7-Day Virgin Islands Crewed Catamaran Itinerary | 2026 & 2027
Discover the US and British Virgin Islands on This Sample 7-day Crewed Catamaran Itinerary for 2026 & 2027
Day 1: St. John | Day 2: Norman Island and Peter Island | Day 3: Virgin Gorda | Day 4: Anegada | Day 5: Guana Island | Day 6: Jost Van Dyke | Day 7: St. Thomas
The Virgin Islands are one of the most popular cruising destinations for luxury yacht charters. With a series of unspoiled islands, you can dive off the bow of your USVI luxury crewed catamaran and straight into the glassy waters of Caneel Bay on St. John in the US Virgin Islands. As you transition from the USVI to the British Virgin Islands, stretch out on the expansive foredeck of your luxury Sunreef yacht and watch the islands pass by in a blur of blue and green. With the wind on your back and a chilled glass of Prosecco in hand, it promises to be an indulgent week.
Joined by a passionate crew, you will be guided by an experienced captain who knows the waters like the back of his hand. With intimate knowledge of the BVI's best hidden gems, top restaurants, and most rewarding hikes, you are guaranteed to hit all the places on your bucket list and maybe discover a few blissful anchorages you never knew you needed to see. The addition of a private chef will elevate each dining experience in the Virgin Islands. Backdropped by golden sunsets, you can dine on the aft deck and savor handmade pastas, fresh lobster, and homemade ice cream, all prepared to your tastes by your professionally trained chef.
The BVI and USVI both offer unforgettable cruising grounds; it can be hard to decide which archipelago you want to experience. With this sample Virgin Islands Itinerary, you can see the best of both of them! When you work with Boatbookings, our charter experts will personalize an itinerary based on your preferences and must-see islands. They will be with you every step of the way, ensuring your charter experience is nothing but blissful. Whenever you are ready to begin planning your next Virgin Islands adventure, contact our team for a bespoke proposal.
Map of the 7-Day Virgin Islands Crewed Catamaran Itinerary
Day 1: St John
Step onto your luxury crewed catamaran at noon on St. Thomas and meet your wonderful crew. After introductions and a brief tour of your home for the next week, head up to the flybridge for stunning panoramic views of the marina as your captain prepares for your journey to St. John. As one of the three main islands in the USVI, St. John holds many secluded bays and beaches perfect for your first afternoon in the Virgin Islands.
Caneel Bay: Stop for a late lunch at the famous Caneel Bay, where, afterward, the turquoise waters invite you to dive right in for your first snorkel session. If you are feeling up for an adventure, grab a SeaBob and hold on tight as you fly through the waters, looking out for colorful fish and corals along the way.
Maho Bay: A short cruise to Maho Bay will place you in glassy waters made for paddleboarding, kayaking, or strolling along the beach. This is also a great opportunity to stretch out on the sand with your favorite book or board game and soak up the Caribbean sun.
Welcome Dinner: You will anchor for the evening in Maho Bay, and after a full day in the sun, enjoy a gourmet welcome dinner on the aft deck of your private yacht. As the sun casts golden rays across the sky, savor a meal of freshly grilled lobster accompanied by a hand-selected bottle of wine.
Day 2: Norman Island and Peter Island
Step out of your cabins this morning to a fully prepared breakfast and espresso service on the flybridge. Today, you will cross from the USVI into the BVI, and, after a brief stop at customs, visit some of the top attractions of Norman Island and Peter Island. From exploring famous sea caves to snorkeling vibrant reefs and encountering diverse marine life, adventure waits at every turn.
The Indians: After clearing customs in Tortola, head to The Indians just off Norman Island, where a collection of rocks rises dramatically from the sea. Beneath the surface lies an entire world, ripe for exploration. Grab a snorkel and mask and dive into the water to observe age-old corals and unique fish!
The Caves: Enjoy a quick lunch on the flybridge while your captain cruises to the famous Caves at Treasure Point. This fascinating sight is reputedly the inspiration for Robert Louis Stevenson's book Treasure Island. Swim with the current to see each cave and catch a glance at the amazing tropical fish.
Peter Island: In the late afternoon, you will head to Deadman's Bay on Peter Island. Peak off the side of your yacht and into the water for a chance to view sea turtles along the way. This is a great time to take out a paddleboard and glide across the shore or settle into a shaded spot of sand on the beach with your favorite novel.
Day 3: Virgin Gorda
For a slower start to your day, step out of your cabins and onto the foredeck with a cup of coffee and watch as the waters glisten with morning light. After a swim with the sea turtles, your next day of BVI adventure awaits! Your captain will guide you toward Virgin Gorda for a day spent exploring the old wrecks and rock formations. End the day at the ever-popular Bitter End Yacht Club, the perfect spot for cocktails and stunning views of the sunset.
Wreck of the Rhone: The first stop on your charter is snorkeling or diving around the famous Wreck of the Rhone, a well-preserved Mail Boat Steamer that sank during a hurricane in 1867. You can see the propeller, the ribs of the boat, and, normally, a few inhabitants, such as a big grouper.
The Baths: Dry off and head north to The Baths, one of the most famous BVI attractions. Walk among these amazing boulders on the marked path, swim in the hidden pools, or just enjoy the beautiful beaches on both sides. To further explore the island's flora and fauna, take a hike up to the Top of the Baths for uninterrupted views of the Sir Francis Drake Channel.
Bitter End Yacht Club: In the late afternoon, you will cruise by the gorgeous beaches and villas on the way to North Sound, Virgin Gorda. Moor at the Bitter End Yacht Club, one of the renowned BVI hotels with a great marina. With hand-crafted drinks and gorgeous pink skies, it will be a blissful close to a day full of adventure.
Day 4: Anegada
On the fourth day of your luxury yacht charter, you will cruise north to Anegada. This is the longest journey you will take, but it is completely worth it. Claim your favorite spot on the foredeck and keep an eye out for marine life along the way! Soon you will arrive on the western side of the coral atoll and tender ashore for a day full of island exploration. Here, you can stroll along the beaches, hit a couple of beach bars, or simply float in the water and soak up the sun.
Sail to Anegada: After enjoying Virgin Gorda, it's time for a completely different experience. Sail north to Anegada, past Richard Branson's Necker Island. You will moor at Pomato point on the western side with all the other catamarans, and then it's time for some water sports or a long walk on the beach.
Cow Wreck Beach Bar: For a relaxed day on the beach with your favorite drink, head to the Cow Wreck Beach Bar. The uninhabited sandy beaches are the perfect place to stretch out on the sand and get some sun. If you feel like getting in the water, maybe partake in an E-Foiling adventure or simply float on a tube.
Lobster Dinner: You cannot miss one of the BVI's most famous attractions: lobster dinners! Step ashore in the evening for grilled lobster caught that day and barbecued on the beach. End the night with some sundowners and maybe some dancing in the sand!
Day 5: Guana Island
Wake early and cruise from Anegada to the secluded shores of Guana Island, where long stretches of powdery white sand beaches and crystal-clear waters await. Spend the afternoon paddleboarding along the untouched coastline before returning to your private yacht for sunset cocktails on the flybridge and a mouthwatering meal.
Sail to Guana Island: As your captain prepares for the journey to Guana Island, make your way up to the flybridge and find your favorite spot to watch as Anegada fades into the distance. Along the way, keep an eye out for pods of dolphins.
Beach Day: Drop anchor at Guana Island and gather your favorite water toys and games for a beach day. The afternoon will unfold in a series of leisurely swims, calm waters, and unwinding on untouched sands.
Dinner on Board: After an unhurried day doing exactly as you please, head back to your yacht for a dinner specially prepared by your private chef. Gather with your group on the aft deck, where a plate of poached sea scallops in a velvety white wine mornay sauce awaits.
Day 6: Jost Van Dyke
On your last full day on charter, you will head to the shores of Jost Van Dyke, stopping along the way at one of the BVI's top attractions. Ahead of you is a day entirely your own. Hop between beach bars, grab a few souvenir t-shirts, then sink into the sand for a sun-soaked afternoon. End the night on your yacht, watching the sunset from the flybridge, or head to Foxy's for live music and dancing!
Sandy Spit: Before arriving on Jost Van Dyke, your captain will drop anchor at Sandy Spit for the quintessential Caribbean desert island experience. Your captain will anchor at the perfect time, so you will have the uninhabited island all to yourself for swimming, snorkeling, or simply soaking up the sun.
White Bay, Jost Van Dyke: Once anchored at Jost Van Dyke, spend the afternoon at the Soggy Dollar Bar, reputed as the BVI's best beach bar! Grab a snack and rum punch, then put your feet in the sand and take in the island views.
Foxy's: As the sun begins to set, head to Great Harbor for dinner ashore. Afterward, stop at Foxy's for a late-night cocktail, music, and dancing. With a fun atmosphere, it will be the perfect close to an unforgettable week in the BVI.
Day 7: St. Thomas
Savor your final hours in the Virgin Islands as you begin a relaxed morning cruise from Jost Van Dyke to St. Thomas in the USVI. Upon arrival in the USVI, you will need to go through customs. Once you have made it through, you can enjoy the rest of your morning before disembarkation at noon. Jump in the water for one last swim or paddle around the shoreline of St. Thomas. At midday, you will say goodbye to your crew and then disembark for onward travel. After a week of pampering, you will leave feeling completely rejuvenated and perhaps even ready to begin planning your next trip to the Virgin Islands.
BVI Charter Guide | Tortola | Virgin Gorda | Anegada | Foxys and Soggy Dollar Bar - Jost Van Dyke | 7-Day BVI Crewed Catamaran Itinerary | BVI Crewed Power Catamarans | BVI attractions
The Windward Islands | Antigua | Grenada | Guadeloupe | Martinique | St Barths
Anguilla | St Martin/Maarten | St Lucia | St Vincent and the Grenadines | US Virgin Islands
