Explore the Leeward Islands in Luxury
Charter your Private Yacht experience with Ancora
Set your course for the Leeward Islands, a chain of sun-drenched gems in the northern Lesser Antilles. With each destination offering a different take on Caribbean life, from the regatta spirit of Antigua to the hidden grottos of Virgin Gorda or the jungle trails of St John, this region is a playground for private yachts. Trade long-haul sails for easy island hopping, with consistent trade winds and calm seas guiding you between protected anchorages, historic ports, and off-grid beaches only reachable by boat. At Ancora Yacht, we make the Leeward Islands yours to explore. Please find our sample itineraries below.
Experience Antigua & Barbuda with a 5-Day Itinerary
This charter blends elegance, culture, and untamed beauty. Sail from the heart of Antigua’s yachting scene to quiet coves only accessible by boat. From the coral reefs of Green Island to rum-fueled sunsets at Shirley Heights, you’ll experience a mix of adventure and indulgence, with time to relax on Barbuda’s pink sands along the way.
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![Aerial overlook of an island and harbor full of boats and deep blue water.]()
Day 1-2 | Falmouth Harbour & English Harbour
To Green Island
Length: 20 Nm | Speed: 12 knots
Estimated Time: 1 hour 40 mins
Start in Antigua’s southern harbours, where historic Nelson’s Dockyard and ruins meet the sea. After lunch at Pigeon Beach, set sail toward the coral-fringed shores of Green Island for a quiet anchorage under the stars.
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![An isolated island surrounded by deep blue water and white sand beaches.]()
Day 3-4 | Green Island & Nonsuch Bay
To Barbuda (Low Bay)
Length: 30 Nm | Speed: 12 knots
Estimated Time: 2 hours 30 mins
Enjoy a calm morning paddle or snorkel around Green Island’s reef. Cruise past the mouth of Nonsuch Bay before turning north to Barbuda’s remote pink-sand shoreline for the night.
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![Pink sand beaches have dark turquoise waves rushing ashore, with a partly cloudy deep blue sky above.]()
Day 4-5: Barbuda’s Pink Sand Beaches
To English Harbour
Length: 30 Nm | Speed: 12 knots
Estimated Time: 2 hours 30 mins
Explore Barbuda’s wide beaches and the Frigate Bird Sanctuary by tender, then return south to Antigua. Drop anchor near English Harbour and prepare for an evening of live music and sunset views at Shirley Heights.
Experience U.S. Virgin Islands (USVI): 3-Day Itinerary
With lush hillsides, colorful festivals, and protected marine parks, the USVI delivers a diverse mix of nature and culture. Chartering here gives you a front-row seat to coral reefs, hiking trails, and historic towns, with easy access and deep harbors for superyachts.
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![A palm tree reaches out over white sands, behind bright turquoise waters, and part of the island is in view.]()
Day 1-2 | Tortola & The Baths
To North Sound
Length: 20 Nm | Speed: 12 knots
Estimated Time: 50 mins
Start your journey in Tortola and sail to Virgin Gorda’s famous Baths. These giant granite boulders create a network of sea pools and caves, ideal for swimming, snorkeling, and sunbathing. After exploring, enjoy a short sail to the protected North Sound for the night.
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![A zoomed out aerial view of multiple land masses, showing deep blue water, and many boats in an outlet.]()
Day 3-4 | North Sound & Anegada
To Anegada & Wreck Alley
Length: 15 Nm | Speed: 12 knots
Estimated Time: 1 hour 15 mins
After breakfast in North Sound, cruise north to Anegada, the only coral atoll in the BVIs. Relax on long, empty beaches, watch for flamingos in the salt ponds, and enjoy lobster grilled fresh on the sand.
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![Super bright water and sky with warm sandy beaches. In the distance you see some boats.]()
Day 4-5 | Anegada & Wreck Alley
To Salt Island
Length: 30 Nm | Speed: 12 knots
Estimated Time: 2 hours 30 mins
Leave Anegada behind and sail south to Salt Island. This is home to the RMS Rhone shipwreck, a legendary Caribbean dive site surrounded by rich marine life. Spend the afternoon snorkeling or diving before anchoring nearby.
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![Dark teal water glimmers under a bright partly cloudy sky, next to green land mass.]()
Day 6 | Norman Island & The Caves
To Jost Van Dyke
Length: 12 Nm | Speed: 12 knots
Estimated Time: 1 hour
Explore the sea caves and snorkel sites of Norman Island, then grab lunch on the floating Willy T. Sail west in the afternoon toward Jost Van Dyke for your final night.
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![Sailboats sit in bright blue green water in front of a mountainous island.]()
Day 7 | Jost Van Dyke & Great Harbour
To Tortola
Length: 10 Nm | Speed: 12 knots
Estimated Time: 50 mins
Anchor off White Bay and relax on the beach before heading into Great Harbour. Visit Foxy’s for live music, local food, and a laid-back island sendoff.
Experience British Virgin Islands (BVI): 7-Day Itinerary
The BVIs are a dream for island-hopping with short sails, calm waters, and a new adventure every day.This extended 5-day charter lets you enjoy the hidden beaches, underwater wrecks, and beach bars thatmake this corner of the Leeward Islands such a standout.
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![A harbor of boats in front of bright orange roofed buildings on an island.]()
Day 1 | St Thomas & Yacht Haven Grande
To Leinster Bay, St John
Length: 10 Nm | Speed: 12 knots
Estimated Time: 50 mins
Kick things off in St Thomas, then cruise east to the quiet waters of St John. Anchor in Leinster Bay for your first taste of protected national park scenery.
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![The bright teal ocean water flows between two mountainous bits of land.]()
Day 2 | Leinster Bay, St John
To St Croix
Length: 35 Nm | Speed: 12 knots
Estimated Time: 3 hours
Spend the morning snorkeling Trunk Bay or hiking to the Annaberg sugar plantation ruins. In the afternoon, begin your longer sail south to St Croix.
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![Many palm trees can be seen on the left, a sandy beach in the middle, and the calm bright blue ocean on the right.]()
Day 3 | St Croix
To Charlotte Amalie, St Thomas
Length: 35 Nm | Speed: 12 knots
Estimated Time: 3 hours
Anchor off Buck Island for snorkeling or reef diving, then cruise back to St Thomas. Dock in Charlotte Amalie and head ashore for shopping, music, or a final night of celebration.
