accessible beaches, almost all of them are deserted—it is rare that you will encounter more than a handful of visitors on any given day. Its beauty is only surpassed by its thriving food and water sports culture, with some of the best snorkeling and diving in the Caribbean.  


Mayreau, the Grenadines


Time stands still in Mayreau. Accessible only by yacht and small sailboats, Mayreau is the smallest public island of the Grenadines, with an area of about .46 square miles and a population of less than 300, centered in an unnamed village on a hilltop in the southwest of the island—its highest point and a nice hike from Saline Beach, where SeaDream anchors. Surrounded by magnificent coral reefs and gorgeous beaches, Mayreau and its surrounding Tobago Cays waters sit in a nationally protected area that has experienced a resurgence of marine life, including turtles that swim and feed while you mingle with and observe them. Take in the flora and fauna and don’t miss some of the best snorkeling in the world. Perhaps the ideal spot to anchor, Saline Bay provides easy access to Saline Bay Beach and Salt Whistle Bay Beach, a rare double-sided beach.  




Bequia, the Grenadines


Bequia (meaning “Island of the Clouds” in ancient Arawak) is only seven square miles and a true remote island, hidden from the traditional traveler's agenda. Steeped in sailing and pirate history, the isle offers the peaceful and secluded white-sand beaches of Princess Margaret Beach, Lower Bay Beach, and Friendship Bay Beach, idyllic snorkeling spots, and a relaxed pace that embodies the phrase “slow travel.” Bequia is just five miles from the tiny privately owned island of Mustique, which has long attracted the world's elite. From Bequia, catamaran over to Mustique to take in a perfect blend of simplicity, comfort, and sophistication that appeals to its international, cosmopolitan clientele. 


St. Barths, French West Indies 

St. Barths

St. Barths’ turquoise waters are the perfect playground to enjoy SeaDream’s signature Watersports Marina Platform—equipped with a new water slide and all the watersports equipment required for a proper yachting vacation. There’s plenty of time to explore St. Barths’ incredible beaches, outdoor cafés, and upscale boutiques, only steps away from the pier, accessed by your private tender. May we suggest Colombier Beach, by far the quietest secret spot of St. Barths? Two trails lead to the beach, where turquoise waters, forever white sand, and a densely green island backdrop welcome those seeking respite and relaxation. Many of our itineraries feature overnight stays in this marquee yachting playground, inviting our guests to explore the French-infused island’s flavorful nighttime ambiance.  


St. John, U.S. Virgin Islands

St. Johns

An ideal destination for those who like to be active or enjoy a relaxing beach day, St. John is home to the Virgin Islands National Park and offers stunning beaches, snorkeling directly from shore, historical ruins, and more than 20 hiking trails. A one-mile hike through the Virgin Islands National Park takes you from the quaint village of Cruz Bay to Honeymoon Beach, where you can bathe in crystal-clear turquoise waters. This little-known beach is tucked along the lush green hillsides of the island, shaded by large sea grape and coconut trees. Perfect for lounging, snorkeling, paddleboarding, or any number of watersports, the beach features panoramic views of the islands of Grass Cay, Mingo Cay, and Lovango Cay, where guests will have the opportunity to enjoy a resort day at Lovango Resort and Beach Club.  


Jost van Dyke, British Virgin Islands 

Jost van Dyke

Home to our signature Champagne & Caviar Splash®, Jost van Dyke is the epitome of a barefoot island, where palm-lined white-sand beaches greet curious travelers. Hike and snorkel in this secret paradise of just three miles, or simply stroll a few meters down the beach to engage with locals at the unassuming Soggy Dollar Bar.     


Prickly Pear, British Virgin Islands 

Prickly Pear

Located on the north side of North Sound, opposite Virgin Gorda, this tiny uninhabited island has no permanent residents, only a beach bar and recreational water sports facility. With all the cares in the world relieved, Prickly Pear is all about letting go. Three reefs lying just offshore provide some of the best snorkeling the Caribbean has to offer. Pristine white sand calls out for a nap under the sun. A walk down the beach to the end of the island reveals the island’s rich bird life and aquatic world, boasting some of the most colorful coral and fish you can imagine.   


Are you ready to experience the secluded islands and playful yachting harbors of the Caribbean? SeaDream provides you with an intimate view of these destinations unlike any other boutique travel line.  Click here to check availability and reserve your next voyage.

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