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BVI Sailing Itinerary: Ultimate Island-Hopping Adventure

Imagine waking up on your private yacht to a turquoise sunrise over the British Virgin Islands (BVI). With CKIM Group, this isn’t just a dream—it’s your next vacation. The BVI sailing itinerary offers the perfect blend of island-hopping adventure, world-class snorkeling, and also laid-back luxury, best experienced aboard a private yacht charter tailored to your style.

Your Gateway to Caribbean Sailing Adventure

The British Virgin Islands, a stunning Caribbean archipelago of over 60 islands and cays, offer a diverse playground for sailors. Moreover, each island boasts its own unique charm—from bustling Tortola to the tranquil shores of Anegada.

BVI Sailing Itinerary

The BVI is renowned for:

  • Perfect sailing conditions: steady winds, calm bays, and also countless anchorages.
  • World-class snorkeling & diving: crystal waters filled with vibrant marine life.
  • Pristine beaches and secluded coves: ideal for relaxing in privacy.
  • Rich history & legends: from pirate tales to hidden coves.

Ready to experience it for yourself? Contact CKIM Group, and we’ll design your dream BVI yacht charter.

What to Expect on A BVI Sailing Charter

BVI Sailing Itinerary - Hourglass

Booking a private yacht charter is the ultimate way to immerse yourself in the natural beauty of the British Virgin Islands. Whether you have just one week or two full weeks to explore, you’ll enjoy a journey filled with discovery, relaxation, and also adventure.

  • Snorkel in Secluded Bays – Visit Norman Island and swim alongside the famous harmless jellyfish, an unforgettable underwater experience.
  • Discover Uninhabited Cays – Drop anchor at Sandy Cay, where powdery white sand and also solitude make it feel like your own private island.
  • Explore Hidden History – Step ashore at Rebecca Bay, a ghost town abandoned after Hurricane Irma in 2017, and then uncover the island’s forgotten past.
  • Sail Legendary Waters – Cross the Sir Francis Drake Channel, the iconic passage between Tortola and Jost Van Dyke, named after the explorer who landed here in 1595.
  • Choose Your Pace – In just one week, you can see the highlights, but for a deeper dive into the islands, consider a 10–14 day charter to experience even more hidden anchorages and cultural gems.
  • Seamless Transfers & Excursions – CKIM Group can also arrange land excursions, private tours, and also transfers from your arrival point, ensuring your vacation is stress-free from start to finish.

With CKIM Group, every detail is taken care of—from yacht selection and provisioning to itinerary customization and also activities ashore.

Still deciding? We’ll walk you through yachts, activities, and also pacing.

Pre-Sail Prep: What You Need to Know Before Setting Sail | BVI Sailing Itinerary

bvi sailing itinerary

Before setting off on your British Virgin Islands sailing itinerary. Here’s a checklist to ensure you have everything you need:

  1. Travel Documentation: Ensure you have your passport and other necessary documentation. Depending on your nationality, you might need to complete customs and immigration forms upon arrival.
  2. Packing Essentials: Pack light, breathable clothing suitable for the tropical climate. Don’t forget sunblock, a wide-brimmed hat, sunglasses, and also comfortable sandals. Also, make sure to bring your snorkeling gear, though many places offer rentals, but some yachts already have it.
  3. Choosing Your Yacht: For the ultimate sailing experience, a crewed motor yacht charter is the best choice. A crewed yacht offers luxury and also convenience for your adventure. A skilled crew will take care of navigation and tasks. Thus, this lets you relax and enjoy your journey.
  4. Safety Gear: Ensure your yacht has life jackets, a first-aid kit, fire extinguishers, and also emergency flares. Also, familiarize yourself with the yacht’s safety procedures and equipment.
  5. Provisioning: Your crewed yacht will be provisioned based on your food and drink preferences.

Not sure which yacht is right for you? Our CKIM yacht specialists will guide you step-by-step.

Destinations in the British Virgin Islands | BVI Sailing Itinerary

The British Virgin Islands are more than just a sailor’s paradise—they are a collection of unique destinations, each offering something special for yacht travelers. From lively harbors and also world-famous beach bars to hidden coves and untouched nature reserves, the BVI provides endless opportunities for discovery. Here are some of the must-visit spots to include in your sailing itinerary.

tortola

Tortola

The charter hub of the BVI, with Road Town, Cane Garden Bay, and also Smuggler’s Cove for lively culture and stunning beaches

Rent a Yacht for Week at Virgin Gorda Virgin island yacht charters

Virgin Gorda

Famous for The Baths’ granite boulders, plus luxury in the North Sound at Bitter End Yacht Club and Saba Rock.

bvi sailing itinerary

Anegada

A coral atoll with flamingos, Horseshoe Reef, miles of white-sand beaches, and also its legendary lobster dinners.

jost van dyke

Jost Van Dyke

The “party island,” home to White Bay, Soggy Dollar Bar, and also Foxy’s for live music and nightlife.

norman_island

Norman Island

Known as Treasure Island, featuring The Caves, The Indians’ snorkeling sites, and also the floating bar Willy T’s.

bvi sailing itinerary

Cooper Island

A laid-back stop with the Cooper Island Beach Club, Rum Bar, and also excellent snorkeling at Cistern Point.

7-Day BVI Sailing Itinerary

Day 1 – Tortola → Norman Island

Your British Virgin Islands Yacht Charter begins on Tortola, the largest and most populous island. Tortola is home to Road Town, the main harbor, and a bustling hub for yacht charters.

Morning: Start your journey by setting sail from Road Town. Then, head towards Norman Island, famous for its stunning snorkeling spots. As you sail through the Sir Francis Drake Channel, you’ll enjoy spectacular views of the surrounding islands and also crystal-clear waters.

Afternoon: You will arrive at Norman Island. It is called “Treasure Island” because of its link to Robert Louis Stevenson’s book. Then, explore The Caves and The Indians, where you’ll find vibrant coral reefs teeming with colorful fish.

These snorkeling spots are known for their beautiful underwater views. They should be part of any sailing plan in the British Virgin Islands.

Evening: Anchor at The Bight, a beautiful bay on Norman Island. Then, enjoy dinner at the famous floating bar and restaurant, Willy T’s. This iconic spot offers a lively atmosphere and has delicious food, drinks, and also a chance to meet fellow sailors. Don’t miss jumping off the boat and enjoying a refreshing swim in the warm Caribbean waters.

ocean vibes cuisine

Day 2 – Exploring Peter Island and Cooper Island

Morning: On the second day of your BVI sailing Itinerary. Set sail for Peter Island, known for its luxurious resorts and tranquil coves. Then, spend the morning at Deadman’s Bay, a stunning beach perfect for sunbathing and swimming. The beach is named after a legend involving pirates, adding an extra layer of intrigue to your visit.

Afternoon: Have lunch at a beachfront restaurant on the island, enjoying the beautiful views around you. After lunch, sail towards Cooper Island, a charming island known for its relaxed atmosphere and excellent snorkeling opportunities. Then, pick up a mooring and unwind at the Rum Bar, where you can sample local brews and enjoy the laid-back vibe.

Evening: Cooper Island also offers a boutique brewery, perfect for those who appreciate craft beers. As the sun sets, relax on the beach or stroll around the island, soaking in the serene surroundings.

Day 3 – Virgin Gorda and The Baths | BVI Sailing Itinerary

Morning: On Day 3, sail to Virgin Gorda, one of the most popular destinations in the BVI. Visit The Baths, a special place with large granite rocks forming tidal pools, tunnels, and also caves for exploration. This natural wonder offers fantastic opportunities for exploration and snorkeling. Morning snorkeling here is particularly rewarding as the water is calm, and also visibility is excellent.

Scuba_snorkeling_bvi

Afternoon: After exploring The Baths, sail to the Bitter End Yacht Club, on the northern tip of Virgin Gorda. This resort offers a variety of activities and also is a great spot to relax after a day of adventure. Enjoy a tropical drink while watching the sunset over the Caribbean Sea.

Evening: The Bitter End Yacht Club often hosts live music and other entertainment, providing a perfect end to your day. Then, take advantage of the lively atmosphere and enjoy the music and food offerings.

Day 4 – Anegada: Coral Island Experience

Morning: Set sail for Anegada, the only coral island in the BVI. Known for its flat landscape and pristine beaches, Anegada offers a unique experience compared to the other islands. Then, explore the island’s salt ponds and spot flamingos in their natural habitat.

Afternoon: Relax on the island’s beaches or rent a bike to discover its quieter spots. Anegada is renowned for its seafood; try the famous lobster dinner on the beach during the fourth day of your BVI sailing itinerary. The local restaurants serve freshly caught lobster that’s grilled to perfection.

Evening: Enjoy a peaceful evening atmosphere and stunning sunsets in Anegada. This is a great opportunity to unwind and also reflect on your journey.

Day 5 – Jost Van Dyke: Party Island with a Laid-Back Vibe | BVI Sailing Itinerary

Morning: Sail to Jost Van Dyke, known for its vibrant social scene and laid-back vibe. Arrive early at White Bay, famous for its beach bars and lively atmosphere. Then, pick up a mooring and get ready to experience the island’s renowned party scene.

gyrfalcon meal

Afternoon: Start your day at the Soggy Dollar Bar, where you can enjoy a Painkiller cocktail and live music. The bar’s relaxed setting and friendly staff make it a popular spot for visitors. Continue the fun at Foxy’s, another iconic bar on the island, or head to Great Harbour for a taste of local nightlife.

Evening: Jost Van Dyke is known for its beach parties and vibrant nightlife. Enjoy a night of dancing and socializing with fellow travelers at one of the island’s many bars and clubs.

Day 6 – Relaxing in Cane Garden Bay and Sandy Cay

Morning: On the final day of your sailing Itinerary, sail to Cane Garden Bay, a popular spot for beachcombing and water sports. Enjoy your morning basking in the sun and sand, or engage in activities such as kayaking or paddleboarding. The bay is renowned for its crystal-clear waters and picturesque surroundings.

Afternoon: Sail to Sandy Cay, a small, empty island that feels like your private paradise. Enjoy a picnic on the beach and the stunning views of the surrounding turquoise waters. Sandy Cay offers a peaceful retreat, perfect for unwinding before the end of your journey.

Evening: Return to Tortola and reflect on the incredible experiences. Have a final dinner at a local restaurant or relax on your yacht. Take some time to remember the great moments from your sailing trip to the British Virgin Islands.

Day 7: Exploring Lesser-Known BVI Spots | BVI Sailing Itinerary

Adventurous travelers can discover more than just the usual sailing routes in the British Virgin Islands. Discover calm anchorages and secluded bays like Pelican Island and Prickly Pear Island. These spots offer a peaceful escape from crowded places.

Visit Salt Island for its historic salt ponds or Marina Cay for a charming local atmosphere. If you enjoy history, visit places connected to Robert Louis Stevenson. You can also find other hidden spots that offer unique experiences.

So, ready to embark on this unforgettable BVI yacht adventure? If this itinerary sparks your excitement, reserve it now and start your journey!

Prefer a more personalized experience? We’ll work with you to create a tailored itinerary that perfectly matches your desires and preferences.

10–Night BVI Sailing Itinerary

A perfect balance of adventure, relaxation, and also exploration. This itinerary moves slower than a 7-night charter, but doesn’t go as deep as a 14-night journey — ideal for guests wanting “the highlights” with extra hidden gems.

Day 1 – Tortola → Norman Island

Board your yacht in Tortola and sail to Norman Island, home of legends and also world-class snorkeling. Then, explore The Caves and The Indians, then enjoy dinner at Willy T’s or onboard under the stars.

Day 2 – Norman Island → Peter Island

Cruise to Peter Island for a relaxing morning at Deadman’s Bay. Swim, paddleboard, and also lounge on the soft white sand. Then, enjoy an afternoon snorkel at Little Harbour or visit the old yacht club ruins.

Day 3 – Peter Island → Cooper Island | BVI Sailing Itinerary

Sail a short hop to Cooper Island. Snorkel Cistern Point, then visit the Rum Bar, enjoy craft beers from the microbrewery, and soak up the laid-back island vibe.

Day 4 – Cooper Island → Salt Island → Virgin Gorda (The Baths)

Morning dive or snorkel at the RMS Rhone (optional). Continue to Salt Island for a short walk to the salt ponds. Then spend the afternoon wandering through the granite boulders and tidal pools of The Baths.

Day 5 – Virgin Gorda → North Sound (Bitter End & Saba Rock)

Sail to North Sound, one of the most protected and beautiful anchorages in the Caribbean. Enjoy beach time, water sports, snorkeling, and sunset cocktails at Saba Rock.

Day 6 – North Sound → Prickly Pear → Eustatia Sound

A full day exploring shallow turquoise waters, white-sand beaches, and also quiet anchorages. Perfect for paddleboarding, snorkeling, and also a beach picnic. This is a calm, postcard-perfect playground.

Day 7 – North Sound → Anegada | BVI Sailing Itinerary

Sail early to Anegada. Explore its famous flat coral landscape, flamingo pond, and also endless beaches like Cow Wreck and Loblolly Bay. Then, enjoy a dinner ashore with fresh Anegada lobster is a must.

Day 8 – Anegada → Guana Island → Monkey Point

Leave Anegada for the lush forests of Guana Island. Snorkel Monkey Point — one of the best underwater spots in the BVI with schools of fish, turtles, and also colorful reef life.

Day 9 – Guana Island → Jost Van Dyke (White Bay)

Drop anchor in lively White Bay. Spend the day at Soggy Dollar Bar, Hendo’s Hideout, and along the beachfront. Afternoon sail to Great Harbour for dinner and live music at Foxy’s.

Day 10 – Jost Van Dyke → Sandy Cay → Cane Garden Bay

Visit Sandy Cay, a picture-perfect uninhabited island with nature trails and also stunning beaches. Then, enjoy an afternoon sail to Cane Garden Bay, known for its calm waters, local rum distillery, and sunset beach bars.

Day 11 – Cane Garden Bay → Tortola (Disembark)

Enjoy a final breakfast at anchor before a gentle cruise back to Tortola. Your crew will also help with transfers and goodbyes as your dream BVI sailing charter comes to a close.

14–Night BVI Sailing Itinerary

Day 1 – Tortola → Norman Island

Sail from Tortola to Norman Island and settle into The Bight. Snorkel The Caves or The Indians, then enjoy a casual first-night dinner onboard or at Willy T’s.

Day 2 – Norman Island → Peter Island

Cruise to Peter Island for beach time at Deadman’s Bay and snorkeling in calm waters. Then, enjoy a relaxing evening anchored in one of the island’s quiet coves.

Day 3 – Peter Island → Cooper Island | BVI Sailing Itinerary

A short sail brings you to Cooper Island for excellent snorkeling at Cistern Point. Explore the beach club, rum bar, and also boutique shops before sunset.

Day 4 – Cooper → Salt Island → Virgin Gorda

Stop at Salt Island for a stroll or an optional dive on the RMS Rhone. Then, continue to Virgin Gorda to explore The Baths’ famous boulders and pools.

Day 5 – Virgin Gorda → North Sound

Sail to the beautiful North Sound for watersports, beach bars, and also exploring Saba Rock or the Bitter End. This is one of the calmest and prettiest anchorages in the BVI.

Day 6 – Prickly Pear & Eustatia Sound

Spend the day enjoying quiet beaches, paddleboarding, and also snorkeling in lagoon-like waters. It’s a slow, easy day ideal for relaxation.

Day 7 – North Sound → Anegada | BVI Sailing Itinerary

Make the scenic sail to Anegada, the BVI’s only coral island. Explore its beaches and then end the day with Anegada’s famous lobster dinner.

Day 8 – Anegada (Full Day)

Relax on beaches like Cow Wreck or Loblolly Bay, or explore the island by scooter. Then, enjoy a second peaceful night on this remote island.

Day 9 – Anegada → Scrub Island → Marina Cay

Sail south to Scrub Island for pool time, spa options, and also marina amenities. Then, anchor overnight at quiet Marina Cay.

Day 10 – Marina Cay → Trellis Bay → Guana Island

Visit Trellis Bay’s artisan market and local shops. Then sail to Guana Island for fantastic snorkeling at Monkey Point.

Day 11 – Guana Island → Jost Van Dyke | BVI Sailing Itinerary

Drop anchor in White Bay for beach bars and also the famous Painkiller cocktail at Soggy Dollar. Then, move to Great Harbour for dinner and live music at Foxy’s.

Day 12 – Little Jost → Diamond Cay

Explore Little Jost Van Dyke and enjoy the natural Bubbly Pool. Overnight at peaceful Diamond Cay, surrounded by calm turquoise waters.

Day 13 – Diamond Cay → Cane Garden Bay | BVI Sailing Itinerary

Sail to Cane Garden Bay for beach time, watersports, and a visit to the historic Callwood Rum Distillery. Then, enjoy a vibrant sunset from shore or your yacht.

Day 14 – Cane Garden Bay → Sandy Spit/Cay → Soper’s Hole

Visit the tiny, picture-perfect islands of Sandy Spit and Sandy Cay for swimming and photos. Continue to Soper’s Hole Marina for shopping and your final dinner.

Day 15 – Return to Tortola

Enjoy a final breakfast onboard as you cruise back to Road Town. Disembark and begin your journey home after two unforgettable weeks in the BVI.

BVI Yacht Charter Rates | BVI Sailing Itinerary

Yacht TypeGuestsLow-Season High-Season
Crewed Sailing Catamaran (50–60 ft)6$22,000 – $28,000$28,000 – $34,000
Luxury Sailing Catamaran (60–70 ft)8$32,000 – $45,000$45,000 – $58,000
Motor Yacht (80–100 ft)8$48,000 – $75,000$70,000 – $110,000
Superyacht (100–150 ft)10-12$110,000 – $200,000+$150,000 – $350,000+
All-Inclusive Catamaran Charter6-10$28,000 – $50,000$45,000 – $65,000

*Rates typically include crew, meals, fuel for the generator, water toys, and beverages (varies by yacht).
*Taxes, gratuity, and APA (for motor yachts) are additional.

How to Book Your BVI Yacht Charter

Evenstar BVI Sailing Catamaran - bow

Booking your BVI yacht charter with CKIM Group is simple:

  1. Contact Us – Reach out via our inquiry form or call our team.
  2. Share Your Preferences – Travel dates, group size, yacht style, activities.
  3. Select Your Yacht – We’ll present a curated shortlist of yachts tailored to you.
  4. Confirm Your Charter – Secure your booking with a deposit.
  5. Step Onboard & Relax – We’ll handle provisioning, transfers, and planning.

Early booking is essential for peak season (December–April). Reserve your yacht now to secure the best options.

CKIM Group: Your Partner in Creating the Perfect BVI Sailing Itinerary

With decades of experience, CKIM Group is trusted by travelers worldwide to deliver unforgettable luxury yacht vacations. We pride ourselves on:

  • Handpicked yachts matched to your needs.
  • Itineraries are designed with both highlights and hidden gems.
  • Personalized service, from transfers to dining reservations.

Embrace the Magic of a BVI Sailing Adventure

As your journey comes to an end, reflect on the beauty of the BVI: stunning beaches, rich marine life, legendary history, and unforgettable moments with friends and family.

Don’t just dream about the British Virgin Islands—experience them aboard a private yacht with CKIM Group.

  • BLESSED

    BLESSED

    $90,000 – $105,000 Per week Caribbean Virgin Islands (BVI) + 1 others

    10 4 80.00 Ft

  • OCEAN VIBES

    OCEAN VIBES

    $65,500 – $68,500 Per week Caribbean Virgin Islands (BVI) + 1 others

    8 4 74.00 Ft

Frequently Asked Questions