Cruise the Windward Islands in Style – Top Yachts to Check Out
Best time to charter
Year round with November – June as best time
Closest Airports
UVF | GND | SVD
Yachts in location
195
Itineraries
Each voyage is customizable, and guests will have the opportunity to collaborate with the captain to design a personalized itinerary tailored to their preferences, interests, and the conditions at sea.
7-Night St. Lucia to Grenada Yacht Charter Itinerary | Luxury Grenadines Island Cruise
Set sail on a luxury yacht charter from St. Lucia through the Grenadines to Grenada. This 1-week island-hopping itinerary blends remote beaches, volcanic beauty, elite destinations, and world-class snorkeling for a truly unforgettable sailing experience in the southern Caribbean.
When calculating the time it will take to get from each island, keep in mind power yachts travel at 18-23 nautical miles/hr and catamarans travel at7-10 nautical miles/hr.
Day 1: St. Lucia to Mustique (≈71 NM )
What to See & Do:
Anchor in Britannia Bay for crystal-clear snorkeling
Dine at the Cotton House or Basil’s Bar
Stroll among luxurious villas and colorful local boats
Day 2: Mustique to Mayreau (≈19 NM / 2h)
What to See & Do:
Anchor in Salt Whistle Bay for calm waters and soft sands
Enjoy drinks at laid-back beach bars
Hike up to the island’s church for panoramic views
Day 3: Mayreau to Union Island (≈3 NM)
What to See & Do:
Explore Clifton and Ashton towns for local shopping
Dine in colorful, locally owned restaurants
Visit the kiteboarding center or snorkel offshore
Day 4: Union Island to Chatham Bay (≈5 NM / 30m)
What to See & Do:
Snorkel coral reefs rich with marine life
Kayak to hidden coves or hike nearby trails
Enjoy dinner at one of the beach barbecue shacks
Day 5: Chatham Bay to Tobago Cays (≈7 NM / 45m)
What to See & Do:
Swim with sea turtles in a protected turtle sanctuary
Snorkel coral reefs and underwater gardens
Relax on deserted white sand beaches
Day 6: Tobago Cays to Canouan (≈6 NM / 40m)
What to See & Do:
Visit Sandy Lane Yacht Club or Mandarin Oriental resort
Play a round at the championship golf course
Explore quiet anchorages and snorkel in calm bays
Day 7: Canouan to Petit St. Vincent (≈12 NM /)
What to See & Do:
Relax at the luxury spa or private beach cabanas
Scuba dive with the Jacques Cousteau Diving Center
Enjoy gourmet cuisine and an evening under the stars
Day 8: Petit St. Vincent to Grenada (≈40 NM / 4h)
What to See & Do:
Explore St. George’s colorful harbor and historic forts
Visit Grand Anse Beach for sunbathing and swimming
Dive at the famous Underwater Sculpture Park or nearby shipwrecks
Reviews
Mahasattva | 62 Ft.
Riley, Glen and Jess provided an over the top experience on the Mahasattva.
Everything was excellent—the food, their service, the activies and simply relaxing on the boat. Glen’s food is Michelin star quality.
The team works together exceptionally well, and provided personal touches that showed their care for their guests. We had an absolute blast and can’t wait to return!
The Pursuit | 62 Ft.
Trip of a lifetime with our family. Exceeded every aspect of our expectations. This is the trip to take, with THIS crew, to build memories that will last a lifetime for your family. Eternally grateful for this amazing experience. The crew made this trip and the food was exceptional! Home is where the heart is, thank you for letting us call The Pursuit and it’s wonderful crew home for a week of wonder!
Dragonfly | 62 Ft.
Thank you so much for sharing your home with us. We couldn’t have picked a better way to introduce our girls to chartering. They are already begging to know when they can see you again. The experiences, memories & weight gain from Stef’s food will last a lifetime. Thank you for your patience & love with the girls (and Chad…). Daisy & Parker were great & made it so much fun. The diving was incredible & sprat point is Abby’s new happy place in life. Call us if you’re ever in Utah & we promise a meal worthy of Chef Stef. We look forward to our next trip with you!
Windward Islands FAQs
How much does it cost to charter a yacht in the Windward Islands?
Private luxury yacht charters in the Windward Islands range from $20,000 to $500,000+ per week, depending on yacht size, crew, and amenities.
What is included in the charter fee? What is the difference between All-Inclusive vs Plus Expenses?
All-Inclusive Charter: Includes yacht rental, crew, meals, drinks, fuel, water sports, and some amenities. Gratuity is typically not included. Plus Expenses Charter: Covers yacht and crew, but additional costs like fuel, food, drinks, mooring fees, and VAT are billed separately. An Advanced Provisioning Allowance (APA), usually 20-40% of the charter fee, is paid upfront to cover these expenses. Unused APA is refunded, and excess costs are charged to the charterer.Additionally crew gratuity is customarily 15-20% of the base charter fee (APA/VAT excluded).
What are the top things to see/do in the Windward Islands?
The Windward Islands are known for their lush landscapes, stunning beaches, and vibrant culture. Here are the top activities:
- Snorkeling & Diving: Explore coral reefs and marine life in locations like Tobago Cays (St. Vincent and the Grenadines) and Soufrière Marine Reserve (St. Lucia).
- Beaches: Relax on the black sand beaches of St. Lucia or the white sandy shores of Bequia.
- Hiking: Trek to the summit of Soufrière Volcano in St. Lucia or explore the rainforests of St. Vincent.
- Water Sports: Enjoy sailing, kiteboarding, or paddleboarding in the clear waters of Grenada and St. Vincent.
- Cultural & Historical Sites: Visit Fort Charlotte in St. Vincent, or explore Kingstown for a mix of colonial architecture and local markets.
- Wildlife Watching: See turtles and whales in the waters around the Grenadines.
- Rum Distillery Tours: Visit Grenada’s rum distilleries for a taste of the island’s famed rum.