Sailing the Soul of the Caribbean: A BVI Itinerary for Island Lovers

Dreaming of turquoise waters, sun-kissed skin, and the gentle sway of a sailboat? The British Virgin Islands (BVI) are calling! This itinerary is crafted for island lovers like you, packed with hidden gems and iconic spots to make your BVI sailing adventure unforgettable. Forget the crowded cruise ships, we’re diving into the heart of the BVI, exploring its soul, one island at a time.

Setting Sail: Practicalities and Pre-Trip Planning

Before we jump into the itinerary, let’s cover some essential pre-trip details. Firstly, consider the timing of your trip. The high season in the BVI is from December to April, offering the best weather but also higher prices. Shoulder seasons (May/June and September/October) provide a good balance of pleasant weather and fewer crowds. Avoid hurricane season (August-November) for safety reasons. A helpful resource is the StormCarib website, which provides real-time hurricane tracking and updates.

Next, you’ll need to decide on a boat. Bareboat chartering (where you captain the boat yourself) is popular in the BVI, but requires relevant sailing experience and certifications. Consider a skippered charter if you’re less experienced or prefer to relax and let someone else handle the sailing. Several reputable charter companies operate in the BVI, including The Moorings and Sunsail. Expect to pay anywhere from $3,000 to $15,000+ per week, depending on the boat size, age, and time of year. Remember to factor in provisioning costs (food and drinks), which can add another $500-$1000+ per week, depending on your preferences.

Lastly, ensure your passport is valid for at least six months beyond your travel dates. US citizens do not require a visa for tourism purposes, but citizens of other countries should check visa requirements. The currency is the US dollar. Consider purchasing travel insurance that covers medical emergencies, trip cancellations, and baggage loss.

Day 1: Tortola – Road Town and Cane Garden Bay

Your adventure begins in Tortola, the largest island in the BVI and home to the capital, Road Town. After clearing customs and immigration, head to your charter company’s base, typically located in Wickhams Cay. Sort out your boat, check the inventory, and provision for the first few days. Road Town itself offers duty-free shopping and a few restaurants, but the real charm lies elsewhere.

After lunch, set sail for Cane Garden Bay, a picturesque bay on the north coast of Tortola. The sail is short and sweet, taking around 1-2 hours.

What To Do in Cane Garden Bay:

  • Relax on the Beach: Cane Garden Bay boasts a beautiful white-sand beach perfect for swimming, sunbathing, and simply unwinding.
  • Enjoy the Water Sports: Kayaks, paddleboards, and snorkeling gear are readily available for rent.
  • Dinner at Myett’s: Experience the laid-back Caribbean vibes at Myett’s, a legendary beach bar and restaurant. The lobster roti is a must-try! Expect to pay around $30-$40 per person for dinner.
  • Live Music: Many bars in Cane Garden Bay offer live music in the evenings, creating a vibrant atmosphere.

Moorings are available in Cane Garden Bay, typically costing around $30-$45 per night. Alternatively, you can anchor safely in the bay, ensuring you’re outside the swimming area and respecting any regulations.

Day 2: Jost Van Dyke – White Bay and Great Harbour

Today, we sail to Jost Van Dyke, a small island famous for its lively beach bars and laid-back atmosphere. The sail from Cane Garden Bay takes approximately 1-2 hours, depending on the wind and sea conditions.

First stop, White Bay, home to the legendary Soggy Dollar Bar. As the name suggests, you often have to swim ashore, thus “soggy dollars.”

White Bay Highlights:

  • The Soggy Dollar Bar: Invent the original Painkiller cocktail (recipe allegedly kept secret, though attempts abound online!). Be prepared for a lively (and potentially crowded) atmosphere, particularly during peak season.
  • Ivan’s Stress-Free Bar: For a more relaxed vibe, head to Ivan’s Stress-Free Bar, located further down the beach. They offer delicious BBQ and a super chill atmosphere.
  • Hike to the Bubbly Pool: Take a short hike to the Bubbly Pool, a natural Jacuzzi formed by waves crashing over rocks. It’s best enjoyed during calmer seas.

After a day of soaking up the sun and enjoying the Painkillers in White Bay, sail around to Great Harbour. The sail is short, only about 15-20 minutes. Great Harbour is known for its lively nightlife and more local feel.

Great Harbour Activities:

  • Foxy’s Tamarind Bar: A BVI institution! Foxy himself (or a very convincing family member) might serenade you with a custom-written song, complete with quirky commentary on your group. Expect a raucous atmosphere and strong drinks.
  • Abe’s By The Sea: Another popular spot in Great Harbour, offering delicious local cuisine and a relaxed atmosphere.
  • Exploring the Town: Take a stroll through Great Harbour, browse the local shops, and soak up the Caribbean ambiance.

Moorings are available in both White Bay and Great Harbour, but they fill up quickly, especially during peak season. Arrive early to secure a spot. Anchoring is also an option, but be mindful of the depths and potential for swell, especially in White Bay.

Day 3: Sandy Cay and Little Jost Van Dyke

This day is dedicated to exploring two smaller and more secluded islands near Jost Van Dyke. First up is Sandy Cay, an uninhabited island that looks like it came straight out of a postcard.

Sandy Cay:

  • Snorkeling: The waters around Sandy Cay are crystal clear and perfect for snorkeling. Look for colorful fish, coral, and maybe even a sea turtle.
  • Beachcombing: Collect seashells and admire the pristine white sand.
  • Relaxation: Simply unwind and enjoy the tranquility of this deserted island.

From Sandy Cay, take a short sail to Little Jost Van Dyke, a less-visited gem with a couple of unique attractions.

Little Jost Van Dyke’s Secret Charms:

  • The B-Line Beach Bar: A local favorite, B-Line offers a more laid-back alternative to the bars on Jost Van Dyke. Try their signature “Bushwacker” cocktail.
  • Harris’ Place: Located in Little Harbour. Famous for its Lobster BBQ.
  • Exploring the Ruins: Discover the remnants of an old sugar plantation, offering a glimpse into the island’s history.

Anchoring is the primary option around Sandy Cay and Little Jost Van Dyke. Exercise caution when anchoring, ensuring your anchor is well-set and that you’re not disturbing any coral reefs.

Day 4: Virgin Gorda – The Baths and Spanish Town

Today, we venture to Virgin Gorda, famous for its geological wonder, The Baths. The sail from Little Jost Van Dyke takes approximately 2-3 hours, depending on the wind.

The Baths – A Must-See:

  • Exploring the Grottoes and Pools: The Baths are a collection of massive granite boulders, creating natural grottoes, pools, and tunnels. Spend hours exploring this unique landscape.
  • Snorkeling: The waters around The Baths are teeming with marine life, making it another great snorkeling spot.
  • Top of the Baths Restaurant: Grab lunch or a drink at the Top of the Baths Restaurant, offering stunning views of the surrounding area. Food are moderately priced around $15-$25 per dish.

Important Notes about The Baths:

  • Entry Fee: There is a small entry fee to access The Baths National Park (around $8 per person).
  • Crowds: The Baths can get very crowded, especially during peak season and cruise ship days. Arrive early in the morning or later in the afternoon to avoid the biggest crowds.
  • Footwear: Wear sturdy shoes or water shoes, as the rocks can be slippery.

After a day of exploring The Baths, sail to Spanish Town, the second-largest town in the BVI and the main port on Virgin Gorda. Spanish Town offers marinas, shops, and restaurants.

Spanish Town – More than a Port:

  • Leverick Bay Resort & Marina: A full-service marina with restaurants, bars, a swimming pool, and water sports rentals.
  • Exploring the Town: Visit the Virgin Gorda Yacht Harbour and browse the local shops.
  • Dinner at The Bitter End Yacht Club: (accessible by boat or taxi from Spanish Town) provides luxury and has wide choices of international cuisines. An expensive dine but it gives an amazing experience and ambience.

Moorings and marina slips are available in Spanish Town. Marina fees typically range from $2-$4 per foot per night.

Day 5: Anegada – Horseshoe Reef and Loblolly Bay

Today, we embark on a longer sail to Anegada, the only coral island in the BVI and known for its pristine beaches, abundant wildlife, and laid-back vibe. Anegada is geographically distinct, offering a different experience than the volcanic islands. The sail from Virgin Gorda takes approximately 3-4 hours, requiring careful navigation due to the surrounding reefs.

Navigating to Anegada:

  • Careful Navigation is Key: Anegada is surrounded by Horseshoe Reef, one of the largest barrier reefs in the world. Pay close attention to your charts and GPS, and consider hiring a local pilot to guide you through the reef.
  • Daylight Arrival: Aim to arrive in Anegada during daylight hours, as navigating the reef at night can be extremely dangerous.
  • Listen to Local Advice: Talk to local boaters or the charter company about the best routes and anchorages.

Once you’ve safely navigated the reef, you’ll be rewarded with the unparalleled beauty of Anegada.

Anegada Highlights:

  • Loblolly Bay: Arguably the most beautiful beach in the BVI. Loblolly Bay features powdery white sand, crystal-clear water, and excellent snorkeling.
  • The Anegada Lobster Festival: If you’re visiting in November, don’t miss the Anegada Lobster Festival, a celebration of the island’s famous spiny lobster.
  • Flamingos: Anegada is home to a flock of flamingos. Take a tour to see these magnificent birds in their natural habitat.
  • Cow Wreck Beach Bar: Named after a shipwrecked cargo of cow parts, this bar offers delicious food, strong drinks, and a relaxed atmosphere.

Moorings are available in Setting Point, the main harbor on Anegada. Anchoring is also possible in certain areas, but be mindful of the reef and currents.

Day 6: Return to Tortola – Marina Cay and Scrub Island

Today, we begin our return journey to Tortola, stopping at two more beautiful islands along the way. The sail from Anegada to Marina Cay takes approximately 3-4 hours.

Marina Cay – A Tiny Paradise:

  • Relaxation: Marina Cay is a tiny island with a beautiful beach, perfect for swimming, sunbathing, and relaxing.
  • Pusser’s Restaurant: Enjoy lunch or dinner at the Pusser’s Restaurant, known for its famous Pusser’s Rum Painkillers.
  • Snorkeling: The waters around Marina Cay are great for snorkeling, with plenty of colorful fish and coral.

After enjoying Marina Cay, take a short sail to Scrub Island, a privately owned island resort.

Scrub Island Resort, Spa & Marina:

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

  • Luxury Amenities: Even if you’re not staying at the resort, you can enjoy its restaurants, bars, and beaches.
  • Dive BVI: Explore scuba diving and enjoy the beauty under the sea.
  • Dinner with a View: Enjoy dinner at one of the resort’s restaurants, offering stunning views of the surrounding islands.

Moorings and marina slips are available at Scrub Island. Marina fees typically range from $2-$4 per foot per night.

Day 7: Back to Tortola – Soper’s Hole and Departure

On the final day of your sailing adventure, enjoy a leisurely sail back to Tortola. Consider making a final stop at Soper’s Hole Wharf and Marina on the West End of Tortola. It offers the last chance to purchase souvenir or have a final toast with good food.

Ensure you return your boat to the charter company on time and complete the checkout process. Take one last deep breath of the Caribbean air and start planning your return trip!

Food and Drink Recommendations

Throughout your BVI sailing adventure, be sure to sample the local cuisine. Here are a few must-try dishes and drinks:

  • Roti: A flavorful flatbread filled with curried meat or vegetables.
  • Conch Fritters: Deep-fried conch fritters, a local delicacy.
  • Fresh Fish: Enjoy grilled or pan-fried fresh fish, often caught that same day.
  • Lobster: Anegada is famous for its spiny lobster, which is grilled to perfection.
  • Painkiller: The BVI’s signature cocktail, made with rum, pineapple juice, orange juice, and cream of coconut, topped with grated nutmeg.
  • Pusser’s Rum: Try Pusser’s Rum, a dark, full-bodied rum that has a long history with the British Royal Navy.

Respecting the Environment

The BVI is a beautiful and fragile ecosystem. Please do your part to protect it by:

  • Avoiding single-use plastics: Bring your own reusable water bottles, shopping bags, and straws.
  • Properly disposing of trash: Don’t litter on the beaches or in the water.
  • Using reef-safe sunscreen: Protect the coral reefs by using sunscreen that doesn’t contain harmful chemicals like oxybenzone and octinoxate.
  • Conserving water: Be mindful of your water usage, especially when showering.
  • Respecting wildlife: Don’t disturb or feed the animals.

FAQ Section

What is the best time of year to sail in the BVI?

The best time to sail in the BVI is during the high season (December to April) when the weather is dry and sunny. However, the shoulder seasons (May/June and September/October) offer a good balance of pleasant weather and fewer crowds.

How much does it cost to charter a sailboat in the BVI?

The cost of chartering a sailboat in the BVI depends on the boat size, age, and time of year. Expect to pay anywhere from $3,000 to $15,000+ per week.

Do I need a sailing license to charter a boat in the BVI?

If you’re planning a bareboat charter, you’ll need to provide proof of sailing experience and certifications. If you don’t have the necessary qualifications, consider a skippered charter.

What should I pack for a sailing trip in the BVI?

Pack light, comfortable clothing, swimwear, sunscreen, a hat, sunglasses, water shoes, and a waterproof bag. Don’t forget your passport, sailing license (if applicable), and travel insurance documents.

Can I use US dollars in the BVI?

Yes, the currency in the BVI is the US dollar.

Is it safe to drink the water in the BVI?

It’s generally recommended to drink bottled water in the BVI.

References

  • StormCarib.com
  • The Moorings
  • Sunsail

Ready to set sail? The British Virgin Islands are waiting to embrace you with their breathtaking beauty, vibrant culture, and unforgettable experiences. Don’t just dream about it, start planning your BVI sailing adventure today! Research charter companies, book your flights, and prepare to be captivated by the soul of the Caribbean. The turquoise waters, pristine beaches, and friendly locals are calling your name. Grab life by the sails and get ready for the trip of a lifetime!

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Emily Carter

I’m Emily Carter, a passionate traveler, writer, and adventure seeker who loves uncovering hidden gems around the world. Whether I’m snorkeling in crystal-clear waters, exploring vibrant local markets, or hiking scenic trails, I find joy in discovering new places and sharing them with others. Photography, storytelling, and trying new cuisines fuel my wanderlust, and I’m always on the lookout for my next adventure. Through my writing, I strive to bring destinations to life, offering vivid descriptions and practical tips to inspire fellow explorers. If there’s a new place to discover, you can bet I’m already planning my next trip!
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