The Grenadines: Bequia, Mustique and the Tobago Cays. Greener, wilder and further from the crowd.
Planned by the Ahoy Club charter team and reshaped for every yacht and every group we send here.
Best months
November - April
How long
14 Days / 13 Nights
Start and finish
Dominica to Grenada
The pace
14 days, 11 stops
Suits
Family & friends
1
Dominica
Embark and embrace the rainforests
Begin your Windward Islands luxury yacht charter in the lush, untouched island of Dominica, known as the 'Nature Island' for its pristine rainforests and dramatic volcanic coastline. Settle into your yacht while surrounded by towering volcanic peaks and emerald waterfall cascades. Spend your first evening exploring secluded calm bays and experiencing the authentic Caribbean atmosphere that makes Dominica a sailor's paradise and nature lover's dream destination.
Rainforest coastline and volcanic scenery
Swim in secluded bays
Relaxed first night onboard
2
Dominica
Full island exploration day
Dedicate a full day to discovering Dominica's incredible natural wonders, including Middleham Falls and the mystical Emerald Pool. Explore cascading multi tiered waterfalls, pristine emerald pools, and therapeutic natural hot springs hidden deep within the rainforest. Discover why adventurers and nature enthusiasts from around the world consider Dominica the Caribbean's crown jewel and untouched wilderness destination.
Middleham Falls and Emerald Pool waterfalls
Boiling Lake or rainforest hikes
Natural hot springs and immersion
3
Dominica to Martinique
Fort-de-France, Martinique · Scenic transition to French-Caribbean culture
Sail to sophisticated Martinique and arrive in the charming colonial port of Fort de France, where French Creole culture meets Caribbean warmth. Explore vibrant waterfront markets bursting with tropical fruits, colonial architecture in pastel hues, and the unique blend of French and African Caribbean influences that define this refined island destination. Indulge in world class Creole dining and experience the leisurely, elegant pace of island life.
Cruise to Fort-de-France port
Anse Noire and Anse Dufour beach hopping
French-Caribbean dining and culture
4
Martinique
Culture and coastal exploration
Experience Martinique's rich cultural heritage and dramatic volcanic coastline during this full day island exploration. Visit legendary historic rum distilleries like Habitation Clément with their colonial architecture, explore bustling local markets overflowing with tropical fruits and artisan crafts, and admire dramatic cliffside views overlooking the turquoise Caribbean Sea. This is the Caribbean's most sophisticated and culturally refined island - take time to fully savor it.
Habitation Clément rum distillery tour
Local markets and French influence
Cliffside coastal cruising
5
Martinique to St Lucia
St Lucia · Arrival at an iconic masterpiece
Sail toward one of the Caribbean's most visually stunning destinations: the iconic Pitons of St Lucia, UNESCO World Heritage volcanic peaks that rise majestically from the sea. Arrive beneath these dramatic twin peaks and anchor in the serene, picturesque Marigot Bay or near the magical volcanic Soufrière. The visual drama and natural beauty of this island will absolutely take your breath away.
Arrival beneath the iconic Pitons
Swim in Marigot Bay or Soufrière
Sunset with volcanic backdrop
6
St Lucia
Land and sea adventure day
Explore St Lucia's incredible natural attractions and geothermal wonders that make this island truly special. Soak in rejuvenating volcanic mud baths and therapeutic sulphur springs near Soufrière, hike scenic trails to dramatic viewpoints overlooking the iconic Pitons, or cool off under cascading Diamond Falls waterfalls. This is one of the most important and rewarding stops on any Caribbean yacht charter itinerary - experience its transformative natural magic.
Mud baths and sulphur springs
Piton hikes or scenic viewpoints
Waterfalls and pristine beach time
7
St Lucia to St Vincent
St Vincent · Transition to authentic Caribbean
Cruise to the quiet, genuinely authentic island of St Vincent, where you'll experience untouched Caribbean life away from cruise ship crowds. Anchor at legendary Wallilabou Bay or Young Island and experience the genuine warmth and hospitality of island residents. This island offers a peaceful, authentic escape from busier yacht routes - perfect for meaningful connection and reflection.
Scenic open-water cruising
Quiet, authentic Caribbean atmosphere
Wallilabou Bay or Young Island anchorage
8
St Vincent to Bequia
Bequia · Gateway to the Grenadines
Enter the legendary Grenadines archipelago at charming Bequia, where powder soft white sand beaches and laid back island culture set the perfect tone for world class sailing. Explore beachfront bars and restaurants, connect authentically with friendly locals, and settle into the relaxed, unhurried rhythm that makes the Grenadines a sailor's paradise.
Boutique island feel and charm
Beach bars and local experiences
Relaxed sailing atmosphere
9
Bequia to Mustique
Mustique · Private island luxury
Sail to exclusive Mustique, a private island sanctuary where pristine beaches and celebrity-studded luxury resorts create an air of refined privacy and sophistication. Swim at the famous Macaroni Beach with its distinctive sea grape trees, enjoy world-class lunch at the iconic Cotton House restaurant, and experience the Grenadines' most refined and sophisticated island destination.
Macaroni Beach exploration
Cotton House fine dining
Private island luxury experience
10
Mustique to Canouan
Canouan · Refined Grenadines experience
Continue south to refined Canouan, where championship golf courses, elevated viewpoints, and pristine turquoise waters define luxury Caribbean sailing at its finest. Explore world class resorts and spas, and enjoy some of the clearest, most crystalline waters in the entire Caribbean region - perfect for snorkeling and water sports.
Golf courses and scenic viewpoints
Luxury resort exploration
Crystal-clear turquoise waters
11
Canouan to Mayreau
Mayreau · Small-island authenticity
Anchor at iconic Saltwhistle Bay on tiny Mayreau, widely considered one of the Caribbean's most picturesque and unspoiled anchorages. Experience pristine island living, enjoy sunset drinks and conversations with friendly locals, and embrace the tranquil quiet beauty and simplicity that makes the Grenadines truly legendary among world sailors.
Saltwhistle Bay iconic anchorage
Small-island authenticity and charm
Sunset celebration with locals
12
Tobago Cays
Snorkelling paradise and island adventure
Spend an absolutely unforgettable day at the Tobago Cays, a pristine protected marine park with some of the Caribbean's best snorkeling and diving opportunities. Swim with graceful sea turtles in their natural habitat, explore vibrant coral reefs teeming with tropical fish, and enjoy a delicious beach barbecue prepared fresh by local fishermen at the legendary Alphonso's beach bar.
Swim with sea turtles
World-class reef snorkelling
Alphonso's beach barbecue
13
Tobago Cays to Grenada
Grenada · Final passage to Spice Island
Sail south on a scenic open-water passage toward Grenada, known as the 'Spice Island' for its abundant nutmeg and spice plantations. Arrive refreshed and ready to explore this final gem of the Windward Islands chain. Settle in for your last evening with stunning views of turquoise anchorages and the genuine warmth of Caribbean hospitality.
Scenic open-water sailing
Arrival into Grenada
Relaxed final evening
14
Grenada
Disembark and reflect
Spend your final morning relaxing on Grand Anse Beach, explore vibrant spice markets and authentic local crafts, or embark on a guided rainforest excursion through lush mountain trails. Grenada offers authentic island culture, warm hospitality, and stunning natural beauty - the perfect way to conclude your transformative 14 day Windward Islands yacht charter adventure.
Grand Anse Beach relaxation
Spice markets and local culture
Optional rainforest excursions
The idea of the week
The Windward Islands represent an unspoiled, authentic Caribbean sailing experience where volcanic peaks meet turquoise anchorages, lush rainforests blend with cultural richness, and the warmth of island communities creates unforgettable moments. This 14-day itinerary is designed to showcase the true essence of the eastern Caribbean, from dramatic coastlines to world-class diving, from mud baths and natural hot springs to iconic beach clubs and island culture.
Beginning in the rainforests of Dominica, progressing through the colonial charm of Martinique, the iconic beauty of St Lucia, and culminating in the crystalline waters of the Grenadines and Grenada, this charter blends adventure, relaxation, and authentic Caribbean discovery. Each day offers something distinct- whether seeking natural wonders, cultural immersion, or pure sailing pleasure.
Windward Islands
Dominica
Martinique
St Lucia
St Vincent
The Grenadines
Grenada
14-Day Charter
Island Hopping
Luxury Yacht
Rainforest Adventure
Marine Diving
Caribbean Culture
Natural Wonders
What the week costs
The yacht's published weekly rate, plus an Advance Provisioning Allowance, customarily 30 percent, for fuel, food, drink and berths, plus local VAT where it applies. Every listing shows its rate.
The parts of the week that need a phone call before you arrive: tables, guides, instructors and the toys on deck.
Rainforest & Natural Wonders
Discover the Caribbean's most dramatic natural attractions. Explore cascading waterfalls, soak in natural hot springs, hike through lush rainforests, and immerse yourself in the untouched beauty that defines the Windward Islands' character.
Dominica's Middleham Falls and Emerald Pool
St Lucia's Pitons and mud bath immersion
Guided rainforest excursions
Marine Diving & Snorkelling
Experience world-class diving in pristine, protected marine environments. Swim with sea turtles, explore vibrant coral reefs, and discover the underwater richness that makes the Grenadines a diver's paradise.
Tobago Cays marine park snorkelling
Sea turtle encounters
Coral reef exploration
Cultural & Heritage Exploration
Connect with authentic Caribbean culture through local markets, historic distilleries, colonial heritage sites, and vibrant island communities. Experience the Windward Islands' unique blend of French, African, and Caribbean influences.
Martinique rum distillery visits
Fort-de-France colonial markets
Local community immersion
Beach Clubs & Island Dining
Enjoy Caribbean hospitality at the finest beach establishments. From legendary Alphonso's beach bar in the Tobago Cays to sophisticated Mustique resorts, experience world-class cuisine in paradise settings.
Alphonso's beach barbecue
Mustique dining at Cotton House
Island restaurant reservations
Yachts
Yachts available in Caribbean and Bahamas right now
Live from our charter list, in a different order every visit so you see the range. Every rate is the real weekly figure from the listing.
46 yachts in rotation. The order changes with every visit so no boat is always last.
Make it two weeks
One more week, one more coast
A week is one country. Two weeks reaches the neighbour across the water, and the crossing is part of the trip. Each of these joins onto this week; choose one and we send both weeks, day by day, as one plan.