Check out the latest Caribbean sailing charter specials, just in time for the holiday season! We also have catamaran charters with discounts in the Virgin Islands.
Kai and more sailing yachts are available at discounted rates.
Caribbean Sailing Charter Specials – KAI
- Type: Classic Monohull Sailing Yacht
- Length: 70 feet
- Builder: Wellington
- Accommodates: up to 6 Guests in 3 Cabins
- Inclusive rates.
- Charter Destination: U.S. Virgin Islands, British Virgin Islands, and Eastern Caribbean.
KAI – Sailing Charter Special – 20% Discount for Christmas
- Book by: November 15th – June 15th
Weekly inclusive rates before the discount (up to 6 guests):
- 2 guests -$12,000
- 3 guests – $13,500
- 4 guests – $15,500
- 5 guests – $17,500
- 6 guests – $19,500
Holiday rates before the discount (7-night minimum):
- Christmas – $21,450
- New Year’s – $23,400
FOXY LADY – Sailing Charter Special | Price Drop for Christmas
- Type: Sailing Catamaran
- Length: 62 feet
- Builder: Lagoon
- Accommodates: up to 8 Guests in 4 Cabins
- Inclusive rates.
- Charter Destination: British Virgin Islands
Weekly inclusive rates (up to 6 guests):
- 2 guests -$35,500
- 3 guests – $36,000
- 4 guests – $36,500
- 5 guests – $38,000
- 6 guests – $38,500
- 7 guests – $40,000
- 8 guests – $40,500
Discounted Christmas Rate (7-night minimum): $45,500 for up to 8 guests (was $48,000).
VISION – Sailing Charter Special | 10% Off on Select Dates!
Set sail aboard the elegant Vision Lagoon 57′ and enjoy an exclusive 10% discount on select 2025 charter dates. Don’t miss this opportunity to experience the Virgin Islands.
Available Charter Dates:
- May 10 – June 19, 2025
- November 30 – December 19, 2025
- Christmas & New Year Holiday Charters
Guest Capacity:
- Accommodates 2 to 6 guests
- 7 or 8 guests allowed only for family bookings
Minimum of 3 nights stay.
Weekly All-Inclusive Rates (Before Discount):
- 2 guests – $17,900
- 3 guests – $18,900
- 4 guests – $19,900
- 5 guests – $20,900
- 6 guests – $21,900
- 7 guests – $23,900
- 8 guests – $25,900
Featured Yachts
Explore the Islands on Caribbean Sailing Charter Specials
Contact CKIM Group today! We specialize in crewed yacht vacations and provide personalized services for both beginners and experienced sailors. Enjoy the ideal boat with a crew to take care of navigation, cooking, and cleaning. Plus, there are plenty of water toys available on board!
After choosing a sailing yacht, set off on a fun and relaxing charter vacation. Explore islands like St. Thomas, St. John, and St. Croix in the U.S. Virgin Islands, as well as the British Virgin Islands.
Our travel advisors offer sample itineraries for your Caribbean adventure.
- USVI Sailing 7-night Itinerary
- USVI to BVI Sailing Itinerary
- Antigua to Barbuda Sailing 7-night Itinerary
- Grenadines Sailing 7-night Itinerary
Explore more beautiful spots in the Leeward and Windward Islands on a sailing charter. Book your dream vacation with us today!
FAQ – Caribbean Sailing Charter Specials
Specials typically include limited‑time discounts, extra amenities, free upgrades, or bundled inclusions not part of the standard charter rate.
Special offers have specific booking windows and travel dates. You must reserve within the promotional period and complete your charter during the specified timeframe.
No. Only certain yachts, routes, or dates are included in specials. The offer will specify which yachts and itineraries are part of the promotion.
Usually not. Specials are often standalone promotions. If combining is allowed, the terms will be clearly stated in the offer.
Change policies depend on the specific special. Some are non‑refundable or have strict change penalties. Check the fine print before booking.
Contact the Charter The Caribbean team, refer to the specific special you want, provide your preferred dates, guest count, and any add‑ons. They’ll apply the special rate to your quote.
Stay tuned for the latest special offers in the Caribbean!
Check this page often for our changing sailing charter specials! We’re committed to giving you the best sailing experiences at great discounts. We’re also here to help you plan a vacation you’ll always remember!
