Sailboat Charters in Grenadines
We recommend a sailboat charter in the Grenadines for guests who want the sailing itself to be an important part of the experience. Traditional monohull sailing yachts offer responsive performance, elegant lines, and a more intimate connection with the wind and sea than catamarans or motor yachts.
The Grenadines are particularly well suited to this style of charter. A typical one-week sailing itinerary covers roughly 90 miles, with many passages between islands taking around two to five hours. This makes it possible to enjoy genuine sailing while still leaving plenty of time to explore Bequia, Mustique, Canouan, Mayreau, the Tobago Cays, and Union Island.
The selection of crewed monohull sailboats is smaller than the local catamaran fleet, but options range from traditional smaller sailing yachts to sophisticated luxury performance yachts capable of cruising throughout the Windward Islands. For couples, families, and groups who appreciate sailing tradition, a crewed sailboat offers one of the most rewarding ways to experience the Grenadines.
Why Choose a Sailboat For Your Charter in Grenadines
- Authentic sailing experience: enjoy the Caribbean trade winds and make each passage between islands part of the adventure
- Excellent sailing conditions: the Grenadines are one of the Caribbean's established sailing destinations, with manageable passages connecting dozens of islands and anchorages
- Lower fuel consumption: relying primarily on sail power can significantly reduce fuel use compared with motor yachts
- Intimate onboard atmosphere: monohulls are particularly appealing to couples, families, and smaller groups seeking a more traditional and private sailing experience
- Responsive performance: monohull yachts heel naturally and generally offer a more engaging sailing experience for guests who genuinely enjoy being under sail
- Exceptional island-hopping routes: sail between Bequia, Mustique, Canouan, Mayreau, the Tobago Cays, and Union Island, or continue south toward Carriacou and Grenada
Our Most Recommended Sailboat Charters in Grenadines (2026 selection)
These are our curated shortlist of favourite Sailboat charters in Grenadines for 2026, selected for their standout design, excellent condition, exceptional onboard amenities, highly professional and proactive crews, impressive selection of water toys, and outstanding beach club setups.
PANORAMA
From €107,000 / week
L'HIPPOCAMPE
From €55,000 / week
ATLANTIC
From €150,000 / week
ABUNDANCE
From €42,000 / week
Not sure which Sailboat charter suits you best?
We understand the details that make the difference, from crew quality to yacht layout and onboard atmosphere. Tell us what you have in mind, and we'll recommend the best options for your trip.
How Much Does It Cost to Charter a Sailboat in Grenadines?
Crewed sailboat charters in the Grenadines can start from around $15,000 per week for smaller monohull sailing yachts. Current Windward Islands and Grenadines-capable examples include crewed sailing yachts from approximately $15,200 per week on an all-inclusive basis.
Larger and more refined sailing yachts generally move into the $25,000 to $50,000+ per week range, depending on length, age, crew, performance, and level of luxury. Current Grenadines-capable examples include sailing yachts from approximately $29,500 and $48,000 per week, while larger luxury sailing yachts can cost considerably more.
Pricing structures also vary. Some smaller crewed sailing yachts operate on an all-inclusive basis, while larger luxury sailing yachts are commonly offered plus expenses.
In addition to the base charter fee, plan for the following where applicable:
- Local taxes, cruising licences and fees: costs can vary depending on where your charter begins and whether the itinerary crosses between St. Vincent and the Grenadines and Grenada
- APA (Advance Provisioning Allowance): on plus-expenses sailing yachts, an APA may be required to cover food, beverages, fuel, dockage, local charges, and other operating expenses
- Crew gratuity: discretionary but customary on Caribbean crewed yacht charters, with the final amount based on the quality of service received
Because sailboats use substantially less fuel than motor yachts, operating expenses can often remain comparatively moderate, particularly on itineraries designed around sailing rather than extensive motoring.
Popular Questions About Sailboat Charters in Grenadines
These are the first questions our clients usually ask before they book a sailboat charter in Grenadines
Are sailboats good for yacht charters in the Grenadines?
Yes. The Grenadines are one of the Caribbean's best destinations for a traditional sailing yacht charter. The islands are spread across manageable cruising distances, creating enough open-water sailing to make the passages enjoyable without requiring full days underway.Official St. Vincent and the Grenadines tourism guidance notes that a typical week of sailing covers about 90 miles, with many island-to-island passages taking between two and five hours.For guests who enjoy sailing rather than simply using the yacht as transportation, this makes the region particularly rewarding.
Sailboat vs sailing catamaran in the Grenadines: Which is better?
Choose a sailboat if traditional sailing performance, responsive handling, and a more intimate onboard atmosphere are priorities.Choose a sailing catamaran if you want more living space, greater stability, shallower draft, and larger outdoor areas. Catamarans are generally more practical for families and larger groups, while monohulls often appeal more strongly to experienced sailors and couples.For maximum comfort and space, choose a catamaran. For the purest sailing experience, choose a monohull sailboat.
What is the best route for a sailboat charter in the Grenadines?
A classic itinerary begins around St. Vincent or Bequia and sails south through Mustique, Canouan, Mayreau, the Tobago Cays, and Union Island.This route provides an excellent mixture of traditional island communities, upscale destinations, secluded beaches, coral reefs, and memorable sailing passages. A typical week can cover roughly 90 miles, making the route practical without turning the vacation into continuous long-distance sailing.For a longer charter, continuing south through Carriacou to Grenada creates an outstanding one-way itinerary through virtually the entire Grenadines chain.
Are Grenadines sailboat charters all-inclusive?
Some are, but not every crewed sailboat charter in the Grenadines is all-inclusive.Current yachts serving the Grenadines include both all-inclusive options and sailing yachts quoted on a plus-expenses basis. For example, some smaller crewed sailing yachts include meals and standard onboard expenses within the weekly rate, while larger luxury sailing yachts charge provisions, fuel, dockage, and other variable costs separately.Always compare what is included in the quotation rather than judging two sailboats solely by their advertised weekly charter rates.
Best Sailboat Charter Itineraries in Grenadines
Round Trip
The Luxury Grenadines Loop: Mustique, Canouan and the Tobago Cays
7 Days / 6 Nights
Round Trip
The Southern Grenadines Explorer: Reefs, Private Islands and Barefoot Bays
7 Days / 6 Nights
Round Trip
Volcanic Shores & Sailing Heritage: St. Vincent, Bequia and Mustique
7 Days / 6 Nights
Not sure a Sailboat is right for you? Explore other yacht types for a charter in Grenadines
Ready for an Unforgettable Yacht Charter in Grenadines?
At All Blue Yachting, our expertise comes from genuine experience at sea. Many of our brokers have lived and worked aboard yachts themselves, giving them first-hand insight into every aspect of the charter experience.
From your initial enquiry to the final day of your journey, we’re here to guide you through every step with trusted advice, personalised recommendations, and seamless support throughout your charter.
- We take the time to understand your vision and bring it to life.
- We handpick the finest yachts tailored to your preferences.
- We manage all paperwork and secure transactions for complete peace of mind.
- We design personalised itineraries built around your travel style.
- We support you every step of the way, from enquiry to final accounts.
