The Ultimate 7-day BVI Crewed Charter Adventure: Airport Pick-Up

Our suggested 7-day crewed charter itinerary begins with a seamless airport pickup at Trellis Bay, setting the tone for a stress-free and luxurious exploration of the British Virgin Islands. With your professional captain and private chef handling every detail, all you need to do is relax, explore, and soak in the breathtaking beauty of the Caribbean. This thoughtfully curated itinerary is perfect for first-time visitors to the BVI, offering an unforgettable blend of iconic destinations and serene anchorages.

Day 1: Arrival and Welcome at Trellis Bay

Your luxury crewed charter begins the moment you touch down in the British Virgin Islands. Just a short walk from the airport, Trellis Bay welcomes you with its vibrant energy, charming shops, and beachfront eateries. As you arrive, your professional crew will greet you with warm smiles and cool refreshments, ready to whisk you away to your private yacht via tender. Take a moment to soak in the excitement as you step aboard your floating haven for the week.

If you arrive before your charter begins, explore Trellis Bay’s local gems like The Loose Mongoose, a beloved spot for a quick drink or bite to eat. Once you’re settled, it’s time to set sail. Your captain will chart a course for the spectacular White Bay at Guana Island, where you’ll anchor for the night. This secluded paradise boasts turquoise waters perfect for a refreshing swim or a tranquil float. Relax on deck with a handcrafted cocktail as the sun casts a golden glow over the horizon.

As night falls, indulge in a gourmet dinner prepared by your private chef, savoring fresh, local flavors under a blanket of Caribbean stars. Whether you choose to unwind with a nightcap or simply bask in the serenity of the anchorage, this is just the beginning of your unforgettable journey through the British Virgin Islands.

Highlights of your first day:

  • Seamless arrival and warm welcome at Trellis Bay, just steps from the airport.
  • Stunning sail to White Bay, Guana Island, with opportunities to swim, float, and unwind.
  • Gourmet dinner aboard your yacht, paired with breathtaking sunset views.
Sandy Spit near Jost Van Dyke is a picture-perfect islet for beach games and lounging.
White Bay at Guana Island offers a spectacular setting for your first day in the BVI.
Sandy Spit near Jost Van Dyke is a picture-perfect islet for beach games and lounging.
Sandy Spit near Jost Van Dyke is a picture-perfect islet for beach games and lounging.
The Bubbly Pool at Jost Van Dyke offers a unique experience with its sea-fed bath.
The Bubbly Pool at Jost Van Dyke offers a unique experience with its sea-fed bath.
Spectacular secenery awaits you at Jost Van Dyke.
Spectacular secenery awaits you at Jost Van Dyke.

Day 2: Discovering Jost Van Dyke’s Treasures

Sail to the iconic Jost Van Dyke, an island rich in history and surrounded by breathtaking natural beauty. Begin the day by anchoring near Sandy Spit, a picture-perfect islet with soft white sand and crystal-clear waters. This tiny island is an idyllic spot for sunbathing, enjoying a picnic, or simply soaking in the serene 360-degree views.

Make the day your own with activities tailored to your group’s preferences. Take a hike from Foxy’s Taboo to the Bubbly Pool, a unique sea-fed pool that’s as refreshing as it is fun. Alternatively, visit nearby Sandy Cay, known for its pristine beach and short hiking trail through lush greenery. Whether lounging aboard, swimming, or making use of your yacht’s water toys, the beauty and charm of Jost Van Dyke promise an unforgettable experience.

Highlights of Day 2:

  • Relax and play on the postcard-perfect Sandy Spit.
  • Hike to the Bubbly Pool for a one-of-a-kind natural experience.
  • Visit Sandy Cay for a beach day and light exploration.
  • Tailor the day to your group’s mix of adventure and leisure.
The iconic beach bars of White Bay, JVD are worth a stop during your charter.
The iconic beach bars of White Bay, JVD are worth a stop during your charter.
The choice of activities is yours - swim, snorkel or simply relax aboard your yacht and take in the your surroundings.
The choice of activities is yours - swim, snorkel or simply relax aboard your yacht and take in the surroundings of Normand Island.
Enjoy a spectacular sunset view amidst the rocky shores of Norman Island.
Enjoy a spectacular sunset view amidst the rocky shores of Norman Island.
Consider a visit to the infamous Willy T - a floating pirate ship-themed bar known for its lively atmosphere.
Consider a visit to the infamous Willy T - a floating pirate ship-themed bar known for its lively atmosphere.

Day 3: Iconic Beach Bars and Norman Island

No visit to the BVI is complete without experiencing the legendary beach bars of White Bay, Jost Van Dyke. Your crew will get an early start to secure an anchorage spot right in front of the world-famous Soggy Dollar Bar. Enjoy a leisurely breakfast while soaking in the vibrant atmosphere of this iconic location. Swim ashore or let your crew take you in the tender, and sip on the bar’s signature invention, the Painkiller. Explore other nearby beach bars, or browse the Soggy Dollar’s boutique for unique souvenirs.

After lunch aboard your yacht—or ashore if you prefer—we’ll set sail toward Tortola, passing by the picturesque shores of nearby St. John. Your next destination is Norman Island, known for its intriguing pirate lore and tranquil beauty.

Norman Island offers a variety of activities for your group. Snorkel the famous Caves, rich with marine life, or unwind aboard with a cocktail as the gentle waves set the tone for ultimate relaxation. For those seeking a lively atmosphere, head to the iconic Willy T floating bar for a chance to jump from the top deck.

As the day winds down, your private chef will prepare a gourmet dinner to enjoy under the evening sky, complete with a perfect, unobstructed view of the sunset over St. John.

Highlights of Day 3:

  • Morning at White Bay’s iconic Soggy Dollar Bar, birthplace of the Painkiller.
  • Explore other lively beach bars or shop for unique souvenirs.
  • Afternoon sail past the scenic shores of St. John.
  • Relaxation and floating at Norman Island, or snorkeling at The Caves, a haven for marine life and adventure.
  • Excitement at Willy T’s floating bar with drinks and fun.
Snorkel the Indians, one of the BVI’s top marine attractions.
Snorkel the Indians, one of the BVI’s top marine attractions.
Haulover Bay offers a scenic and secluded anchorage for your final full day in BVI.
Haulover Bay offers a scenic and secluded anchorage in the BVI.

Day 4: Snorkeling and Seclusion at Haulover Bay

Your day in begins with a short motor to The Indians, a striking cluster of rocky islets renowned for their incredible snorkeling. Dive in and explore the vibrant marine ecosystem, where schools of tropical fish dart among the rocks and colorful coral formations. It’s the perfect spot to savor the underwater beauty of the islands.

After your snorkeling adventure, the crew will set sail north to Cooper Island and Haulover Bay. For those interested in a touch of history, an optional stop at the RMS Rhone wreck site offers a unique snorkeling experience where you can glimpse the remnants of this storied shipwreck.

Haulover Bay provides a serene and secluded anchorage for relaxation. Spend the afternoon indulging in your favorite water activities, whether it’s paddleboarding, swimming, or lounging on deck with a cocktail. Dinner will be served under a canopy of stars, as the calm waters of Haulover Bay create the perfect setting for relaxation.

Highlights of Day 4:

  • Snorkel at The Indians, one of the BVI’s top marine attractions.
  • Optional visit to the RMS Rhone wreck site.
  • Peaceful anchorage at Haulover Bay with opportunities for water sports.
  • Stunning stargazing and a dinner in serene surroundings.
The Baths at Virgin Gorda are a must-see natural wonder in the British Virgin Islands.
The Baths at Virgin Gorda are a must-see natural wonder in the British Virgin Islands.
Relax in paradise and enjoy one of my favorite anchorages, Long Bay at Virgin Gorda.
Relax in paradise and enjoy one of my favorite anchorages, Long Bay at Virgin Gorda.

Day 5: The Baths and Beyond

Start your day with an early sail to The Baths, one of the British Virgin Islands' most iconic and enchanting destinations. While you rest or savor a quiet morning coffee, your crew will guide the yacht to this natural wonder. Arriving early ensures you can explore the magical granite boulders, tidal pools, and grottoes in serene solitude before the crowds. Wander the famous caves trail, capturing unforgettable photos along the way. Afterward, return to your yacht for a refreshing breakfast prepared by your chef.

Next, sail up the Sir Francis Drake Channel to George Dog, one of the idyllic islands in the Dogs. Here, you can spend your late morning snorkeling vibrant reefs, sunbathing on deck, or simply floating in the crystal-clear water. It’s the perfect way to unwind before enjoying a delicious lunch back on board.

In the afternoon, we’ll make our way to Long Bay, a personal favorite anchorage in the BVI. This secluded paradise offers even more opportunities to swim, relax, and bask in the stunning turquoise waters. For the adventurous, your crew can guide you to nearby Mountain Point, where a thrilling underwater swim-through leads to a hidden natural pool—a truly unique experience. As the day winds down, enjoy cocktails and another spectacular sunset over the open sea to the west.

Highlights of Day 5:

  • Explore the iconic granite boulders and caves trail at The Baths.
  • Relax and snorkel in the pristine waters around George Dog.
  • Swim, float, and unwind in the turquoise serenity of Long Bay.
  • Discover a hidden natural pool at Mountain Point.
  • End the day with cocktails and a breathtaking sunset over the open sea.
The gorgeous setting of North Sound in Virgin Gorda with Saba Rock and BEYC.
The famed North Sound of Virgin Gorda offers a spectacular setting for relaxation and exploration.

Day 6: Relaxation and Exploration in North Sound

Start your day at Mountain Point, where a scenic hike is available for those seeking adventure and stunning vistas. After a relaxing morning, we’ll set sail northward to the famed North Sound, celebrated as one of the Caribbean’s most beautiful natural harbors. To escape the busier areas, your crew will anchor in nearby Eustatia Sound—a peaceful retreat within easy reach of all the action.

Your day is filled with choices: snorkel the vibrant Eustatia Reef, where you might spot an old cannon nestled within the reef—a fascinating relic of the past. Enjoy a beach picnic on the pristine sands of Prickly Pear Island, or take a short tender ride to the iconic Bitter End Yacht Club for boutique shopping and waterside lounging. As evening approaches, head to Saba Rock for a magical sunset and the enchanting tarpon feeding. For the divers in your group, a morning rendezvous dive with Sunchaser Scuba offers an unforgettable underwater adventure.

Highlights of Day 6:

  • Relax in the serene beauty of Eustatia Sound and take some of your yacht's water toys out for a spin.
  • Snorkel Eustatia Reef, where an old cannon awaits discovery.
  • Enjoy a beach picnic or boutique shopping at Bitter End Yacht Club.
  • Witness the evening tarpon feeding at Saba Rock and enjoy another delicious chef-prepared meal back aboard.
Little Harbour offers a unique experience to anchor close to shore.
Little Harbour, Peter Island offers a unique experience to anchor close to shore.

Day 7: Downwind Sail to Peter Island

Your final full day begins with a leisurely breakfast aboard, followed by a serene downwind sail through the iconic Sir Francis Drake Channel. As your yacht glides along, take in the spectacular views of Tortola to the north and the smaller cays dotting the channel to the south. This is a prime opportunity to snap some last breathtaking photos of the Virgin Islands’ lush landscapes and sparkling waters.

Your destination is Peter Island’s tranquil Little Harbour, where your captain will set up a stern-tie anchorage just feet from the pristine shoreline. Spend the afternoon indulging in your favorite activities—whether it’s paddleboarding, kayaking, floating, or snorkeling in the calm turquoise waters.

As the sun begins to set, gather on deck with cocktails prepared by your crew and soak in the golden hues reflecting off the water. A gourmet dinner under the stars will cap off this extraordinary day, offering the perfect chance to savor the tranquility of the Caribbean before your journey concludes.

Highlights of Day 7:

  • Scenic downwind sail through Sir Francis Drake Channel with panoramic island views.
  • Relaxation and water sports at Little Harbour, Peter Island.
  • Sunset cocktails and a chef-prepared dinner under the stars.

Day 8: Farewell to Paradise

Your final day in the British Virgin Islands begins with a lazy morning aboard your yacht, allowing you to soak in the last moments of tranquility. Enjoy a leisurely breakfast as you take in the stunning views of the turquoise waters surrounding you.

You crew will sail back to the marina in time for a noon departure, where it will be time to say your goodbyes. As you disembark, your transportation will be arranged to whisk you to the airport, ferry terminal, or directly to a waiting water taxi. Leave with a heart full of memories and dreams of returning to this Caribbean paradise.