BVISAIL
“You Make the Memories, We’ll Make the Arrangements”
Luxurious sailing vacation with a yacht on turquoise Caribbean waters – BVI Sailing & Caribbean Yacht Charters

At BVISAIL, we don’t just plan yacht charters—we craft fun and memorable journeys. Our team has sailed these waters countless times. We know exactly how to transform a British Virgin Islands 2-week itinerary into the adventure of a lifetime.

Why Choose the British Virgin Islands for 2-Week Sailing Itinerary

The BVI is a sailor’s dream, with steady winds, short trips between islands, and plenty of hidden coves. For instance, a week’s charter gives you a quick taste of the highlights. Two weeks let you enjoy it fully—quiet anchor spots, fun nightlife, and the freedom to stay wherever you feel happiest.

2-Week British Virgin Islands Sailing Itinerary

At BVISAIL, we believe 2 weeks in the BVI is the perfect amount of time. You’ll see famous sights, uncover hidden gems, and settle into the relaxed pace of island life. Below, we’ve mapped out a route filled with sailing tips, must‑see spots, and insider advice.

Day 1

Tortola → Salt Island

Dive RMS Rhone wreck • Cane Garden Bay nightlife

Day 2

Salt Island → Cooper Island

Eco‑luxury vibes • Craft beers • Sunset paddleboarding

Day 3

Cooper Island → Virgin Gorda

Explore The Baths at dawn • Grottoes & pools

Day 4

Virgin Gorda → Eustatia Sound

Kiteboarding • Snorkeling • Private beach BBQ

Day 5

Virgin Gorda → Anegada

Remote coral island • Lobster dinners • Flamingo tours

Day 6

Anegada Exploration

Cow Wreck Beach • Starlit bonfire curated by crew

Day 7

Anegada → Guana Island

Hiking trails • Monkey Point snorkeling • Quiet anchorage

Day 8

Guana Island → Jost Van Dyke

Sandy Cay swim • Foxy’s in Great Harbour • Little Harbour dining

Day 9

White Bay, Jost Van Dyke

Soggy Dollar Bar • Mixology class • Floating bar stop

Day 10

Jost Van Dyke → Norman Island

Snorkel The Indians • Sunset glow at The Caves

Day 11

Norman Island → Peter Island

Morning hike • Luxury spa relaxation

Day 12

Peter Island → Scrub Island

Exclusive marina resort • Chef’s tasting menu • Rum pairings

Day 13

Scrub Island → Trellis Bay

Artisan shops • Full moon party • Fire dancers & steel drums

Day 14

Trellis Bay → West End, Tortola

Farewell champagne brunch • Return sail to Tortola

Week 1: Adventure & Discovery

  • Day 1 – Tortola to Salt Island: Begin your British Virgin Islands 2-week itinerary with a dive at the RMS Rhone wreck. Then, enjoy Cane Garden Bay’s lively beach bars and restaurants.
  • Day 2 – Salt Island to Cooper Island: Sail to Cooper Island for eco‑luxury vibes. Relax with craft beers at Cooper Island Beach Club and try sunset paddleboarding.
  • Day 3 – Cooper Island to Virgin Gorda (The Baths): Explore The Baths at dawn, wandering through grottoes and pools before the crowds arrive. Your captain will guide you to the most photogenic spots.
  • Day 4 – Virgin Gorda to Eustatia Sound: A peaceful alternative to North Sound. Spend the day kiteboarding, snorkeling, and enjoying a private beach BBQ arranged by your crew.
  • Day 5 – Virgin Gorda to Anegada: Discover this remote coral island. Beyond its famous lobster dinners, your crew will arrange guided tours to see flamingos and visit Conch Island.
  • Day 6 – Anegada Exploration: Relax at Cow Wreck Beach, then gather around a starlit bonfire curated by your crew.
  • Day 7 – Anegada to Guana Island: Sail to Guana Island, known for pristine hiking trails and quiet anchorages. Stop at Monkey Point, part of the national park system, for incredible snorkeling before anchoring for the night.
Luxury catamarans highlighted in a British Virgin Islands 2‑week itinerary, shown anchored near The Baths, Virgin Gorda.
The Baths, Virgin Gorda

Week 2: Culture & Hidden Gems

  • Day 8 – Guana Island to Jost Van Dyke: Stop at Sandy Cay for swimming and beach walks. In Great Harbour, experience the famous Foxy’s. Then let your crew guide you to Little Harbour for a quieter, family‑run restaurant.
  • Day 9 – White Bay, Jost Van Dyke: Spend the day at White Bay, home of the legendary Soggy Dollar Bar. Your crew may add a twist with a private mixology class on board, teaching you how to craft Painkiller cocktails. Finally, don’t miss the floating bar nearby for a fun, casual stop right on the water.
  • Day 10 – Jost Van Dyke to Norman Island: Snorkel at The Indians, one of the BVI’s top underwater spots. Then explore The Caves at sunset when the walls glow with magical light.
  • Day 11 – Norman Island to Peter Island: Hike scenic trails in the morning. Later, unwind at a luxury spa, a perfect midpoint in your British Virgin Islands 2-week itinerary.
  • Day 12 – Peter Island to Scrub Island: Dock at Scrub Island’s exclusive marina resort. Enjoy a chef’s tasting menu paired with Caribbean rums.
  • Day 13 – Scrub Island to Trellis Bay: Browse local artisan shops, then join the legendary full moon party with fire dancers and steel drums.
  • Day 14 – Trellis Bay to West End, Tortola: Sail back to Tortola and enjoy a farewell champagne brunch.
⬇️ Download 2-Week BVI Sailing Itinerary (PDF)
Norman Island, a highlight of the British Virgin Islands 2‑week itinerary, is known for snorkeling at The Indians and exploring The Caves.
Norman Island

Charter Opportunities

At BVISAIL, we make it simple to find the right yacht for your trip. Whether you want comfort, speed, or classic sailing style, we have options to fit every traveler.

Choose from:

  • Crewed Sailing Catamarans – Large and steady boats with two hulls. They sail with the wind, while at the same time, a crew helps with steering, cooking, and service.
  • Luxury Motor Yachts – Fast boats powered by engines. They are ideal for visiting more islands quickly, and in addition, the crew handles navigation and hospitality.
  • Classic Monohulls – Traditional boats with one hull. They sail mostly by wind, giving you the classic sailing feel with a skipper or crew to guide you.
  • Power Catamarans – Wide boats with two hulls, powered by engines. They mix speed and comfort, while the crew makes sure the trip is smooth.

Special Offers

British Virgin Islands 2-Week Itinerary FAQs

How do you get around the islands?

You sail short distances between islands, usually less than two hours apart.

What activities can I expect?

Snorkeling, diving, hiking, beach bars, local dining, and cultural events are all part of the trip.

Is the BVI good for families?

Yes, catamarans are spacious and stable, making them ideal for family charters.

When is the best time to sail?

December to April is peak season, while May to July offers warm weather and fewer crowds.

Can I customize the itinerary?

Yes, BVISAIL tailors each charter to your preferences, from activities to dining experiences.

What should I pack for a 2‑week charter?

Light clothing, swimwear, reef‑safe sunscreen, and casual evening wear are all you need.

Are meals included on board?

Crewed charters usually include meals, with options to dine ashore at local restaurants.

How much does a 2‑week yacht charter in the BVI cost?

Expect around $20,000 per week, or about $50,000+ for two weeks, often all‑inclusive.

Are there extra fees beyond the base rate?

Yes, expect cruising permits, National Park fees, provisioning, and sometimes customs charges.

What about gratuities?

Crewed charters usually recommend tipping 15–20% of the base rate.

Book Now!

Sailing the British Virgin Islands 2-week itinerary is adventure and comfort combined. Snorkel in clear waters and enjoy cocktails at famous beach bars—every moment feels memorable.

See more BVI sailing itineraries to inspire your trip.


Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.