Itinerary · 13 nights · Dominica to Grenada

The Windward Islands

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

Day 1, Dominica

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

Day 2, Dominica

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

Day 3, Dominica to Martinique

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

Day 4, Martinique

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

Day 5, Martinique to St Lucia

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

Day 7, St Lucia to St Vincent

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

Day 8, St Vincent to Bequia

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

Day 9, Bequia to Mustique

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

Day 11, Canouan to Mayreau

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

Day 12, Tobago Cays

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

Day 13, Tobago Cays to Grenada

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

Day 14, Grenada

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.

How charter pricing works

Also on this coast

Everything we know about Caribbean and Bahamas: when to go, where the fleet is and the other weeks we have planned.

Open Caribbean and Bahamas

Woven into the week

What the crew arrange along the way

The parts of the week that need a phone call before you arrive: tables, guides, instructors and the toys on deck.

Rainforest & Natural Wonders

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

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

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

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.

NEVER ENOUGH

NEVER ENOUGH

Feadship · 43m · 1992, refit 2019

10 guests | 5 cabins | 7 crew

$110k – 127k

YOLO

YOLO

Sunreef Yachts · 22m · 2022

8 guests | 4 cabins | 4 crew

€59k – 70k

Aurelius 111

Aurelius 111

DUTCH YACHT BUILDERS · 34m · 2011, refit 2023

6 guests | 3 cabins | 3 crew

Price on request

MINE GAMES

MINE GAMES

Benetti · 50m · 2023

10 guests | 5 cabins | 10 crew

$330k – 350k

CROSSED SABRE

CROSSED SABRE

Burger · 44m · 2006, refit 2021

12 guests | 7 cabins | 11 crew

$175k – 195k

Just Enough

Just Enough

43m · 2012, refit 2024

11 guests | 5 cabins | 9 crew

$119k – 139k

ARKTOS

ARKTOS

Lagoon · 24m · 2026

9 guests | 4 cabins | 4 crew

€70k – 96k

CORAL OCEAN

CORAL OCEAN

Lürssen · 73m · 1994, refit 2026

12 guests | 6 cabins | 28 crew

€650k – 790k

Vivi

Vivi

Sunreef Yachts · 18m · 2024

8 guests | 3 crew

$53k – 58k

TOP FIVE II

TOP FIVE II

Royal Hakvoort · 61m · 2021

12 guests | 7 cabins | 19 crew

$600k – 650k

QARA

QARA

Horizon · 25m · 2001, refit 2023

6 guests | 3 cabins | 3 crew

$37k – 42k

OCEAN CLUB

OCEAN CLUB

Trinity Yachts · 49m · 2009, refit 2025

12 guests | 5 cabins | 10 crew

$195k – 250k

UTOPIA IV

UTOPIA IV

Rossinavi · 63m · 2018, refit 2022

12 guests | 6 cabins | 12 crew

$475k – 505k

Southern Belle

Southern Belle

Johnson · 27m · 2006

8 guests | 4 cabins | 4 crew

$54k – 59k

SEA BLISS

SEA BLISS

Sunreef Yachts · 23m · 2024

8 guests | 4 cabins | 3 crew

€63k – 70k

GRAND ILLUSION

GRAND ILLUSION

Palmer Johnson · 44m · 1994, refit 2017

10 guests | 5 cabins | 7 crew

$115k – 125k

HOUBARA

HOUBARA

Sunreef Yachts · 24m · 2012, refit 2026

7 guests | 3 cabins | 3 crew

€34k – 45k

Lady Joy

Lady Joy

Christensen · 48m · 2007, refit 2025

12 guests | 6 cabins | 11 crew

$199k – 225k

LOOMA

LOOMA

Fountaine Pajot · 20m · 2023

8 guests | 4 cabins | 3 crew

$34k – 65k

ALEXA OF LONDON

ALEXA OF LONDON

38m · 1992, refit 2025

9 guests | 4 cabins | 5 crew

€65k – 70k

RAY

RAY

Sunreef Yachts · 22m · 2025

8 guests | 4 cabins | 3 crew

€70k – 77k

CALYPSO

CALYPSO

Feadship · 38m · 1978, refit 2025

11 guests | 5 cabins | 8 crew

$120k – 135k

WHISPER

WHISPER

Holland Jachtbouw · 35m · 2003, refit 2019

6 guests | 3 cabins | 5 crew

Price on request

REVA NUI

REVA NUI

Lagoon · 24m · 2025

8 guests | 4 cabins | 4 crew

€60k – 83k

The Peddler

The Peddler

Custom Line · 26m · 2019

8 guests | 4 cabins | 4 crew

$69k – 74k

XENIA 74

XENIA 74

Alliaura Marine Group · 23m · 2012

8 guests | 4 cabins | 4 crew

$37k

Ascension

Ascension

Lagoon · 19m · 2018, refit 2023

8 guests | 4 cabins | 3 crew

$38k – 44k

ENTRE 4

ENTRE 4

Sunreef Yachts · 24m · 2024

8 guests | 4 cabins | 4 crew

$100k – 125k

SHADES OF GREY

SHADES OF GREY

Sunreef · 24m · 2024

9 guests | 4 cabins | 5 crew

€70k – 80k

FRENCH WEST

FRENCH WEST

Lagoon · 24m · 2020

8 guests | 4 cabins | 3 crew

$55k – 72k

REVE BLEU

REVE BLEU

Lagoon · 21m · 2023

8 guests | 4 cabins | 4 crew

€45k – 60k

SIETE MARES

SIETE MARES

Lagoon · 24m · 2025

8 guests | 4 cabins | 4 crew

€65k – 69k

ELVIS MAGIC

ELVIS MAGIC

Oyster Marine · 20m · 2003, refit 2025

6 guests | 3 cabins | 2 crew

$25k – 26k

SWEET CAROLINE II

SWEET CAROLINE II

Trinity Yachts · 50m · 2009, refit 2021

12 guests | 7 cabins | 11 crew

$19k – 230k

KASKAZI FOUR

KASKAZI FOUR

Lagoon · 19m · 2016, refit 2025

8 guests | 4 cabins | 4 crew

€23k – 30k

Chakra

Chakra

Devonport · 86m · 1998, refit 2025

24 guests | 19 cabins | 30 crew

€495k

VALINOR

VALINOR

Lagoon · 17m · 2023

8 guests | 4 cabins | 3 crew

€27k – 31k

SHADES OF GREY

SHADES OF GREY

Sunreef Yachts · 24m · 2024

9 guests | 4 cabins | 5 crew

€70k – 100k

NORTHERN STAR

NORTHERN STAR

Hinckley · 23m · 1993, refit 2022

6 guests | 3 cabins | 3 crew

$52k – 60k

ENCORE

ENCORE

Sunreef Yachts · 18m · 2026

8 guests | 4 cabins | 3 crew

$56k – 62k

IL MIO CANTO LIBERO

IL MIO CANTO LIBERO

Nautor's Swan · 32m · 2014, refit 2026

8 guests | 4 cabins | 4 crew

€85k – 102k

LE PONANT

LE PONANT

Société Française de Construction Navale (SFCN) · 84m · 1990, refit 2022

32 guests | 16 cabins | 34 crew

€540k

VAGATOR

VAGATOR

Fountaine Pajot · 20m · 2025

8 guests | 4 cabins | 3 crew

€38k – 57k

BELLA

BELLA

Feadship · 45m · 2008, refit 2014

12 guests | 6 cabins | 9 crew

€245k – 255k

MISS CHRISTINE

MISS CHRISTINE

Trinity Yachts · 48m · 2006, refit 2024

11 guests | 5 cabins | 8 crew

$165k – 190k

OKINAWA

OKINAWA

Fountaine Pajot · 18m · 2024

10 guests | 5 cabins | 3 crew

$29k – 63k

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.

Back to Caribbean and Bahamas

The other weeks we have planned on this coast, and when to go.