Private Charter 
For The Leeward Islands

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.

ENQUIRE

Experience Antigua & Barbuda: 
3-Day Sample 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.

Enquire

Day 1-2: Falmouth Harbour & English Harbour

To Green Island

Length
20 Nm

Estimated Time
1h 40 min

Speed
12 knots

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.

Day 3-4: Green Island & Nonsuch Bay

To Barbuda (Low Bay)

Length
30 Nm

Estimated Time
2h 30 min

Speed
12 knots

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.

Day 4-5: Barbuda’s Pink Sand Beaches

To English Harbour

Length
30 Nm

Estimated Time
2h 30 min

Speed
12 knots

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 British Virgin Islands (BVI): 
7-Day Sample 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 that make this corner of the Leeward Islands such a standout.

ENQUIRE

Day 1-2: Tortola & The Baths

To North Sound

Length

10 Nm

Estimated Time

0h 50 min

Speed

12 knots

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.

Day 3-4: North Sound & Anegada

To Anegada & Wreck Alley

Length

15 Nm

Estimated Time

1h 15 min

Speed

12 knots

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.

Day 4-5: Anegada & Wreck Alley

To Salt Island

Length

30 Nm

Estimated Time

2h 30 min

Speed

12 knots

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.

Day 6: Norman Island & The Caves

To Jost Van Dyke

Length

12 Nm

Estimated Time

1h 00 min

Speed

12 knots

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.

Day 7: Jost Van Dyke & Great Harbour

To Tortola

Length

10 Nm

Estimated Time

0h 50 min

Speed

12 knots

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 U.S. Virgin Islands (USVI): 
3-Day Sample 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.

ENQUIRE

Day 1: St Thomas & Yacht Haven Grande

To Leinster Bay, St John

Length
10 Nm

Estimated Time
0h 50 min

Speed
12 knots

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.

Day 2: Leinster Bay, St John

To St Croix

Length
35 Nm

Estimated Time
3h 00 min

Speed
12 knots

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.

Day 3: St Croix

To Charlotte Amalie, St Thomas

Length
35 Nm

Estimated Time
3h 00 min

Speed
12 knots

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.

Motor Yacht Ancora

Launched in 2023, motor yacht Ancora stands out as one of the latest and most in-demand yachts available for charter in the market!

Accommodating up to 10 guests in its luxurious cabins, every journey on board Ancora is meticulously tailored, providing exquisite dining, a variety of water activities, and a devoted crew dedicated to crafting memorable moments at sea.

Ancora is accompanied by our extraordinary chase vessel “Go Fast Boat”, a stylish and contemporary 54’ tender prepared to transport you wherever you desire.

Ancora is more than just a yacht; it's a gateway to a world of luxury, adventure, and unparalleled elegance.

"Go Fast Boat" Details

Length

155’ / (47m)

Guests

10

CABINS

5

CREW

9

Choose Your Yacht
for Charter

Explore a curated fleet of luxury yachts available for charter in the Leeward Islands. From sleek motor yachts to spacious superyachts, each vessel offers a unique blend of style, comfort, and capacity for your perfect escape.

Learn More

Water Toys

Make the most of your time on the water with a premium selection of cutting-edge water toys—jet skis, seabobs, paddleboards, and more. Adventure, relaxation, and play are always within reach.

Learn More

Frequently Asked Questions

          WHAT IS INCLUDED IN THE COST OF A LEEWARD ISLANDS YACHT CHARTER?
          −
        
          Your Ancora Yacht charter includes private access to your chosen yacht, a full professional crew, and use of all onboard amenities. Expenses like food, fuel, taxes, dockage, and gratuities are typically handled through an Advance Provisioning Allowance (APA). If you’re anchored off small islands in the BVI or sailing into the harbors of Antigua, everything is tailored to your trip.
        
          DO I NEED SAILING EXPERIENCE TO CHARTER A YACHT?
          +
        
          No boating license or prior experience is needed. Every charter comes with a captain and experienced crew, allowing you to enjoy the ride as the trade winds carry you through the Caribbean Sea.
        
          WHAT TRAVEL DOCUMENTS DO I NEED?
          +
        
          You’ll need a valid passport. Before departure, you’ll complete a charter agreement and a preference sheet that outlines your dietary needs and ideal activities, like snorkeling off the coast of St John or visiting naval heritage sites in Antigua.
        
          CAN I CHOOSE THE FOOD AND DRINKS ONBOARD?
          +
        
          Yes. Your chef will create a custom menu based on your preferences. From elegant dinners to beach barbecues, expect flavors inspired by global cuisine and the local ingredients of the West Indian Islands.
        
          WHEN IS THE BEST TIME TO CHARTER IN THE LEEWARD ISLANDS?
          +
        
          Peak season runs from December to April. This stretch of the Leeward chain sees consistent breezes, calm seas, and ideal temperatures, all perfect for exploring protected anchorages and coastal towns.
        
          WHAT MAKES THE LEEWARD ISLANDS UNIQUE COMPARED TO OTHER ISLANDS?
          +
        
          The Leewards offer easy sailing, short passages, and diverse stops, from the pink sands of Barbuda to the hidden sea caves of Norman Island. Unlike the Windward Islands, which cover the southern arc of the Lesser Antilles, the Leewards sit farther north and cater to travelers looking for relaxed, upscale island-hopping.
        
          ARE THE LEEWARD ISLANDS PART OF THE LESSER ANTILLES?
          +
        
          Yes. The Leeward Islands form the northern portion of the Lesser Antilles, a volcanic and coral island region in the West Indies. These include Antigua, Barbuda, the British Virgin Islands, the US Virgin Islands, and other islands like St Barts and St Martin, depending on your itinerary.
        
          CAN WE VISIT SOME WINDWARD ISLANDS (SAINT VINCENT, GRENADA, DOMINICA) ON THIS TRIP?
          +
        
          Not on this itinerary. Saint Vincent, Grenada, and Dominica are part of the Windward group, also known as the îles du vent or islas de barlovento, located at the southern end of the Lesser Antilles. Visiting these destinations would require a separate charter focused on the Windward Islands. If you're looking to explore the Greater Antilles, including Puerto Rico or Jamaica, we offer alternate routes outside the Eastern Caribbean.