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Sample Itinerary Seven Days

Arriving by Ferry from St Thomas

Welcome aboard SISU

After checking in at the British Virgin Islands ferry dock, it’s approximately a 500-meter walk or ride from the St. Thomas/Road Town ferry dock to the Village Cay Marina

After we've gone through the safety deets and got acquainted with our yacht, we're all set to embark on our unforgettable sailing journey! We'll hoist the sails and set sail for our first stop: the charming Cooper Island.  We will indulge in a  delightful lunch before you go and explore the shore. Cooper Island offers a delightful blend of natural beauty, relaxation, and adventure. Here are some of its captivating attractions:

Cooper Island Beach Club
Located on picturesque Manchioneel Bay, this charming family owned beach club invites you to unwind. Enjoy pristine sands, turquoise waters, and swaying palms. The SeaGrape Boutique here offers everything from sunscreen to chic threads. 

You never knew rum could taste good on its own until you visited the Rum Bar and you don't have to know anything about rum, the knowledgeable staff will enlighten you! You can’t go wrong with over 280 rums to choose from.

Cooper Island serves as a nesting ground for sea turtles. It is possible to witness these gentle creatures as they lay their eggs and embark on their remarkable journey.
Snorkel at Cistern Point in its crystal-clear waters and encounter vibrant underwater ecosystems.​

After soaking up all the island has to offer, we'll head back to SISU, where we'll whip up some delicious cocktails and tasty nibbles just in time to catch the breathtaking sunset. Then, we'll cap off the day with a scrumptious dinner under the stars. It's a night to remember as we cozy up for an overnight stay on Cooper Island.

After we've gone through the safety deets and got acquainted with our yacht, we're all set to embark on our unforgettable sailing journey! We'll hoist the sails and set sail for our first stop: the charming Cooper Island.  We will indulge in a  delightful lunch before you go and explore the shore. Cooper Island offers a delightful blend of natural beauty, relaxation, and adventure. Here are some of its captivating attractions: ​ Cooper Island Beach Club Located on picturesque Manchioneel Bay, this charming family owned beach club invites you to unwind. Enjoy pristine sands, turquoise waters, and swaying palms. The SeaGrape Boutique here offers everything from sunscreen to chic threads.  ​ You never knew rum could taste good on its own until you visited the Rum Bar and you don't have to know anything about rum, the knowledgeable staff will enlighten you! You can’t go wrong with over 280 rums to choose from. ​ Cooper Island serves as a nesting ground for sea turtles. It is possible to witness these gentle creatures as they lay their eggs and embark on their remarkable journey. Snorkel at Cistern Point in its crystal-clear waters and encounter vibrant underwater ecosystems.​ ​ After soaking up all the island has to offer, we'll head back to SISU, where we'll whip up some delicious cocktails and tasty nibbles just in time to catch the breathtaking sunset. Then, we'll cap off the day with a scrumptious dinner under the stars. It's a night to remember as we cozy up for an overnight stay on Cooper Island.

Day 1
Cooper Island
Day 2
The Baths - Day Stop

Weather permitting, we can explore the captivating Baths of Virgin Gorda. This natural wonder is a must-visit for travelers seeking adventure and awe-inspiring beauty.

For panoramic views, head to the Top of the Baths restaurant. From this vantage point, gaze out over the rugged coastline, azure waters, and scattered islets. It’s the perfect spot for a refreshing drink.

The Baths are a geological marvel, where massive granite boulders create a labyrinth of tidal pools, tunnels, and arches. These formations are open to the sea, allowing sunlight to filter through and create magical underwater scenes. 

Explore the maze-like passages that lead to hidden rock pools. Discover the famous Cathedral Room, a natural pool nestled inside a small cave. The play of light and shadow here is mesmerizing, making it a photographer’s paradise.

After all the hiking, it's time to replenish your strength with a light Caribbean lunch on SISU, before setting sail.

Weather permitting, we can explore the captivating Baths of Virgin Gorda. This natural wonder is a must-visit for travelers seeking adventure and awe-inspiring beauty. For panoramic views, head to the Top of the Baths restaurant. From this vantage point, gaze out over the rugged coastline, azure waters, and scattered islets. It’s the perfect spot for a refreshing drink. The Baths are a geological marvel, where massive granite boulders create a labyrinth of tidal pools, tunnels, and arches. These formations are open to the sea, allowing sunlight to filter through and create magical underwater scenes.  Explore the maze-like passages that lead to hidden rock pools. Discover the famous Cathedral Room, a natural pool nestled inside a small cave. The play of light and shadow here is mesmerizing, making it a photographer’s paradise. ​ After all the hiking, it's time to replenish your strength with a light Caribbean lunch on SISU, before setting sail.

We're casting off towards the North Sound in Virgin Gorda, famously known as the Billionaires Playground. Picture this: crystal-clear turquoise waters that practically beg for a photo op, with Sir Richard Branson of Virgin Brand owning Necker Island and Moskito Island, and Larry Page from Google snagging Eustatia Island a while back. Keep your eyes peeled, because these high-flyers are often spotted kiteboarding in these dazzling waters.

But that's not all – there's a whole world of exploration waiting for you here! Grab a Stand Up Board or Sea Scooter and dive into the stunning surroundings, or hop on a dinghy ride to the legendary Bitter End Yacht Club or Saba Rock for some top-notch cocktails and unbeatable vibes.

After a day of excitement and discovery, head back to SISU for a mouthwatering dinner that's sure to hit the spot. Then, settle in for the night in the tranquil beauty of the North Sound of Virgin Gorda. It's an experience you won't soon forget!

We're casting off towards the North Sound in Virgin Gorda, famously known as the Billionaires Playground. Picture this: crystal-clear turquoise waters that practically beg for a photo op, with Sir Richard Branson of Virgin Brand owning Necker Island and Moskito Island, and Larry Page from Google snagging Eustatia Island a while back. Keep your eyes peeled, because these high-flyers are often spotted kiteboarding in these dazzling waters. ​ But that's not all – there's a whole world of exploration waiting for you here! Grab a Stand Up Board or Sea Scooter and dive into the stunning surroundings, or hop on a dinghy ride to the legendary Bitter End Yacht Club or Saba Rock for some top-notch cocktails and unbeatable vibes. ​ After a day of excitement and discovery, head back to SISU for a mouthwatering dinner that's sure to hit the spot. Then, settle in for the night in the tranquil beauty of the North Sound of Virgin Gorda. It's an experience you won't soon forget!

Day 2
Virgin Gorda - Bitter End

Get ready to embark on a fantastic new day aboard Sisu! Start your morning off right with a delightful and energizing breakfast, setting the perfect tone for our journey to Anegada, a captivating destination beckoning on the horizon. Today's sail promises to be an adventure, with Anegada, the crown jewel of the British Virgin Islands, awaiting our arrival around midday. This will be the longest sail of the trip.

Anegada boasts some of the planet's most breathtaking coral reefs, pristine sandy shores, and mesmerizing sunsets. Fancy a land-based excursion? Consider renting a moped, scooter, or Moke to explore this enchanting island's unique charms. And for a culinary delight, don't miss the chance to savor the famed Anegada spiny lobster, freshly caught and served right on the beach for an unforgettable dinner experience.

After a day of exploration and indulgence, return to the comfort of Sisu for afternoon cocktails, accompanied by the spectacle of a breathtaking sunset. If a spiny lobster was not for you, delight in a scrumptious feast expertly crafted by Petro. As night falls, let the tranquility of Anegada lull you into a restful overnight stay, ensuring you're fully rejuvenated for the adventures that lie ahead.

Get ready to embark on a fantastic new day aboard Sisu! Start your morning off right with a delightful and energizing breakfast, setting the perfect tone for our journey to Anegada, a captivating destination beckoning on the horizon. Today's sail promises to be an adventure, with Anegada, the crown jewel of the British Virgin Islands, awaiting our arrival around midday. This will be the longest sail of the trip. ​ Anegada boasts some of the planet's most breathtaking coral reefs, pristine sandy shores, and mesmerizing sunsets. Fancy a land-based excursion? Consider renting a moped, scooter, or Moke to explore this enchanting island's unique charms. And for a culinary delight, don't miss the chance to savor the famed Anegada spiny lobster, freshly caught and served right on the beach for an unforgettable dinner experience. ​ After a day of exploration and indulgence, return to the comfort of Sisu for afternoon cocktails, accompanied by the spectacle of a breathtaking sunset. Then, delight in a sumptuous feast expertly crafted by Petro. As night falls, let the tranquility of Anegada lull you into a restful overnight stay, ensuring you're fully rejuvenated for the adventures that lie ahead.

Day 3
Anegada
Day 4 - Day Stop
Guana Island - Monkey Point

Get ready to kick off another memorable day on board! After a delicious breakfast, join Captain Frik for an exciting chart briefing where we'll trace our journey so far and chart the course ahead. Today, our destination is Monkey Point, nestled along the serene southern shores of Guana Island. Prepare to be enchanted by its pristine white sands and the mesmerizing underwater world perfect for snorkeling adventures.

Following an exhilarating morning of snorkeling and a delectable lunch, we'll set sail for the scenic Cane Garden Bay on Tortola's northern coastline. 

Day 4 - Day Stop
Guana Island - Monkey Point

Get ready to kick off another memorable day on board! After a delicious breakfast, join Captain Frik for an exciting chart briefing where we'll trace our journey so far and chart the course ahead. Today, our destination is Monkey Point, nestled along the serene southern shores of Guana Island. Prepare to be enchanted by its pristine white sands and the mesmerizing underwater world perfect for snorkeling adventures. ​ Following an exhilarating morning of snorkeling and a delectable lunch, we'll set sail for the scenic Cane Garden Bay on Tortola's northern coastline.  ​

Day 4
Cane Garden Bay

This idyllic spot boasts palm-fringed shores and a vibrant Caribbean atmosphere, offering the perfect backdrop for a leisurely afternoon. Dive into the crystal-clear waters for a refreshing swim, indulge in some water sports fun, or simply unwind with a tropical drink at one of the local bars, soaking in the laid-back island vibe.

And for a taste of local history and flavor, a visit to the renowned Callwood Rum Distillery is a must. Explore the rustic grounds where rum has been crafted for over three centuries, and perhaps sample some of their finest creations.

As the day transitions into evening, don't miss the opportunity to witness one of the legendary BVI sunsets painting the sky over Cane Garden Bay. Then it's cocktail hour as we toast to another unforgettable day, with the sun dipping below the horizon and casting a golden glow over the surrounding islands. Dinner time accompanied by great company, making cherished memories under the starlit Caribbean sky. Rest easy knowing you're in the heart of paradise as we overnight in the tranquil embrace of Cane Garden Bay.

This idyllic spot boasts palm-fringed shores and a vibrant Caribbean atmosphere, offering the perfect backdrop for a leisurely afternoon. Dive into the crystal-clear waters for a refreshing swim, indulge in some water sports fun, or simply unwind with a tropical drink at one of the local bars, soaking in the laid-back island vibe. ​ And for a taste of local history and flavor, a visit to the renowned Callwood Rum Distillery is a must. Explore the rustic grounds where rum has been crafted for over three centuries, and perhaps sample some of their finest creations. ​ As the day transitions into evening, don't miss the opportunity to witness one of the legendary BVI sunsets painting the sky over Cane Garden Bay. Then it's cocktail hour as we toast to another unforgettable day, with the sun dipping below the horizon and casting a golden glow over the surrounding islands. Dinner time accompanied by great company, making cherished memories under the starlit Caribbean sky. Rest easy knowing you're in the heart of paradise as we overnight in the tranquil embrace of Cane Garden Bay.

Day 5
Sandy Cay - Day Stop

After another scrumptious breakfast, we head for Sandy Cay.  It is the little pearl dangling from Jost Van Dyke’s eastern ear. And what a jewel it is. Waves curl onto it’s perfectly shaped, deep sugar sand beach in an endless caress. Not a building in sight. Your private eden.

You will find a whole lot of nothing. A few trails to wander over the landscape of palm gardens and other greenery, and quite possibly one of the most photogenic beaches in the Virgin Islands. If you get here early enough, you can have the whole place to yourself for a few hours. And what magic that can be…

Back on Sisu we indulge in a delicious lunch whilst enjoying a calm and relaxing downwind sail to Jost van Dyke.

Foxy's Taboo at Diamond Cay is the perfect place to stop for libations (we recommend the Wreck on da Rocks) before a nice hike to the Bubbly Pool. It is an absolute must while you are here. 

 

The easy 10-15 min walk is a great activity for the whole gang and should be on everyone’s to do list!  Take note of the quirky directions as you enjoy the scenery, so don't forget your camera. This magical little spot is like nowhere else in the Territory, with its unique tranquil pool that gets bombarded with foamy bubbles when the north swell is up.  

Foxy's Taboo at Diamond Cay is the perfect place to stop for libations (we recommend the Wreck on da Rocks) before a nice hike to the Bubbly Pool. It is an absolute must while you are here.  The easy 10-15 min walk is a great activity for the whole gang and should be on everyone’s to do list!  Take note of the quirky directions as you enjoy the scenery, so don't forget your camera. This magical little spot is like nowhere else in the Territory, with its unique tranquil pool that gets bombarded with foamy bubbles when the north swell is up.   ​

Day 5
Little Jost Van Dyke - Foxy's Taboo and Bubbly Pool - Day Stop
Day 5
Jost Van Dyke - Little Harbor

Legs are stretched and heartrate up, time to move on as we hop around the corner to Harris’ Place, nestled in Little Harbor.  If you have not had your fill of Spiny Lobster yet, this is the place to be.

 

As you step into this charming restaurant and marina, you’re greeted by the warm hospitality of Cynthia Jones, the heart and soul of Harris’ Place. Cynthia, not only a skilled chef but also a delightful entertainer, ensures that your visit is filled with laughter and joy. And don’t miss out on their signature Bushwhackers—a frosty cocktail that’s so good, they guarantee it or it’s free! 

Back on Sisu where yummy rummy cocktails await.  Enjoy the tranquility of this charming little bay before sitting down to a delightful dinner under the Caribbean sky.  Gently rock to sleep whilst dreaming of a wonderful day . . . . 

Legs are stretched and heartrate up, time to move on as we hop around the corner to Harris’ Place, nestled in Little Harbor.  If you have not had your fill of Spiny Lobster yet, this is the place to be. As you step into this charming restaurant and marina, you’re greeted by the warm hospitality of Cynthia Jones, the heart and soul of Harris’ Place. Cynthia, not only a skilled chef but also a delightful entertainer, ensures that your visit is filled with laughter and joy. And don’t miss out on their signature Bushwhackers—a frosty cocktail that’s so good, they guarantee it or it’s free!  ​ Back on Sisu where yummy rummy cocktails await.  Enjoy the tranquility of this charming little bay before sitting down to a delightful dinner under the Caribbean sky.  Gently rock to sleep whilst dreaming of a wonderful day . . . .  ​ ​

Day 6
Jost Van Dyke - Foxy's and Soggy Dollar

Get ready for a delightful day of exploration and relaxation. After a scrumptious breakfast to fuel your adventures, we'll sail over to Great Harbour, the lively hub of Jost Van Dyke and home to the renowned Foxy's. Prepare to be entertained by the charismatic Foxy himself as you enjoy the laid-back ambiance and maybe even join in a lively Caribbean dance. 

A leisurely stroll down the sandy beach road will take you past colorful bars and restaurants, each with their own unique flavor.  A must stop is Corsairs, owned by Vinny . . . . what a character!!!

 

After lunch, we will hop around the corner to White Bay, renowned for its pristine sands and the legendary Soggy Dollar Bar, where the beloved BVI cocktail, The Painkiller, was born. Indulge your senses as you sip on refreshing cocktails, partake in beach games, or simply unwind in the inviting hammocks while soaking up the vibrant atmosphere. White Bay is the epitome of island bliss, offering endless opportunities for fun and relaxation.

Time to get the skins out of the sun, back on Sisu for more cocktails and a delish dinner. As we settle in for the night, let the magic of Jost Van Dyke surround you, ensuring a restful overnight stay filled with the promise of more adventures to come.

Get ready for a delightful day of exploration and relaxation. After a scrumptious breakfast to fuel your adventures, we'll sail over to Great Harbour, the lively hub of Jost Van Dyke and home to the renowned Foxy's. Prepare to be entertained by the charismatic Foxy himself as you enjoy the laid-back ambiance and maybe even join in a lively Caribbean dance.  ​ A leisurely stroll down the sandy beach road will take you past colorful bars and restaurants, each with their own unique flavor.  A must stop is Corsairs, owned by Vinny . . . . what a character!!! After lunch, we will hop around the corner to White Bay, renowned for its pristine sands and the legendary Soggy Dollar Bar, where the beloved BVI cocktail, The Painkiller, was born. Indulge your senses as you sip on refreshing cocktails, partake in beach games, or simply unwind in the inviting hammocks while soaking up the vibrant atmosphere. White Bay is the epitome of island bliss, offering endless opportunities for fun and relaxation. ​ Time to get the skins out of the sun, back on Sisu for more cocktails and a delish dinner. As we settle in for the night, let the magic of Jost Van Dyke surround you, ensuring a restful overnight stay filled with the promise of more adventures to come.the epitome of island bliss, offering endless opportunities for fun and relaxation.ise of more adventures to come.

Day 7
The Bight - Norman's Island

Indulge in the ultimate morning awakening as the tantalizing scent of freshly brewed coffee fills the air, complemented by a delicious breakfast. Energized and ready for adventure, we'll set sail to The Indians, a breathtaking national park nestled just off Pelican Island. These pristine islets teem with vibrant marine life, offering an unparalleled snorkeling experience.

Continuing our journey, we'll venture to the legendary Norman Island, said to have inspired the classic tale of Treasure Island by Robert Louis Stevenson. Explore the island's rugged beauty with invigorating hikes along scenic trails.

 

For a truly unforgettable experience, dive into the mysterious water-level caves, where darkness adds an exhilarating twist to your snorkeling adventure.

After a day filled with exploration and excitement, we'll rendezvous at the renowned William Thornton Floating Bar and Restaurant, affectionately known as Willy T’s, is a legendary Caribbean bar that rides afloat a rather convincing pirate ship – loaded with grog and grub. Since 1989, Willy T’s has brought swashbuckling fun to BVI waters with its unique floating bar, where sailors of the high seas can drop anchor to drink up on a decommissioned tanker.

Raise a glass to the memories made and the adventures shared aboard SISU, as we savor a celebratory evening meal accompanied by refreshing cocktails. Relish in the camaraderie of fellow travelers as we reminisce about the highlights of our unforgettable week sailing through the British Virgin Islands. As night falls, let the tranquility of Norman Island embrace you, promising a restful overnight stay.

Indulge in the ultimate morning awakening as the tantalizing scent of freshly brewed coffee fills the air, complemented by a delicious breakfast. Energized and ready for adventure, we'll set sail to The Indians, a breathtaking national park nestled just off Pelican Island. These pristine islets teem with vibrant marine life, offering an unparalleled snorkeling experience. ​ Continuing our journey, we'll venture to the legendary Norman Island, said to have inspired the classic tale of Treasure Island by Robert Louis Stevenson. Explore the island's rugged beauty with invigorating hikes along scenic trails. For a truly unforgettable experience, dive into the mysterious water-level caves, where darkness adds an exhilarating twist to your snorkeling adventure. ​ After a day filled with exploration and excitement, we'll rendezvous at the renowned William Thornton Floating Bar and Restaurant, affectionately known as Willy T’s, is a legendary Caribbean bar that rides afloat a rather convincing pirate ship – loaded with grog and grub. Since 1989, Willy T’s has brought swashbuckling fun to BVI waters with its unique floating bar, where sailors of the high seas can drop anchor to drink up on a decommissioned tanker. ​ Raise a glass to the memories made and the adventures shared aboard SISU, as we savor a celebratory evening meal accompanied by refreshing cocktails. Relish in the camaraderie of fellow travelers as we reminisce about the highlights of our unforgettable week sailing through the British Virgin Islands. As night falls, let the tranquility of Norman Island embrace you, promising a restful overnight stay.

Day 8
Village Cay Marina - Tortola

Savor a delightful and nourishing breakfast to kickstart the day. After a refreshing morning swim to invigorate the senses, gather with your fellow travelers for some cherished group photos, capturing the memories we've created together.

Join us as we sail towards Tortola, where we'll bid a temporary goodbye with hopeful hearts, knowing that the spirit of adventure will bring us together again. Until we meet again, let's treasure the moments and the friendships forged amidst the beauty of the sea.

We return to Village Cay Marina. There are taxi services to take you back to the St Thomas - Road Town Ferry Terminal or to Beef Island Airport. Plan ahead of time to get to St Thomas airport. It is approximately 50 minutes ferry ride and then a short taxi ride to St Thomas Airport.

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