Why pick 5 days over 4 or 7 for a BVI charter?

Five days adds the North Sound to a 4-day charter — Bitter End, Saba Rock, Leverick Bay, two nights at anchor inside the reef. That's the biggest single unlock in the BVI. Seven days adds Anegada (lobster, conch shacks) plus a slower pace; if your calendar fits, do seven. Five is the right call when seven doesn't.

What does this 5-day itinerary include vs. the 4-day version?

The 4-day BVI charter hits Norman Island, The Baths, and White Bay. The 5-day version adds the North Sound — a full day on Virgin Gorda's east end with Saba Rock dinners, Bitter End drinks, and the Leverick or Saba Rock moorings. It's the BVI's most picturesque anchor zone.

When's the best time for a BVI yacht charter?

November through May. Trade winds steady at 15–20 knots, low humidity, no tropical-storm risk. December through March is peak; book 6+ months out for holiday weeks. Shoulder months (mid-November, late April) often have the best yacht availability and pricing.

What's included in this crewed BVI charter?

Captain + chef on most yachts, the yacht itself, water toys (paddleboards, snorkel gear, dinghy with a real outboard), and soft furnishings. Food, drinks, fuel, dockage, and BVI Customs/Immigration come out of a roughly 30% APA (Advance Provisioning Allowance) we walk through before booking.

Crewed Itinerary · BVI

5-Day BVI Sailing Itinerary: A Crewed Long-Weekend Charter

Short on time but big on adventure? Our suggested 5-day BVI sailing itinerary is perfect for guests looking to experience the highlights of the British Virgin Islands in a shorter window. With a professional captain and private chef taking care of every detail, you'll enjoy a seamless, stress-free getaway filled with stunning anchorages, iconic beach bars, and unforgettable Caribbean views. It's an ideal intro to the magic of the BVI—even if you only have less than a week to spare.

Duration: 5 days / 6 nights
Base: Tortola

Plan your BVI charter Custom-tailored to your dates and group preferences

The Baths at Virgin Gorda — granite boulders along the shore.

The west side of White Bay near the Soggy Dollar Bar, Jost Van Dyke.

What this 5-day BVI sailing itinerary covers

Five days is the sweet spot when seven won't fit — it adds one full day at the North Sound (Bitter End, Saba Rock, Leverick Bay) over a 4-day charter, which is the single biggest unlock in the BVI. This 5-day BVI sailing itinerary covers Norman Island and the caves, The Baths at Virgin Gorda, the North Sound, White Bay on Jost Van Dyke, and a final night somewhere quiet on the way back to Tortola.

About 60 nautical miles of trade-wind sailing total, all inside the protected Sir Francis Drake Channel. Same crew, same chef, same yacht as the 7-day BVI charter — you just compress the slowest two days. If your calendar opens up, the full 7-day BVI sailing itinerary adds Anegada and a slower pace at every anchorage; that's the higher-value option.

Day 1 of 5 · Marina → Norman Island

Arrive in BVI and Get Your Charter Started at Norman Island

Anchorage: The Bight, Norman Island

Your adventure starts as you step aboard your luxury yacht, greeted by your crew with refreshing drinks and a warm welcome. Whether you arrive by water taxi to a serene anchorage or meet your crew at the marina, the experience is seamless and tailored to your needs. After settling in, your journey begins with a scenic sail to Norman Island.

Known for its intriguing pirate lore and tranquil beauty, Norman Island offers a variety of ways to start your trip. 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 start, head to the iconic Willy T floating bar for good food, great company, and 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.

Day Highlights

Seamless arrival with a warm crew welcome, refreshing drinks, and a short cruise to Norman Island.
Relaxation and floating aboard, or snorkeling at The Caves, a haven for marine life and adventure.
Excitement at Willy T's floating bar with food, drinks, and fun.
Gourmet chef-prepared dinner with a stunning sunset over St. John.

Day 2 of 5 · Norman Island → Long Bay

The Baths and Beyond

Anchorage: Long Bay, Virgin Gorda

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.

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.

Day Highlights

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.

Day 3 of 5 · Long Bay → North Sound

Relaxation and Exploration in North Sound

Anchorage: Eustatia Sound

The famed North Sound of Virgin Gorda offers a spectacular setting for relaxation and exploration.

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.

Day Highlights

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.

Day 4 of 5 · North Sound → Jost Van Dyke

Discovering Jost Van Dyke's Treasures

Anchorage: Sandy Spit, Jost Van Dyke

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.

Spectacular scenery awaits you at Jost Van Dyke.

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.

Day Highlights

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.

Day 5 of 5 · Jost Van Dyke → Peter Island

Iconic Beach Bars and Serene Anchorages

Anchorage: Little Harbour, Peter Island

The iconic beach bars of White Bay, JVD are worth a stop during your charter.

Little Harbour, Peter Island offers a unique experience to anchor close to shore.

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 Peter Island's tranquil Little Harbour, where your yacht will be secured with a stern tie anchorage just feet from the shoreline. Spend the rest of the day floating, swimming, and unwinding in this peaceful setting. End the evening with cocktails, a delicious dinner, and a breathtaking sunset over the turquoise waters.

Day Highlights

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 swimming at Little Harbour, Peter Island.

Day 6 · Departure

Farewell to Paradise

Snorkel the Indians, one of the BVI's top marine attractions.

Your final day in BVI 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. Enjoy a final 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.

Frequently asked

Why pick 5 days over 4 or 7 for a BVI charter?: Five days adds the North Sound to a 4-day charter — Bitter End, Saba Rock, Leverick Bay, two nights at anchor inside the reef. That's the biggest single unlock in the BVI. Seven days adds Anegada (lobster, conch shacks) plus a slower pace; if your calendar fits, do seven. Five is the right call when seven doesn't.
What does this 5-day itinerary include vs. the 4-day version?: The 4-day BVI charter hits Norman Island, The Baths, and White Bay. The 5-day version adds the North Sound — a full day on Virgin Gorda's east end with Saba Rock dinners, Bitter End drinks, and the Leverick or Saba Rock moorings. It's the BVI's most picturesque anchor zone.
When's the best time for a BVI yacht charter?: November through May. Trade winds steady at 15–20 knots, low humidity, no tropical-storm risk. December through March is peak; book 6+ months out for holiday weeks. Shoulder months (mid-November, late April) often have the best yacht availability and pricing.
What's included in this crewed BVI charter?: Captain + chef on most yachts, the yacht itself, water toys (paddleboards, snorkel gear, dinghy with a real outboard), and soft furnishings. Food, drinks, fuel, dockage, and BVI Customs/Immigration come out of a roughly 30% APA (Advance Provisioning Allowance) we walk through before booking.