7-Day BVI Crewed Catamaran Itinerary

Discover the highlights of the British Virgin Islands, including Tortola and Anegada, on your BVI Crewed Catamaran Charter
Day 1: Norman Island | Day 2: Peter Island | Day 3: Virgin Gorda | Day 4: Anegada | Day 5: Little Jost Van Dyke | Day 6: Sandy Spit | Day 7: Jost Van Dyke | Day 8: Tortola
The British Virgin Islands are a flawless archipelago peppered with sun-drenched beaches, vibrant reefs, and exciting dive spots. Anchorages in Tortola wait with an authentic island charm where local artists can be seen crafting jewelry, while Virgin Gorda calls to those longing to float in the crystalline waters of The Baths. From uncovering hidden coves to trying your hand at wakeboarding and digging into the freshest seafood in the Caribbean, the BVI embodies paradise the way very few places can.
Through years of dedicated research, the experts at Boatbookings have curated a sample 7-day crewed catamaran itinerary filled with secluded bays and island-inspired cuisine, and wrapped in effortless luxury for you, your friends, and family.
BVI Crewed Catamarans BVI Best Attractions
Here's our very own video that brings this itinerary to life!
BVI Crewed Catamaran Itinerary Map
Day 1: Tortola to the Bight, Norman Island

Travel back in time as you sail through the BVI and allow its history to pull you into the immersive story of swashbuckling pirates, long-lost treasure, and majestic shipwrecks waiting to be explored. After you've met your crew in Road Town, settle into life aboard your magnificent catamaran with a welcome drink and tapas as you relax into the rhythm of the BVI. Take in the fresh Caribbean air and watch as Tortola fades into the horizon as you set sail for Norman Island, which is said to be the inspiration for Robert Stevenson’s Treasure Island. History states that a pirate by the name of Captain Owen Lloyd pillaged Spanish gold and buried it in The Caves, your first snorkel stop. While much of the treasure has been found, guests are still called here to continue the search for buried loot.
You’ll anchor in the Bight on Norman Island, and as night falls, enjoy a gourmet meal infused with local flavors and fresh ingredients backdropped by the glow of the stars emerging for the evening. Alternatively, head to Willy T’s and get lost in the BVI nightlife. Dance the night away with 1 or 2 (or three or four) shooters. You’re on island time now, enjoy it!
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Day 2: Norman Island, Peter Island & Cooper Island
Begin the day with breakfast, cooked for you by your personal, onboard chef. Afterward, you’ll make the quick sail to The Indians, a collection of rocks that resemble an Indian Headdress. Here you can jump off the boat and snorkel around the rock formations, seeing vibrant corals and diverse marine life. Next up is Peter Island and the infamous Deadman’s Bay. The legend of Blackbeard draws charterers to Dead Chest, the small island just north of the bay. As the story goes, a failed mutiny resulted in Blackbeard dumping 15 men on the island with only a bottle of rum each. When they attempted to swim to safety on Peter Island, they all drowned, their bodies eventually washing ashore on Dead Chest. Alas, the island got its name, and the famous pirate song Fifteen Men on a Dead Man’s Chest was born. With a long stretch of white sandy beaches and shallow, calm waters, you can live the pirate life all day before heading to Cooper Island.
Here, gentle waves roll over the golden sand while sailboats sway peacefully in the water, creating a sense of peace unique to this wonderful island. Be sure to catch the incredible sunset before venturing off the boat to Cooper Island Beach Club for a taste of local cuisine and, of course, local rum!
Day 3: The Wreck of the Rhone, The Baths, and Virgin Gorda

Wake up to the lingering smell of coffee wafting into your rooms and emerge for a full day of island discovery. Today, you will head to the far end of Salt Island, where the Wreck of the Rhone lingers just below the waves. The old postal ship, called the RMS Rhone, had the misfortune of sinking after running aground on Salt Island in 1867. The majestic ship flooded, saltwater entering from every angle, causing a massive explosion of its hot boilers. Now, over 150 years later, the wreck remains intact and stands as the British Virgin Islands’ first national park. Divers and snorkelers alike can explore its coral-laced structure. Due to its place in the shallows, even snorkelers can get up close and personal to the wreck.
After diving into history, head to Virgin Gorda, where nature itself formed the perfect playground. The Baths are a natural 40-foot rock formation that towers over the shallow waters of the south side of the island and naturally creates pools for all ages to drift through. The Top of the Baths restaurant offers stunning views of the shores from above and is a perfect place to enjoy a drink before heading back to the boat to further explore the island. As the sun moves further across the sky, head to North Sound, a protected bay on Virgin Gorda whose calm waters make for the best spot to try out the water sports. Try the paddle boards, skis, or wakeboards before heading to Saba Rock to feed the fish as dusk. You’ll anchor in one of the well-protected bays for the evening and drift off to the lull of the lapping water against the boat, knowing the next day only holds more adventure.
Day 4: Virgin Gorda to Anegada

Follow the rhythm of island life from Virgin Gorda to Anegada, passing the exclusive Necker Island along the way. After sailing the open Atlantic, you’ll anchor with the small cluster of catamarans in the shallows of the island. Wrapped in coral and defined by serenity, Anegada offers a mosaic of salt ponds, calm lagoons, and white sandy beaches for charterers to indulge their wanderlust spirits. With long beaches that blend one into the other, you can bring a dinghy ashore and walk as far as you’d like along the sands. Alternatively, rent a jeep and explore the island, stopping at a few bars along the way. Cow Wreck Beach, named for the cattle ship that crashed there, offers great drinks and a spot of warm sand to enjoy them on. Just down the Road lies Tipsy, where rum and the perfect beach bar atmosphere make for a great afternoon stop.
While Caribbean sunsets are spectacular from any island, they are particularly beautiful from Anegada. Look west as the sky turns varying shades of pink, and allow this to be the backdrop of your evening meal. Anegada is famous for its spiny lobster, fresh-caught and grilled to perfection. If need be, your crew can make a reservation at one of the bay’s restaurants, so all you have to do is dig in and enjoy the view.
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Day 5: Anegada to Little Jost Van Dyke

After a slow morning filled with coffee and a gourmet breakfast, you will sail southwest, where just off the north-west coast of Tortola lies Little Jost Van Dyke. On the way, there are often sightings of whales and dolphins, so be sure to have your cameras ready! Little Jost Van Dyke harbors a kind of wild beauty untouched by man. Sandy shores blend into the cobalt sea, where coral reefs are sprinkled between anchorages. Before arriving, stop at the bubbly pools, where natural rock formations and the tide come together to form nature’s jacuzzi. Float in the pool and feel how the water moves in, creating a soft, swirling tide. Spend some time fishing on board or exploring the waters via snorkel. Then, enjoy the sunset from an al fresco dining table with a meal masterfully created by your on-board chef.
Day 6: Little Jost Van Dyke to Sandy Spit and White Bay, Jost Van Dyke
On the sixth day of your luxury BVI catamaran charter, head out early to be the first at Sandy Spit, a must-see destination in the BVI. Sandy Spit is a small island of sand that feels like your own personal paradise. It provides its own sense of adventure in the feeling of being shipwrecked on an island. Channel your inner Jack Sparrow and jump into your own pirate story where you spend your days soaking up the sun with a bottle of rum, occasionally wading into the shallow waters to look out over the endless sea. Jump back on board for a fresh Tuna Poke-inspired lunch, and get ready for Jost Van Dyke, where lively steel drums and salty sea spray combine to create the perfect island experience.
Here you will find the infamous Soggy Dollar, creator of the painkiller cocktail and the world’s best beach bar. There is nowhere to dock, so guests must swim to shore and walk across the beach to Soggy Dollar. The name comes from the fact that many sailors had actual soggy dollars as a result of swimming to the bar with cash!
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Day 7: Great Harbor, Jost Van Dyke to the Bight, Norman Island

On your final day, you will wake up to the unfettered beauty of one of the BVI’s most popular anchorages, Great Harbor. Home to lively bars like the iconic Foxy’s Tamarind Bar, Great Harbor offers charterers the opportunity to embrace island life like a local once more before the end of your charter. Take in the view of the Caribbean as you sip on a painkiller. If you’re lucky, Foxy himself might even show up and strum a few chords on his guitar. Eventually, you will begin the journey back to the Bight on Norman Island, so you have enough time to get to Road Town by noon the next day.
Day 8: Return to Road Town, Tortola

Why not make the most of your final moments in paradise and cruise around the point to Privateer Bay on your final morning? Here is the ideal spot for you to enjoy one last moment in the water, snorkeling, waterskiing, paddleboarding, or doing any other water sport you have picked up over the week. Finally, you'll have a beautiful sail across the Sir Francis Drake Channel to Road Town, and then it is time to say your goodbyes! You’ll come full circle back to Tortola for disembarkation. While you get used to being on land again, continue to explore Tortola and all it has to offer before beginning the journey home.
A note about the extraordinary cuisine on a Crewed BVI Yacht charter
In the world of opulence, nothing speaks to the soul, or the stomach, quite like food. Dining is an experience. One that entrances all the senses, from the intentional balance of colors to the deliberate placement of each element on the plate. As such, all of the crewed yachts recommended by Boatbookings have professional chefs on board who will craft up to three meals a day designed specifically around your dietary needs and preferences. Additionally, your personal chef will experiment with local flavors and only the freshest ingredients to ensure you have the most authentic island experience possible. It is a culinary celebration that will expand your palate and perhaps even introduce you to your new favorite comfort meal.
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