Antigua is an excellent place to start.
If you’re looking for an adventure-filled with relaxation, go for Leeward Islands Yacht Charters. Take a trip to this little piece of paradise. Would you like to swim in the warm waters or lie under a palm tree with a good book?
Antigua, a beautiful island, has something for everyone, so including Leeward Islands Yacht Charters is essential. Teeming with natural beauty, blue waters, and white sand beaches, you can even enjoy the vibrant nightlife. All in all, Antigua is always an excellent choice for starting your Leeward Islands Yacht Charter.
Request Leeward Islands Yacht Options
Share your dates and guest count to start planning.
Continue to the inquiry form to add your preferred islands,
yacht type, cabin needs, and budget.
New to Crewed Yacht Chartering?
If this is your first charter, BVISAIL can also help you understand how chartering works, what is included, how pricing works, and how to prepare for your week aboard.
🚩Why Charter?
Discover why yacht charters offer more freedom, privacy, and value than resorts and cruises.
Discover the Benefits → ⚓How It Works
See the simple 5-step process from inquiry to embarkation.
See the Process → 💰Pricing Guide
Understand weekly charter costs and what’s included.
View Pricing → 📅Sample Itinerary
Explore a day-by-day sailing plan for families and couples.
See Itinerary → 📝Inquiry Form
Share your travel dates, group details, and preferences to get matched with the perfect yacht.
Plan Your Yacht Escape → Power 
From EUR 590,000 /wk
- 66.4 meter
- 12 guests
- Built: 2014
- Power
From $420,000 /wk
- 65.2 meter
- 12 guests
- Built: 2010
- Power
From $600,000 /wk
- 61 meter
- 12 guests
- Built: 2021
- Power
From $420,000 /wk
- 196 feet
- 12 guests
- Built: 2009
- Yacht Type
From $320,000 /wk
- 180 feet
- 12 guests
- Built: 2012
- Power
From $199,000 /wk
- 165 feet
- 12 guests
- Built: 2009
- Power
Barbuda | Leeward Islands Yacht Charters
If you’re looking for tranquillity and unspoiled natural beauty? Then, Barbuda is the ideal destination to visit on a yacht charter. The island has miles of primarily deserted sandy beaches around its coastline. These include the famous Pink Sand Beach on the south coast.
The distinctive color comes from the crushed shell and coral fragments mixing with the sand, and the hue changes through the seasons.
Discover the latest updates on Barbuda vacations!
Green Island
No people live on the desert Green Island. Located only two hours from Antigua, this island has everything you would expect in the Caribbean. It has crystal clear waters, soft sugar sandy beaches, and abundant swaying palms.
So, experience paradise in Green Island. It might be a small island yet a popular destination for private yacht charters.
St Kitts and Nevis
The island of St. Kitts, known as the Secret Caribbean, is famous for its historical and cultural wonders. It is along with Nevis, with unspoiled, tropical islands.
The islands are among the most beautiful and picturesque in the Caribbean. Truly a paradise for nature lovers. After all, they take care of nature here.
St Barts
St Barts is a gorgeous island in the Leeward Islands with stunning cruising grounds. Additionally surrounded by intense natural beauty, distinctly French architecture, and an exclusive vibe as a jet-set beach retreat. The island has immense natural beauty and luxurious amenities in a chic, relaxed environment.
The modern marina can accommodate up to 160 yachts. And there are high-end boutiques close to the Rue de la Republique, which will delight shopping enthusiasts.
Gustavia, the island’s capital, lures visitors with its architecture, chic bars, and elegant cafés. This gorgeous cruising ground has immense natural beauty and luxurious amenities in a chic, relaxed environment.
Anguilla | Leeward Islands Yacht Charters
Luxury Yacht charter guests looking for a relaxing tropical retreat should consider visiting Anguilla. It is a 16-mile-long island in the Caribbean with plenty of activities and stunning secluded beaches.
Exceptional dining establishments, a vibrant music and arts scene, and warm and welcoming islanders – all in this island. You can also explore 33 glorious beaches within the island.
If you’re looking for an island with great dining, golfing, and areas to sail, look no further than Anguilla. And more fun water sports activities as well.
US Virgin Islands
Opt for quiet anchorages, especially during the off-season from May to early December. The U.S. Virgin Islands have the U.S. National Parks Service. And U.S. regulations protect the water, beaches, and reefs.
Also, St. John, US Virgin Islands, is mostly a National Park that provides a stunning nature in the sea and ashore. It is worth visiting while on your Leeward Islands yacht charter vacation, together with St Thomas and St Croix in USVI.
British Virgin Islands | Leeward Islands Yacht Charters
The BVI is a major charter destination in the Caribbean Sea. The country offers protected sailing areas, coral reefs, beautiful white sand beaches, and beach bars.
Visitors can charter a yacht on a bareboat or crewed basis. CKIM Group’s Yacht Charter Advisors can assist with either option.
Explore the BVI’s sailing area, hopping between islands on a charter. Then, unveil hidden gems scattered across this paradise, and don’t miss The Baths, a popular must-see spot on Virgin Gorda.
St. Martin / St. Maarten
St. Martin / St Maarten and Antigua offer open-water sailing opportunities. You’ll also find excellent dining at St. Martin, Anguilla, and St. Barths.
Anguilla is close to St. Martin, with a small number of boats, beautiful beaches, and excellent restaurants. You’ll also enjoy a slow pace ashore.
These islands are a tropical paradise. So, it is time to plan a St. Martin Yacht Charter and embark on an adventure with the trade winds.
Why Book With BVISAIL | Leeward Islands Yacht Charters
“You make the memories, we’ll make the arrangements.”
There is something for everyone in the Leewards. We will provide the experience you desire. In addition, we’ll be there to guide you to the destination.
Whether you want adventure or relaxation, BVISAIL’s Yacht Charter Brokers have you covered. Book your dream yacht today and explore the Leeward Islands in style!
Do you have plans to stay longer on the islands? Then, our sister company, ILX Travel Inc., can assist you with reservations at a resort or villa.
How to Charter a Yacht with BVISAIL
Step‑by‑Step Process
- Define your yacht charter goals
A. Share your details with BVISAIL:
Preferred charter dates
Destination, including BVI, USVI, Bahamas, or wider Caribbean
Special occasions, such as a honeymoon, anniversary, or corporate retreat
Interests and activities, such as diving, island-hopping, and cultural tours
B. Who will be traveling with you?
Family
Friends
Business associates
C. What’s your charter budget range?
$150,000+ per week plus expenses
$100,000+
$75,000+
$50,000+
$35,000+
D. What type of yacht do you prefer?
Motor Yacht
Power Catamaran
Sailing Catamaran
Sailboat
E. What’s your group’s charter history?
Tip: Book at least 9–12 months in advance to secure the best yachts and destinations. This is one of the reasons why chartering with a U.S.-based brokerage helps you plan with confidence.
- Schedule an appointment with BVISAIL
Discuss preferences with a BVISAIL charter expert. Then, we’ll review destination options, yacht types, and finally recommend travel insurance.
- Receive your yacht charter proposal
Tailored proposal with sample itineraries, rates, and testimonials.
- Select your yacht
To begin, review the proposal. Then, select your yacht. Afterward, talk through upgrades or excursions.
- Finalize contracts and confirmations
Review agreements, hold dates, and make payments securely.
- Prepare for your trip
Start by completing preference forms. After that, schedule a captain’s call. In the end, review your itinerary.
- Pre-departure call
7–10 days before departure, review final details with your group.
- Embarkation
Finally, board the yacht, meet the crew, and begin your charter.
- During your trip
The crew provides daily briefings and support.
- Disembarkation
Final settlements, farewell to crew.
- Post-trip
Afterward, a feedback survey and follow‑up call help plan future charters.
Plan a Leeward Islands Sailing Week
Experience a 7-day journey where French flair meets Caribbean charm across the Leeward Islands.
✈️Day 1–2: Antigua
Historic Nelson’s Dockyard, boutique shopping, turquoise bays.
🏝️Day 3–4: St. Kitts & Nevis
Secluded coves, volcanic peaks, cultural dining.
🌊Day 5–6: St. Barthélemy
French Riviera vibe, luxury marinas, chic nightlife.
⚓Day 7: Return
Relaxed sail back with easy island connections.
Frequently Asked Questions
How long should a charter last?Most itineraries run 7–10 days, allowing time to explore multiple islands.
Can I choose crewed or bareboat?Yes. Crewed charters include captain and chef, while bareboat charters are for experienced sailors.
Where do charters usually start?Most begin in Sint Maarten or Antigua, both with international airports and marinas.
What’s included in a crewed charter?Captain, chef, crew, meals, water toys (like paddleboards and snorkel gear), and fuel for local cruising.
What’s not included?Dockage fees, premium alcohol, and sometimes fuel for longer trips.
Special Offers
Power 
From $265,000 - $285,000 /wk
- 55.4 meter
- 14 guests
- Built: 2013
- Power
From $320,000 - $350,000 /wk
- 180 feet
- 12 guests
- Built: 2012
- Power
From $112,000 - $135,000 /wk
- 47.42 meter
- 6 guests
- Built: 1998
- Sail
From $90,000 /wk
- 138 feet
- 6 guests
- Built: 2002
- Sail
From $112,000 - $117,600 /wk
- 80 feet
- 10 guests
- Built: 2022
- Power Catamaran
Leewards and Beyond
Set sail for the Windward Islands, following your Leeward Islands Yacht Charter. St. Vincent and the Grenadines, St. Lucia, Grenada, and its sister islands of Carriacou and Petit Martinique. Summer is a lovely time to visit the Tobago Cays in the Grenadines.
Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.
