Windward Islands Yacht Charter

Windward Islands Superyacht Charter

Windward Islands Yachts for Charter
The southern chain of the Lesser Antilles, the Windward Islands rise green and mountainous from the eastern Caribbean, cloaked in rainforest and ringed by golden beaches. Rich in natural beauty, from volcanic peaks to hidden coves, and steeped in vibrant island culture, they form one of the region’s most spectacular and rewarding cruising grounds.
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Discover Windward Islands

Where to Cruise
Each destination in Windward Islands is shaped by a collection of distinct places, from well-known ports and waterfront towns to quieter anchorages, island escapes and stretches of coastline best approached from the sea. Together, they create a more layered way to charter.
Grenada
Discover Grenada, the fragrant Spice Isle, where rainforest peaks, golden beaches, and a picturesque harbour await.
Barbados
Discover Barbados, the sophisticated easternmost Caribbean isle, famed for platinum-sand beaches and vibrant culture.
Martinique
Discover Martinique, a lush French Caribbean isle of volcanic peaks, golden beaches, rum, and Creole elegance.
Trinidad & Tobago
Discover Trinidad & Tobago, a vibrant twin-island nation of carnival spirit, rainforest, reefs, and unspoilt beaches.
Dominica
Discover Dominica, the Nature Isle of the Caribbean, a wild realm of rainforests, waterfalls, and volcanic wonders.

HIghlights

Windward Islands Charter Itinerary
A yacht charter in Windward Islands offers the freedom to experience the destination on your own terms. Each itinerary can be shaped around the way you want to travel, with the flexibility to move between time on the water, moments ashore and the simple pleasure of life on board.
Rainforested Peaks
Cruise a chain of lush, mountainous islands in the eastern Caribbean.
Golden Beaches
Explore interiors cloaked in dense tropical rainforest.
Volcanic Landscapes
Relax on golden beaches and in secluded palm-fringed coves.
Hidden Coves
Marvel at dramatic volcanic peaks rising from the sea.
Vibrant Culture
Soak up the vibrant culture of the southern Caribbean.

Yachts for Charter in Windward Islands

Windward Islands Yachts
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Categories
Length
Length - slider
18 m — 150 m
Guests
Guests - slider
4 — 32
Price
Price - slider
20.000 € — 500.000 €
An 80-metre Abeking u0026 Rasmussen motor yacht with a distinctive reversed bow, triple-height glass atrium and full-height glazed owneru2019s deck.
Excellence

80M

Abeking & Rasmussen

2019

Lemon Tree

61.5M

Sanlorenzo

2021

The 37-metre Alloy Yachts sailing cutter Genevieve pairs Dubois performance and big-boat volume with a warm Glade Johnson interior, a light-filled pilothouse saloon, a full-beam master and a cockpit cinema,
Genevieve

36M

Alloy Yachts

1996

A Tim Heywood-profiled 62.5-metre with more volume than any other yacht her length, an RWD beach-house interior and a jet-stream sundeck pool.
Baton Rouge

62.5M

Icon Yachts

2010

A 50m Delta Marine with solid American pedigree, seven cabins for 12 guests and a 2025 refit delivering fresh style for Caribbean and Mediterranean cruising.
Victoria Del Mar

50M

Delta Marine

2006

The timeless 44.2-metre Benetti Vision 145 Seascape V pairs a classic Stefano Righini profile and a warm Francois Zuretti interior with a full-beam master with 180-degree windows, a unique circular
Seascape V

44M

Benetti

2005

A 73-metre Lurssen icon famed for her vast beach club, indoor-outdoor lifestyle and a 12.7-metre waterslide, cruising the Mediterranean, Caribbean and Bahamas.
Titania

73M

Lürssen

2006

The award-winning 67-metre Benetti Calex pairs a serene marble-and-ivory interior and a glass elevator with a private owner-s deck terrace, a five-star beach club with hammam and a sundeck jacuzzi,
Calex

67M

Benetti

2022

A 36.6-metre ISA 120 Sport cruising at 24 knots and drawing just 1.5 metres, with a sundeck jacuzzi and a shallow-water reach nothing else her size can match, chartering the
Back 9 and a Half

36M

ISA

2017

The award-winning 49.7-metre Rossinavi Lel is a sporty full-aluminium Luca Dini custom yacht with a record-setting cavernous beach club, two pools, an enclosable crystal veranda and a full-beam master with
Lel

49M

Rossinavi

2020

Arience

60.9M

Abeking & Rasmussen

2012

A 63-metre Espen Oeino design with more deck space than most 70-metre yachts, a 4-metre sundeck Jacuzzi pool and a sea-level beach club.
North Star

63.1M

Sunrise Yachts

2019

A 43.9-metre IAG Yachts with Evan K. Marshall rock ‘n’ roll interiors, Keith Richardsu2019 doors, classic rock photography, hood ornaments, and a three-tier cascading waterfall Jacuzzi.
King Baby

43.9M

IAG Yachts

2016

A 44.5-metre Christensen with Pavlik Design interiors, wheelchair-accessible elevator, a 35-foot towed tender and a water toy collection that includes a fly board, jet pack and inflatable island.
Milestone

44.5M

Christensen

2008

Arbema

72M

CRN

2010

The last Amels 180 Limited Edition: a 55-metre Tim Heywood design with three fold-down balconies, a touch-and-go helipad and subtle art-deco Laura Sessa interiors named for serenity.
Galene

55M

Amels

2020

A 44.65-metre Feadship F45 Vantage that has been a premier charter yacht since launch in 2007, with timeless styling, 12 guests across 6 convertible staterooms and a 15-year survey completed
Harle

44.7M

Feadship

2007

A custom-built 72.1m VSY superyacht wrapped in floor-to-ceiling windows, with a winter garden, commercial helideck and a private owner’s deck.
Stella Maris

72.1M

VSY

2015

A 2018 World Superyacht Awards finalist, 54.9m Heesen with Radyca interiors, a beach club at sea level and an outdoor cinema.
Laurentia

54.9M

Heesen

2017

A 43.25-metre Mondomarine with a 2015 refit in Hamptons beach house style, three full-beam VIP staterooms and an outdoor gym with sunrise sea views.
Bina

43.3M

Mondomarine

2006

A 47-metre Feadship with a unique master deck, metallic black hull inspired by a Lancia Delta Integrale and 5,200nm range for long-range family cruising.
Lady Victoria

47M

Feadship

2015

The 62-metre VSY Roma pairs Espen Oeino lines with an ocean-inspired Newcruise interior, a full-beam master with 270-degree views, a fibre-optic-star cinema and a sundeck pool with a 27-metre waterslide,
Roma

62M

VSY Viareggio Superyachts

2010

A 43-metre Christensen with big-yacht volume, layered exterior living spaces, a four-deck elevator and a full-beam master retreat, cruising the West Mediterranean and Caribbean.
Miss Michelle

43M

Christensen

2015

The world’s first hybrid-propulsion Fast Displacement Motor Yacht: a 49.8m Heesen with Ibiza-style Cristiano Gatto interiors, twin bucket seats at the bow and multiple sustainability awards.
Home

49.8M

Heesen

2017

A 75m Feadship superyacht with a full-beam beach club that converts into a sea-level lounge, an elevator and a cinema with surround sound.
Arrow

75M

Feadship

2020

A 73.5-metre Nobiskrug motor yacht designed for open-air living, with acres of deck space and an indoor cinema for up to 12 guests.
Siren

73.5M

Nobiskrug

2008

The 85.3-metre SilverYachts explorer Bold pairs a military-inspired Espen Oeino profile with a helideck-cum-dance-floor, winter garden and world-cruising range, cruising the Mediterranean and Caribbean for 12 guests.
Bold

85M

SilverYachts

2019

An award-winning 65.2m Admiral superyacht built for wellbeing-focused charters, with a beach club spa, hammam and Asian-inspired interiors.
Life Saga

65.2M

Admiral

2019

A favourite on the Caribbean and Bahamas circuit, this 47.2m Sunseeker offers endless space across four decks with a dedicated beach club.
Alessandra III

47.2M

Sunseeker

2011

A turnkey 50-metre Westport 164 by Donald Starkey with a rare bridge-deck master suite and private balcony, 20-knot performance and a full adventure toy inventory including a 34-foot Regulator chase
Valinor

50M

Westport

2013

The sporty 49.9-metre Columbus Yachts K2 pairs a Luca Dini vertical-bow design and light-filled contemporary interior with a foredeck jacuzzi, full gym and shallow-draught range, cruising the western Mediterranean and
K2

49M

Columbus Yachts

2021

A 62-metre Andrew Winch-designed Feadship whose imaginative, art-filled interiors and light-ice capability make her one of the most characterful charter yachts afloat.
Sea Owl

62M

Feadship

2013

A 59.2-metre Oceanco beach house with a 100-foot foam-party sundeck, optional 50-metre support vessel and a nightclub that rises above a vast water toy collection.
Treehouse

59.2M

Oceanco

2001

A 75.5m Oceanco superyacht built for active charters, with a vast main salon aquarium, a health-club-style gym and an expedition-ready toy collection.
Wheels

75.5M

Oceanco

2018

Sleek 48.7m Codecasa 1997 with a charcoal hull, outdoor cinema screen and a baby grand piano.
Cyan

48.7M

Codecasa

1997

The fast 60.3-metre Trinity Yachts Mia Elise II pairs a warm Patrick Knowles Honduras-mahogany interior with a private forward owner-s deck, a deck jacuzzi, a lift and a 25-foot waterslide,
Mia Elise II

60M

Trinity Yachts

2012

A 63m Art Deco-inspired Benetti with two master suites, one with its own private foredeck, jet pool and sunbathing area.
Soundwave

63M

Benetti

2015

A 2025 Mangusta M Oceano 50 in steel, with a full-length pool, an open-air cinema, a proper gym and a hammam, running the Mediterranean in summer and the Caribbean in
Felicita

50M

Overmarine

2025

A 27-metre Jongert performance sailing yacht by Doug Peterson with a unique sliding-roof deck salon, foredeck Jacuzzi and light-filled interior, cruising the Caribbean and West Mediterranean.
Icarus

27M

Jongert

2007

The award-winning 47-metre Dunya Yachts explorer King Benji pairs genuine adventure credentials and a joyful Design Unlimited interior with a jungle-themed owner-s deck, a dual hot-and-cold bow plunge pool and
King Benji

47M

Dunya Yachts

2024

The 122-metre Lürssen Kismet, World Superyacht of the Year 2025, blends Nuvolari Lenard lines and a Versailles-inspired Reymond Langton interior with a Balinese spa, cruising the Mediterranean and Caribbean.
Kismet

122M

Lürssen

2024

A 40.6-metre ice-strengthened steel expedition yacht by Newcastle, fresh from a two-year refit completed in 2022, carrying twelve guests, a deck jacuzzi and a full dive and toy store, chartering
Arya

40M

Newcastle Shipyards

2013

An award-winning 47-metre Delta Marine with a floating-art-gallery Polynesian chic interior, a stained-glass master skylight, VIP Jacuzzi tubs and a certified PADI dive centre on board.
Usher

46M

Delta Marine

2007

The 55-metre Heesen Moskito pairs a fuel-efficient fast-displacement hull with a Bannenberg & Rowell interior, an 82-square-metre master, 100-square-metre sundeck jacuzzi and beach-club wellness suite, cruising the Mediterranean and Caribbean
Moskito

55M

Heesen

2021

A 70-metre Feadship by Bannenberg & Rowell with a basketball court, winter gardens and an intentionally human-scaled interior by Studio Indigo.
Joy

70M

Feadship

2016

The 44.2-metre Christensen I Love This Boat pairs a bold, colourful Paola D. Smith interior with a full-beam on-deck owner’s suite, a vast sundeck with a ten-person jacuzzi and bar
I Love This Boat

44M

Christensen

2002

An 85-metre Lu00fcrssen motor yacht with American classic interiors by Winch Design, a private owneru2019s deck and full spa across nine staterooms.
Gigia

85M

Lurssen-Werft

2017

The near-new 55-metre Heesen Reliance pairs a shark-grey Omega Architects profile with a calm Luca Dini interior, an 82-square-metre owner-s apartment, a sundeck jacuzzi and a beach club with sauna
Reliance

55M

Heesen

2023

A 53-metre classic Feadship extended by 5 metres and transformed at Pendennis, with eight art-themed cabins from cubism to pop art and a World Superyacht Awards 2016 Refitted Yacht trophy.
Mirage

53M

Feadship

1979

A 51.2-metre Feadship with a four-person glass elevator, 2.2m shallow draft for the Bahamas, Quantum zero-speed stabilisers and Joanne Lockhart interiors in black walnut and myrtle burl.
Acta

51.2M

Feadship

2007

An indoor-outdoor 60-metre Benetti with a private upper-deck Owneru2019s suite, cinema and glass elevator, built for sunshine charters from the Med to the Caribbean.
Formosa

60M

Benetti

2015

The fast 50-metre Trinity Aspen Alternative pairs a high-gloss cherry-wood Evan K. Marshall interior with a full-beam master, panoramic sky lounge and sundeck jacuzzi and slide, cruising the Caribbean and
Aspen Alternative

50M

Trinity Yachts

2010

A high-volume 2021 Ocean Alexander Revolution tri-deck by Evan K. Marshall with a beach club, spa Jacuzzi and disco ball, cruising the Bahamas and Caribbean.
Chillaxin

27M

Ocean Alexander

2021

The multi-award-winning 44-metre Conrad Ace pairs a striking Reymond Langton straight-bow exterior with an understated M2 Atelier interior, a full-beam on-deck master, an 82-foot sundeck with infinity pool and a
Ace

44M

Conrad Shipyard

2022

A dramatically transformed 73-metre Lurssen, relaunched after a comprehensive 2025 refit with bold new interiors, a vast full-beam swim platform and an extraordinary variety of entertainment spaces for 12 guests.
Starfire

73M

Lurssen

2007

A 52.3-metre Amels 171 with Tim Heywood lines and Nuvolari & Lenard interiors, joining the charter market for the first time in 2022 after 13 years of private ownership in
Grace

52.3M

Amels

2009

The 67.3-metre Feadship Vassa (ex-Drizzle) pairs a timeless De Voogt profile with a warm, contemporary RWD interior, an open sundeck gym, three lounge areas and a full-width swim platform, cruising
Vassa

67M

Feadship

2012

A 50-metre Christensen with 11,000 square feet of Carol Williamson interiors, a spectacular marble-topped skylounge bar and a 10-person sundeck Jacuzzi, delivering a 170-foot yacht experience in a 164-foot hull.
Silver Lining

49M

Christensen Shipyards

2016

The 45-metre Feadship Bella pairs a De Voogt raked-bow exterior with a light-filled Sinot interior, a full-beam master with 180-degree views and every cabin on the main and upper decks,
Bella

45M

Feadship

2008

A 2021 Alpha Custom Yachts Spritz 102 with a wide beam, shallow draft, a main-deck heated plunge pool and expansive flybridge, cruising New England and the Bahamas.
Vivace

31M

Alpha Custom Yachts

2021

A 2024 Baglietto T-Line 52 in steel, with a pool set into the aft deck, a dedicated gym and eleven crew for ten guests, running the Mediterranean in summer and
Daybreak

52M

Baglietto

2024

The 51.8-metre Alloy Yachts ketch Q pairs award-winning Dubois design with a panoramic Reymond Langton interior, a climate-controlled cockpit with retractable windows, a full-beam master with pink-onyx vanity and a
Q

51M

Alloy Yachts

2008

The 43-metre Vitters sailing sloop Guillemot pairs exhilarating Dubois-designed performance with a calm birchwood-and-teak Dick Young interior, a split-level salon and master suite and a beautiful cockpit lounge, cruising the
Guillemot

43M

Vitters Shipyard

2004

An award-winning 42.27-metre Holland Jachtbouw with a navy hull, modern-classic Rhoades Young interior, offset spiral staircase and full-beam master, cruising the Mediterranean and Caribbean.
Fabulous Character

42M

Holland Jachtbouw

2010

A 53.5-metre De Voogt-designed Feadship with Terence Disdale monochrome interiors, a gym that converts to a cabin, and an expansive sundeck with panoramic sea views.
Hurricane Run

53.5M

Feadship

2009

A 37.4-metre Sanlorenzo SD122 refitted in 2023, with Portuguese-style seating and a jacuzzi in the bow, Paola Lenti furniture on deck and a 42-knot Pursuit chase tender, chartering the Bahamas
Away

37M

Sanlorenzo

2009

Rio

62M

CRN

2022

The 42.2-metre Sanlorenzo 460EXP Moka is a World Superyacht Award-winning explorer with a main-deck infinity pool, exceptional beach club and go-anywhere range, cruising the Mediterranean and Caribbean for 10 guests.
Moka

42M

Sanlorenzo

2015

A generously proportioned 47.85-metre Trinity with a full-beam master, sundeck spa pool and elegant refreshed interior, cruising New England in summer and the Bahamas and Caribbean in winter.
Nicole Evelyn

47M

Trinity Yachts

2005

A pedigree 44.5-metre Trinity fresh from a multimillion-dollar 2025 refit, with a full-beam master, sprawling sundeck with Jacuzzi and sociable decks, cruising the Caribbean.
Summerdance

44M

Trinity Yachts

2004

The fast 42.6-metre Benetti H pairs a Stefano Righini split-level Portuguese-bow exterior with a cool-grey RWD interior, a main-salon cinema, a full-beam master, a foredeck jacuzzi and a beach club,
H

42M

Benetti

2015

An adventure-forward 62-metre Oceanco with Zuretti interiors, a blue-tiled sauna, indoor pool and a crew renowned for turning ideas into unforgettable experiences across the Mediterranean and Caribbean.
Ludzie

62M

Oceanco

2005

Vertigo

67.2M

Alloy Yachts

2011

A 46-metre Royal Hakvoort with a 6,000-mile range, Glade Johnson interiors in cherry and cream, a master suite with marble Jacuzzi and a skylounge cinema, all delivered by a closely
Amica Mea

46M

Royal Hakvoort

2004

A 26-knot 50-metre Westport by Donald Starkey with a bridge-deck VIP balcony, sundeck Jacuzzi and a renowned crew hosting themed dinners, watersports and fishing across the Bahamas, Caribbean and Alaska.
Chasing Daylight

50M

Westport

2008

A 77.7-metre Golden Yachts motor yacht with two glass-bottomed pools, a tri-deck axe bow and an eight-suite layout for up to 12 guests.
Malia

77.7M

Golden Yachts

2023

A 50-metre Mangusta 165E with 33-knot top speed, a 1.9m draft for shallow bays and International Yacht & Aviation Award 2018 Best Superyacht over 40m.
Da Vinci

50M

Overmarine Group

2017

The Mondomarine flagship, 60 metres of full-aluminium performance superyacht with extraordinary Luca Dini interiors featuring backlit onyx, a Baldi crystal chandelier and an unforgettable cactus garden on the sundeck.
Sarastar

60M

Mondomarine

2017

A faithful 64.4m reproduction of the legendary 1903 schooner that once held the transatlantic mono-hull speed record for a century.
Atlantic

64.4M

Graafship

2010

The 60-metre Benetti St David is an Andrew Winch-designed, award-winning charter yacht with a three-deck spiral staircase, split-level owner’s suite, sundeck spa pool, cinema and nightclub, cruising the Mediterranean and
St David

60M

Benetti

2008

The 50-metre Sanlorenzo 50Steel Contigo pairs a Piero Lissoni interior with a waterline Ocean Lounge beach club and a pioneering green methanol fuel cell, cruising the Western Mediterranean and Caribbean
Contigo

50M

Sanlorenzo

2024

A 62-metre Feadship masterpiece by Winch Design, where every cabin tells a story drawn from literature and fairy tales, making her the finest family charter yacht afloat.
Sea Owl

62M

Feadship

2013

A multi-award-winning 42-metre Holland Jachtbouw with a timeless classic interior, spectacular master suite and seamless indoor/outdoor upper deck, freshly refitted in 2026.
Fabulous Character

42M

Holland Jachtbouw

2010

A brand-new 2022 Gulf Craft Majesty 140 with award-winning Cristiano Gatto interiors, two main-deck balconies, an expansive beach club and a waterfall Jacuzzi.
Rising Dawn

43.1M

Gulf Craft

2022

The 55-metre Amels 180 Kamalaya blends Tim Heywood lines and a Remi Tessier interior with a full-beam master featuring a fold-down sea balcony, cruising the Mediterranean and Caribbean for up
Kamalaya

55M

Amels

2013

A sleek 50m Mangusta Overmarine with a shallow 1.8m draft, 37-knot top speed and a cinema room, perfectly engineered for Bahamas island hopping.
Valerie

50M

Overmarine

2016

The first of Heesen’s acclaimed new 57m series, winner of the 2025 BOAT Design & Innovation Award, combining Omega Architects lines with Harrison Eidsgaard interiors.
Santosha

56.7M

Heesen

2024

The brand-new 54-metre custom mini-cruiser Bello offers extraordinary deck spaces with multiple pools and Jacuzzis, a full spa and gym, a glass elevator and two master suites, cruising the Croatian
Bello

54M

Custom

2026

A 112-metre Freire Shipyard superyacht accommodating up to 36 guests in 19 cabins, with a spa deck, beach club and main deck pool.
Renaissance

112M

Freire Shipyard

2023

A fast-displacement 65-metre Heesen, formerly Galactica Star, with a glass-bottomed pool, duplex beach club and award-winning Bannenberg & Rowell interiors.
Illusion

65M

Heesen Yachts

2013

A 57.9-metre all-aluminium Trinity with a 21-knot top speed, an 8.5-foot draft for Bahamas access and a Tiger’s Eye sky-lounge bar and petrified tree-trunk decor.
Skyfall

57.9M

Trinity Yachts

2010

A five-award-winning Perini Navi ketch with a jet-black hull, Remi Tessier ebony interiors and 18-knot sailing speeds, star of Below Deck Sailing Yacht.
Parsifal III

53.8M

Perini Navi

2005

A 54.3-metre Amels 177 with a 40-knot Safeboat chase tender, a 7-metre waterslide, Dome-project 2020 refit interiors and a masseuse and yoga instructor in the 13-strong crew.
Spirit

54.3M

Amels

2011

The award-winning 68.2-metre Nobiskrug Sycara V pairs a warm Craig Beale interior with a bridge-deck master and private aft deck, sundeck jacuzzi and gym, beach club and 7,000nm range, cruising
Sycara V

68M

Nobiskrug

2010

The classic 46.7-metre Feadship Daybreak pairs timeless De Voogt lines with a warm cream-and-sage Larvor interior, a full-beam main-deck master, a sundeck jacuzzi and 5,000nm range, cruising the Mediterranean, Bahamas
Daybreak

46M

Feadship

1997

One of the fastest US-built yachts of her size, this 49-metre Trinity by Evan K. Marshall has a signature split-level master, a sundeck Jacuzzi and an extended beach club, cruising
Zoom Zoom Zoom

49M

Trinity Yachts

2005

The classic 65-metre Feadship Nectar pairs a low-profile Terence Disdale exterior with a warm oak-and-gold-leaf interior, a full-beam master with study, colour-keyed cabins and one of the largest sundecks on
Nectar

65M

Feadship

2006

A 63m Feadship built specifically for charter, with two cinemas, 54 flavours of homemade ice cream and an Elemis wellness spa.
Lady Britt

63M

Feadship

2011

A 70.6-metre H2 Yacht Design family flagship built for serious water-toy storage, with a glass-backed sundeck Jacuzzi and an observation lounge above the hardtop.
Talisman C

70.6M

Proteksan Turquoise

2011

An award-winning 62-metre VSY with dramatic Candy and Candy interiors, a Schimmel grand piano salon and a spectacular split-level sundeck, considered one of the finest Viareggio Superyachts ever built.
Sealion

62M

VSY

2009

Windward Islands Yacht Charter Enquire

Enquire about chartering in Windward Islands to receive current yacht availability, seasonal guidance and expert insight into the cruising areas, anchorages and experiences that best fit your preferred style of charter, creating a clearer route to the right itinerary.

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