Tortola to The Bight
Arrival and island discovery
Begin your Caribbean adventure in picturesque Tortola, the gateway to the Virgin Islands. After settling onboard your yacht, enjoy a short cruise to The Bight on Norman Island, one of the most iconic anchorages in the Caribbean. Discover world-class snorkeling at The Caves and The Indians, then celebrate your arrival with sunset drinks at the legendary floating Willy T's.
Highlights:
- •Settle into your yacht
- •Snorkel at The Caves or The Indians
- •Sunset drinks at Willy T's
Cooper Island
Tropical tranquility and reef exploration
Enjoy an easy cruising day to beautiful Cooper Island, a laid-back escape with world-class snorkeling. Swim alongside sea turtles and vibrant reef fish in crystal-clear waters, then relax at the iconic Cooper Island Beach Club Rum Bar. The island's relaxed atmosphere and excellent rum punch make this a perfect day of Caribbean bliss.
Highlights:
- •Snorkeling with turtles and reef fish
- •Lunch and cocktails at Cooper Island Beach Club
- •Explore pristine coral gardens
Virgin Gorda & Trellis Bay
Iconic geology and island charm
Experience the breathtaking natural wonder of The Baths on Virgin Gorda, where massive granite boulders create enchanting pools and hidden grottoes. Swim through underground caves into Devil's Bay and explore this magical geological playground. In the evening, anchor in charming Trellis Bay for a low-key island atmosphere with excellent local restaurants and bars.
Highlights:
- •Explore The Baths granite formations and caves
- •Swim through grottoes into Devil's Bay
- •Enjoy dinner at Trellis Bay restaurants
North Sound
Luxury island cluster and water sports
Cruise through the exclusive North Sound, dotted with luxury island resorts and pristine beaches. Visit Necker Island, Moskito Island, or Oil Nut Bay, each with unique charm and sophistication. Enjoy lunch at Saba Rock or the legendary Bitter End Yacht Club, then relax with world-class water sports and pristine anchorages in gin-clear waters.
Highlights:
- •Cruise through luxury island cluster
- •Lunch at Saba Rock or Bitter End Yacht Club
- •Water sports and pristine swimming
Anegada
Flamingos, reefs, and remote beauty
Discover the Caribbean's most unique island: flat, remote Anegada, where wild flamingos roam endless beaches and pristine reef systems teem with marine life. This one-of-a-kind destination offers dramatic contrasts to the mountainous islands you've explored. Experience the island's signature experience: fresh lobster dinner on the beach under the stars, a memory that lasts a lifetime.
Highlights:
- •Spot flamingos and pristine beach landscapes
- •Explore world-class reef systems and coral gardens
- •Signature lobster beach dinner under the stars
Guana Island to Jost Van Dyke
Pristine anchorages and sunset sailing
Make a peaceful stop at quiet, pristine Guana Island for swimming and snorkeling in protected waters. Then sail to the vibrant Jost Van Dyke, a legendary Caribbean destination known for its barefoot luxury and island energy. Watch the sun set over White Bay while surrounded by tropical beauty and the anticipation of legendary beach bars and dining.
Highlights:
- •Quiet swim stop at Guana Island
- •Afternoon arrival in Jost Van Dyke
- •Sunset views and beach bar atmosphere
Jost Van Dyke
Caribbean beach culture at its finest
Experience one of the Caribbean's best beaches at White Bay, with powdery sand and turquoise waters perfect for swimming and relaxation. Enjoy drinks at the iconic Soggy Dollar Bar (famous for inventing the Painkiller), then savor lunch at trendy Hendo's Hideout serving modern Caribbean cuisine. This is the epitome of laid-back Caribbean island living at its absolute best.
Highlights:
- •White Bay—one of the best Caribbean beaches
- •Drinks at the iconic Soggy Dollar Bar
- •Lunch at Hendo's Hideout
St John, USVI
National park waters and turtle encounters
Cross into US Virgin Islands waters and anchor in pristine St John, home to Virgin Islands National Park. Snorkel with endangered sea turtles in protected marine reserves and explore some of the Caribbean's most pristine beaches. The park's unreal scenery and crystal-clear waters make this a must-do destination for nature lovers and water sports enthusiasts.
Highlights:
- •Snorkel with sea turtles in protected waters
- •Explore Virgin Islands National Park beaches
- •Pristine marine reserve ecosystems
St Thomas
Fine dining and Caribbean energy
Arrive at bustling St Thomas, offering a blend of natural beauty and Caribbean energy. Enjoy world-class shopping in Charlotte Amalie, relax at upscale beach clubs, or dine at fine restaurants serving fresh seafood and international cuisine. This vibrant island provides the perfect balance of activity and indulgence before your final evening aboard.
Highlights:
- •Charlotte Amalie shopping and exploration
- •Beach clubs and water activities
- •Fine dining and sunset experiences
Return to Tortola
Final memories and Caribbean farewell
Begin your final day with an easy morning cruise back to Tortola, your home port. Enjoy a last swim stop at a favorite anchorage or explore any area you may have missed. Reflect on ten unforgettable days of island-hopping, pristine beaches, legendary bars, and Caribbean magic before disembarking with memories that will last a lifetime.
Highlights:
- •Final swim stop and exploration
- •Easy return cruise to Tortola
- •Farewell dinner and reflection
Duration
10 Days / 9 Nights
Destination
Virgin Islands, Caribbean
Available Dates
November - April
Locations
Starting: Tortola
Finishing: Tortola