The Ultimate BVI Sailing Itinerary: 7 Days in Paradise

Imagine waking up to the gentle lapping of waves against your boat, the scent of salty sea air, and the sight of turquoise waters stretching as far as the eye can see. Welcome to the British Virgin Islands (BVI), a sailor’s paradise known for its idyllic beaches, vibrant marine life, and laid-back island vibes. Whether you’re an experienced sailor or a first-time charterer, this 7-day BVI sailing itinerary will take you through some of the most breathtaking spots, from the bustling harbor of Tortola to the remote and pristine Anegada. So, hoist your sails and set course for an unforgettable week in the Caribbean!

Getting to the BVI: Starting and Ending in St. Thomas

Many travelers opt to begin and end their journey in St. Thomas, USVI, as it offers easy access to the BVI. From St. Thomas, you can take a ferry or private water taxi to Tortola, where you’ll pick up your charter boat. This option allows for a smoother transition and eliminates the hassle of additional flights, giving you more time to enjoy paradise.

Harbor view of Water Island in the BVI from St. Thomas, with clear blue waters and lush green landscapes.

Day 1: Arrive in Tortola and Set Sail to Norman Island

Your adventure begins in Tortola, the largest island in the BVI and home to several major charter companies. After picking up your boat from Road Town or Nanny Cay, stock up on provisions and get acquainted with your vessel before setting sail for your first stop: Norman Island.

Scenic view of the British Virgin Islands with blue waters, islands in the background, and a sailboat.

Norman Island is steeped in pirate lore and is said to have inspired Treasure Island. Drop anchor at The Bight, a calm and protected bay perfect for a relaxing first night. Grab your snorkeling gear and explore the Caves at Treasure Point, where you’ll find vibrant coral and schools of tropical fish. As the sun sets, enjoy dinner and drinks at Pirate’s Bight, a popular beachside restaurant.

Day 2: Snorkeling at The Indians and Sail to Cooper Island

Start your day with a short sail to The Indians, a famous snorkeling site just off Norman Island. These four rock formations rise dramatically from the water, providing an underwater paradise teeming with marine life, including angelfish, parrotfish, and even the occasional sea turtle.

Two girls enjoying a sailing trip in the British Virgin Islands, surrounded by blue waters and snorkeling in a tropical paradise.

After an exhilarating morning, sail east to Cooper Island. Secure a mooring ball at Cooper Island Beach Club, a charming eco-friendly resort with a fantastic beachfront bar. Spend the afternoon lounging on the white sand beach, kayaking, or snorkeling around Cistern Point, one of the best snorkeling sites in the BVI. Cap off the evening with a rum cocktail and a delicious seafood dinner while watching the sunset.

Sunset view over the British Virgin Islands (BVI) with palm trees, beach chaises, and sailboats, creating a tropical paradise scene.

Day 3: The Baths at Virgin Gorda and North Sound

No trip to the BVI is complete without visiting The Baths on Virgin Gorda. Set sail early to arrive before the crowds and explore the massive granite boulders, hidden grottoes, and crystal-clear pools. It’s a magical place to swim, take photos, and soak in the natural beauty.

Sailing in the British Virgin Islands to Virgin Gorda, exploring The Baths and the clear blue waters of the Caribbean.

After exploring The Baths, sail up the coast to North Sound, a premier sailing destination. Drop anchor near Bitter End Yacht Club or Saba Rock, both offering fantastic dining and entertainment. If you’re up for an adventure, take a short dinghy ride to Prickly Pear Island for a secluded beach experience.

Day 4: Anegada – The Hidden Gem of the BVI

Today, set sail for Anegada, the only coral atoll in the BVI, located about 15 miles north of Virgin Gorda. Unlike the other mountainous islands, Anegada is flat, with stunning white sand beaches and vibrant coral reefs.

A catamaran sailing through the vibrant blue waters of the British Virgin Islands, surrounded by stunning tropical scenery and clear skies.

Once you arrive, rent a scooter or jeep and explore the island. Visit Loblolly Bay or Cow Wreck Beach, two of the most pristine beaches in the Caribbean. For lunch, enjoy fresh lobster at the famous Anegada Reef Hotel. The island’s secluded feel makes it the perfect spot to unwind and soak in the tranquil atmosphere.

A breathtaking view of a BVI sailing trip featuring crystal-clear blue waters, a scenic beach, and a cozy beach bar in the British Virgin Islands.

Day 5: Sail to Jost Van Dyke – Home of the Soggy Dollar Bar

Leave Anegada early and sail southwest towards Jost Van Dyke, the smallest of the main BVI islands but packed with charm and energy. Drop anchor at White Bay, home to the world-famous Soggy Dollar Bar, where you can sip on a signature Painkiller cocktail while sinking your toes into the soft sand.

Sailboat gliding across the Caribbean waters at sunset near Anegada during a BVI sailing trip, with a golden sky reflecting on the ocean.

For more fun, sail around to Great Harbour, where you’ll find the legendary Foxy’s Tamarind Bar, known for its live music and island-style BBQ. If you’re up for some adventure, hike to Bubbly Pool, a natural jacuzzi-like rock pool on the island’s northeast side.

Day 6: Cane Garden Bay, Willy T, and Sandy Cay

Depart Jost Van Dyke and make a quick stop at Sandy Cay, a tiny uninhabited island that looks like it’s straight out of a postcard. This is a perfect spot for a morning swim or a short nature walk.

Boat sailing in the blue waters of the British Virgin Islands, with lush tropical island scenery. — Sandy Cay

Continue sailing to Cane Garden Bay on Tortola, one of the most beautiful anchorages in the BVI. Spend your afternoon paddleboarding, snorkeling, or simply lounging on the beach. Enjoy dinner at Quito’s Gazebo, where you can indulge in delicious Caribbean cuisine while listening to live reggae music.

Before heading back to Tortola, make a stop at the famous Willy T., a legendary floating bar and restaurant off Peter Island. This lively hotspot is known for its rowdy atmosphere, delicious cocktails, and thrilling jumps off the top deck into the water. It’s the perfect way to celebrate your final full day in the BVI with some unforgettable fun.

Sailboat cruising through the crystal-clear waters of the British Virgin Islands with the iconic floating boat bar, Willy T, in the distance.

Day 7: Final Sail Back to Tortola and Return to St. Thomas

On your last morning, take a leisurely sail back to Tortola. If time allows, stop by Smuggler’s Cove, a hidden gem with calm waters and excellent snorkeling. As you return to Road Town, take a moment to reflect on the incredible journey through the BVI’s breathtaking islands.

Sailboat anchored near a tropical beach in the British Virgin Islands with calm blue waters and a vibrant sunset in the background.

After checking in your boat, you have the option to take a ferry or private water taxi back to St. Thomas for your departing flight. Celebrate your last night with a farewell dinner at Pusser’s Landing in Soper’s Hole, where you can raise a glass to an unforgettable week of sailing in paradise.

Final Tips for Your BVI Sailing Adventure

Plan ahead: Book your boat and moorings in advance, especially during peak season.
Pack light: Quick-dry clothes, swimsuits, and reef-safe sunscreen are essentials.
Stay flexible: Weather conditions may require slight itinerary changes, so always have a backup plan.
Respect marine life: Practice responsible snorkeling and anchoring to protect the fragile coral reefs.

A week sailing through the British Virgin Islands is truly a once-in-a-lifetime experience. From lively beach bars and world-class snorkeling spots to secluded beaches and breathtaking sunsets, this itinerary offers the perfect mix of adventure and relaxation. So set sail, embrace the island spirit, and get ready for an unforgettable journey through paradise!

A luxurious sailing boat glides across the turquoise waters of the British Virgin Islands, passing a private island with white sandy beaches and tall palm trees under a bright blue sky.

Check out my other posts on the BVI:

Sailing the British Virgin Islands with a Skipper: A Dreamy Escape to Paradise

BVI Sailing Tips for First-Time Visitors: What You Need to Know

Why the BVI is the Best Sailing Destination in the Caribbean