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Windward Islands Charter Yachts and Sailing Vacations 2026-2027
A Stunning Beach in the Windward Islands Explore the wonderful Windward Islands in 2026 and 2027 from the unrivaled comfort of a luxury motor yacht charter or crewed catamaran and discover an... There are 1 additional articles in this category.

Grenada Yacht Charter Guide for 2026 and 2027 | Windward Islands
St. George, Grenada Experience Grenada, the Grenadines in all their beauty on one of the best luxury yacht charters of 2026 and 2027 Perched at the southern end of the Grenadines, Grenada is a...

Discover our selection of yachts below and contact our Charter Experts at Boatbookings to receive a bespoke proposal and embark on the ultimate yacht charter vacation.

Let us take over and do the work for you by completing our enquiry form. Or, contact us directly at [email protected] with details of your group size, type of yacht, destination and budget. One of our Charter Experts will call you so please leave your phone number.

We look forward to hearing from you!

MIDNIGHT SAGA - Moonen 110 Mustique - 5 Cabins - Cannes - Nice - Antibes - St Tropez - French Riviera - Monaco
MIDNIGHT SAGA
    Moonen 110 Mustique - 5 Cabins - Cannes - Nice - Antibes - St Tropez - French Riviera - Monaco
  • Moonen 110 Mustique Luxury Crewed Motor Yacht
  • Length: 34.04 m
  • Year: 2023
  • Cabins: 5
  • Berths: 10
  • From €133000 to €154000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 34.04 m (115' 8")
  • Year: 2023
From €133000 to €154000
per week

BOATBOOKINGS SAYS:
"Explore the French Riviera in style and awe aboard MIDNIGHT, where every day is a story of fun under the sun!"

FREEDOM - Nautitech 46 - 4 Cabins - Grenadines - Bequia - Mustique VIEW 3 REVIEWS 
FREEDOM
    Nautitech 46 - 4 Cabins - Grenadines - Bequia - Mustique
  • Nautitech 46 Crewed Catamaran
  • Length: 14 m
  • Year: 2017
  • Cabins: 4
  • Berths: 0
  • From $13050 to $17500 per week
VIEW 3 REVIEWS  Details Enquire
  • Berths: 0
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14 m (47' 8")
  • Year: 2017
VIEW 3 REVIEWS
From $13050 to $17500
per week

MIO SHI - Beneteau 51.1 - 3 Cabins - 2021 - Grenada - Bequia - Mustique
MIO SHI
    Beneteau 51.1 - 3 Cabins - 2021 - Grenada - Bequia - Mustique
  • Beneteau 51.1 Crewed Sailing Yacht
  • Length: 16 m
  • Year: 2021
  • Cabins: 3
  • Berths: 0
  • From €13900 to €13900 per week
Details Enquire
  • Berths: 0
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 16 m (54' 4")
  • Year: 2021
From €13900 to €13900
per week

BOATBOOKINGS SAYS:
"The modern and well thought design of MIO SHI is light and spacious, perfect for cruising the Caribbean."

SWAN - Lagoon 50 - 4 Cabins - Grenada - St. Vincent - Windward - Caribbean
SWAN
    Lagoon 50 - 4 Cabins - Grenada - St. Vincent - Windward - Caribbean
  • Lagoon 50 Crewed Catamaran
  • Length: 15.24 m
  • Year: 2020
  • Cabins: 4
  • Berths: 8
  • From $17500 to $31050 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 15.24 m (51' )
  • Year: 2020
From $17500 to $31050
per week

BOATBOOKINGS SAYS:
"Get entranced by the alluring Windward Islands on SWAN!"

MUSTIQUE - Moody 66 - 3 Cabins - Split - Dubrovnik - Tivat - Kotor
MUSTIQUE
    Moody 66 - 3 Cabins - Split - Dubrovnik - Tivat - Kotor
  • Moody 66 Luxury Crewed Sailing Yacht
  • Length: 20.12 m
  • Year: 2005
  • Cabins: 3
  • Berths: 6
  • From $15500 to $17500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 20.12 m (68' 8")
  • Year: 2005
From $15500 to $17500
per week

BOATBOOKINGS SAYS:
"Combining sailing prowess with comfortable accommodation for 6 guests, Mustique is the perfect companion for exploring the magical Croatian coast!"

ILLUSION - Nautitech 46 - 3 Cabins - Martinique - Grenadines - Union Island - St Lucia
ILLUSION
    Nautitech 46 - 3 Cabins - Martinique - Grenadines - Union Island - St Lucia
  • Nautitech 46 Luxury Crewed Catamaran
  • Length: 14.02 m
  • Year: 2019
  • Cabins: 3
  • Berths: 6
  • From $15000 to $18000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14.02 m (47' 10")
  • Year: 2019
From $15000 to $18000
per week

BOATBOOKINGS SAYS:
"You will be dazzled by the beauty of the Nautitech 46 ILLUSION and the knowledge of Captain Bruno. Our previous charter feedback is always exceptional, so there is no better catamaran to cruise the Grenadines."

LITTLE GIANT - Sunreef 88 Double Deck - 4 Cabins - St. Martin - St. Barths - Anguilla - Leeward Islands - Caribbean
LITTLE GIANT
    Sunreef 88 Double Deck - 4 Cabins - St. Martin - St. Barths - Anguilla - Leeward Islands - Caribbean
  • Sunreef 88 Double Deck Luxury Crewed Catamaran
  • Length: 26 m
  • Year: 2017
  • Cabins: 4
  • Berths: 8
  • From $94000 to $100000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 26 m (88' 8")
  • Year: 2017
From $94000 to $100000
per week

BOATBOOKINGS SAYS:
"Experience both luxury and relaxation aboard LITTLE GIANT as you sail through the Caribbean with her bounty of water toys and ample deck space."

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