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Windward Islands Charter Yachts and Sailing Vacations
Wonderful Windward The Windward Islands are so named because they were more windward to sailing ships arriving in the New World than the Leeward Islands, given that the prevailing trade winds i... There are 1 additional articles in this category.

Grenada Yacht Charter Guide | Windward Islands
Located in the southern end of the Grenadines, Grenada is an island country made up of Grenada and six smaller islands including Carriacou and Petite Martinique. Grenada is perfect for adventur...

Grenadines Bareboat Catamaran Charters | Windward Islands
Chartering a bareboat catamaran in the Grenadines will give you the freedom to explore this heavenly destination at your own steady pace, and provide you with the privacy and serenity that you...

Grenada and the Grenadines Bareboat Sailing Yacht Charters
The Grenadines are a gorgeous collection of islands, which lie between St Vincent in the north and Grenada in the south. With secluded beaches, bountifully lush tropical rainforests, coral reefs...

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!

Bali 4.5 - Watermaker&A/C - 4 + 2(4 double 2 single)- 2019 - Nassau
Bali 4.5
    Watermaker & A/C - 4 + 2 (4 double 2 single) - 2019 - Nassau
  • Watermaker & A/C Bareboat Catamaran
  • Length: 13.6 m
  • Year: 2019
  • Cabins: 6
  • Berths: 8
  • From $8760 to $10000 per week
Details Enquire
  • Berths: 8
  • Cabins: 6
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 13.6 m (46' 4")
  • Year: 2019
From $8760 to $10000
per week

BOATBOOKINGS SAYS:
"Spacious Bali 4.5 available for an exciting charter around the flawless islands of the Exumas."

LUSH - Oyster 885 - 4 Cabins - Tortola - St Maarten - St Vincent&Grenadines
LUSH
    Oyster 885 - 4 Cabins - Tortola - St Maarten - St Vincent & Grenadines
  • Oyster 885 Luxury Crewed Sailing Yacht
  • Length: 27.08 m
  • Year: 2012
  • Cabins: 4
  • Berths: 8
  • From $45000 to $50000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 27.08 m (92' 8")
  • Year: 2012
From $45000 to $50000
per week

BOATBOOKINGS SAYS:
"Sleek lines, spacious cockpit, al fresco dining and stunning accommodation spaces make LUSH the perfect yacht for your next charter."

DRAGONFLY - Lagoon 620 - 4 Cabins - Grenada - British Virgin Islands - Caribbean Leewards VIEW 3 REVIEWS 
DRAGONFLY
    Lagoon 620 - 4 Cabins - Grenada - British Virgin Islands - Caribbean Leewards
  • Lagoon 620 Crewed Catamaran
  • Length: 18.9 m
  • Year: 2019
  • Cabins: 4
  • Berths: 8
  • From $42000 to $45000 per week
VIEW 3 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18.9 m (64' 5")
  • Year: 2019
VIEW 3 REVIEWS
From $42000 to $45000
per week

BOATBOOKINGS SAYS:
"Feel the fresh Caribbean breeze aboard the DRAGONFLY on your British Virgin Islands cruise."

ILLUSION - Nautitech 46 - 4 Cabins - Martinique - Grenadines - Union Island - St Lucia
ILLUSION
    Nautitech 46 - 4 Cabins - Martinique - Grenadines - Union Island - St Lucia
  • Nautitech 46 Luxury Crewed Catamaran
  • Length: 14.02 m
  • Year: 2019
  • Cabins: 4
  • Berths: 8
  • From $15000 to $18000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • 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."

FRENCH KISS - Lagoon 450 - 4 Cabins - Grenadines - Grenada - Leeward Islands - Windward Islands
FRENCH KISS
    Lagoon 450 - 4 Cabins - Grenadines - Grenada - Leeward Islands - Windward Islands
  • Lagoon 450 Luxury Crewed Catamaran
  • Length: 13.96 m
  • Year: 2018
  • Cabins: 4
  • Berths: 8
  • From $15320 to $16720 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 13.96 m (47' 4")
  • Year: 2018
From $15320 to $16720
per week

BOATBOOKINGS SAYS:
"The Lagoon 450 is a great design for first-time charter guests. Benefit from the separate helm station which gives you a private aft deck for alfresco dining and lounging."

LIR - Fountaine Pajot Victoria 67 - 4 Cabins - Caribbean Islands - Portofino - Sicily - Corsica VIEW 4 REVIEWS 
LIR
    Fountaine Pajot Victoria 67 - 4 Cabins - Caribbean Islands - Portofino - Sicily - Corsica
  • Fountaine Pajot Victoria 67 Luxury Crewed Catamaran
  • Length: 20.44 m
  • Year: 2014
  • Cabins: 4
  • Berths: 8
  • From €27500 to €32000 per week
VIEW 4 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 20.44 m (69' 4")
  • Year: 2014
VIEW 4 REVIEWS
From €27500 to €32000
per week

BOATBOOKINGS SAYS:
"A beautiful catamaran with a first class finish and crew with a vast knowledge of every corner of the Caribbean and Med islands."

THE SUN - Lagoon 620 - 5 Cabins - Portisco - Porto Cervo - Sardinia - St George VIEW 1 REVIEW 
THE SUN
    Lagoon 620 - 5 Cabins - Portisco - Porto Cervo - Sardinia - St George
  • Lagoon 620 Crewed Catamaran
  • Length: 18 m
  • Year: 2020
  • Cabins: 5
  • Berths: 0
  • From €19000 to €38000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 0
  • Cabins: 5
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18 m (61' )
  • Year: 2020
VIEW 1 REVIEW
From €19000 to €38000
per week

BOATBOOKINGS SAYS:
"Charter this stand out Lagoon 62 for a luxurious sailing experience around the Sardinian coast or Caribbean Windwards"

RIPPLE - Lagoon 620 - 4 Cabins - Tortola - BVI - Grenadines VIEW 2 REVIEWS 
RIPPLE
    Lagoon 620 - 4 Cabins - Tortola - BVI - Grenadines
  • Lagoon 620 Luxury Crewed Catamaran
  • Length: 18.89 m
  • Year: 2016
  • Cabins: 4
  • Berths: 8
  • From $37000 to $40000 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18.89 m (64' 5")
  • Year: 2016
VIEW 2 REVIEWS
From $37000 to $40000
per week

BOATBOOKINGS SAYS:
"If youre looking for a full spec, diving, state-of-the-art Lagoon 620 with an expert crew, look no further than RIPPLE for your next adventure."

BAGHEERA - Lagoon 620 - 4 Cabins - Tortola - Virgin Gorda - BVI
BAGHEERA
    Lagoon 620 - 4 Cabins - Tortola - Virgin Gorda - BVI
  • Lagoon 620 Luxury Crewed Catamaran
  • Length: 18.89 m
  • Year: 2018
  • Cabins: 4
  • Berths: 8
  • From $42000 to $45000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18.89 m (64' 5")
  • Year: 2018
From $42000 to $45000
per week

BOATBOOKINGS SAYS:
"A standout Lagoon 620 luxury catamaran with a vastly experienced crew; Alex, Carla and Beatrix will not disappoint!"

SAIL AWAY - Lagoon 620 - 5 Cabins - BVI - Tortola - Beef Island - Virgin Gorda VIEW 5 REVIEWS 
SAIL AWAY
    Lagoon 620 - 5 Cabins - BVI - Tortola - Beef Island - Virgin Gorda
  • Lagoon 620 Luxury Crewed Catamaran
  • Length: 18.9 m
  • Year: 2014
  • Cabins: 5
  • Berths: 10
  • From $33000 to $42000 per week
VIEW 5 REVIEWS  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18.9 m (64' 5")
  • Year: 2014
VIEW 5 REVIEWS
From $33000 to $42000
per week

BOATBOOKINGS SAYS:
"She has sophisticated touches throughout with a dedicated crew, perfect for your next family yacht charter."

JANS FELION - Lagoon 630 - 4 Cabins - Tortola - Virgin Gorda - British Virgin Islands
JANS FELION
    Lagoon 630 - 4 Cabins - Tortola - Virgin Gorda - British Virgin Islands
  • Lagoon 630 Crewed Power Catamaran
  • Length: 19.5 m
  • Year: 2018
  • Cabins: 4
  • Berths: 8
  • From $35000 to $42000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 19.5 m (66' 6")
  • Year: 2018
From $35000 to $42000
per week

BOATBOOKINGS SAYS:
"One of the most luxurious Lagoon powercats in the Caribbean with a knowledgable captain and crew."

Lagoon 450 F Luxe - 4 Cabins - 2017 - Tortola
Lagoon 450 F Luxe
    4 Cabins - 2017 - Tortola
  • 4 Cabins Bareboat Catamaran
  • Length: 13.96 m
  • Year: 2017
  • Cabins: 4
  • Berths: 9
  • From €5250 to €13670 per week
Details Enquire
  • Berths: 9
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 13.96 m (47' 4")
  • Year: 2017
From €5250 to €13670
per week

BOATBOOKINGS SAYS:
"Super for exploring the hidden coves and beaches of the BVI"

Lagoon 52 - 8 Cabins - 2015 - Bahamas - Tortola
Lagoon 52
    8 Cabins - 2015 - Bahamas - Tortola
  • 8 Cabins Bareboat Catamaran
  • Length: 15.84 m
  • Year: 2015
  • Cabins: 8
  • Berths: 14
  • From €8555 to €16825 per week
Details Enquire
  • Berths: 14
  • Cabins: 8
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 15.84 m (53' )
  • Year: 2015
From €8555 to €16825
per week

BOATBOOKINGS SAYS:
"Still modern and contemporary, this 2015 yacht is supreme for gliding around the BVI"

Bavaria 45 - 3 Cabins - Grenada
Bavaria 45
    3 Cabins - Grenada
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 14.3 m
  • Year: 2011
  • Cabins: 3
  • Berths: 6
  • From $3395 to $4995 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.3 m (48' 2")
  • Year: 2011
From $3395 to $4995
per week

BOATBOOKINGS SAYS:
"An award-winning monohull yacht, the Bavaria 45 is a perfect holiday option for island hopping."

THOXA VII
THOXA VII
  • Bareboat Sailing Yacht
  • Length: 12.17 m
  • Year:
  • Cabins: 3
  • Berths: 6
  • From $1995 to $4950 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.17 m (41' 5")
  • Year:
From $1995 to $4950
per week

BOATBOOKINGS SAYS:
"Sail the Caribbean in comfort and speed in this lovely Dufour."

SASHA - Lagoon 500 - 3 Cabins - Village Cay Tortola - Beef Island - Virgin Gorda - Bequia - The Grenadines VIEW 1 REVIEW 
SASHA
    Lagoon 500 - 3 Cabins - Village Cay Tortola - Beef Island - Virgin Gorda - Bequia - The Grenadines
  • Lagoon 500 Luxury Crewed Catamaran
  • Length: 15.24 m
  • Year: 2009
  • Cabins: 3
  • Berths: 6
  • From $15500 to $21000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 15.24 m (51' )
  • Year: 2009
VIEW 1 REVIEW
From $15500 to $21000
per week

BOATBOOKINGS SAYS:
"SASHA is an iconic Lagoon 500 with two certified dive instructor crew members. Get ready for a fun filled charter."

MANUTEA
MANUTEA
  • Bareboat Catamaran
  • Length: 13.61 m
  • Year: 2010
  • Cabins: 4
  • Berths: 8
  • From €3630 to €8150 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 13.61 m (46' 5")
  • Year: 2010
From €3630 to €8150
per week

BOATBOOKINGS SAYS:
"Beautiful Lagoon 440 Catamaran, ideal for cruising the Caribbean in comfort and style."

Jeanneau 50DS - 3 Cabins - Grenada
Jeanneau 50DS
    3 Cabins - Grenada
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 14.9 m
  • Year: 2009
  • Cabins: 3
  • Berths: 6
  • From $3995 to $5595 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.9 m (50' 2")
  • Year: 2009
From $3995 to $5595
per week

BOATBOOKINGS SAYS:
"The Jeanneau 50DS is a true classic, a swift and sleek sailing vessel."

Fountaine Pajot Helia 44 - 4 Cabins - Grenada
Fountaine Pajot Helia 44
    4 Cabins - Grenada
  • 4 Cabins Bareboat Catamaran
  • Length: 13.3 m
  • Year: 2013
  • Cabins: 4
  • Berths: 10
  • From €4968 to €7700 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 13.3 m (45' 10")
  • Year: 2013
From €4968 to €7700
per week

BOATBOOKINGS SAYS:
"Elegance and high performance catamaran available in Grenada"

Dufour 405 Grand Large - 3 Cabins - Grenada
Dufour 405 Grand Large
    3 Cabins - Grenada
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 12.17 m
  • Year: 2012
  • Cabins: 3
  • Berths: 8
  • From €1890 to €4900 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.17 m (41' 5")
  • Year: 2012
From €1890 to €4900
per week

BOATBOOKINGS SAYS:
"A spacious offering from the Dufour shipyard, the 405 GL is ideal to explore Grenada with family in comfort."

Leopard 46 - 4 + 1 Cabins - Grenada
Leopard 46
    4 + 1 Cabins - Grenada
  • 4 + 1 Cabins Bareboat Catamaran
  • Length: 15.13 m
  • Year: 2010
  • Cabins: 5
  • Berths: 9
  • From $6995 to $9995 per week
Details Enquire
  • Berths: 9
  • Cabins: 5
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 15.13 m (51' 1")
  • Year: 2010
From $6995 to $9995
per week

BOATBOOKINGS SAYS:
"The Leopard 46 Catamaran is ideal catamaran for ease of sailing coupled with room to relax."

Leopard 46 - 4 + 1 Cabins - St Vincent - Grenada - The Grenadines
Leopard 46
    4 + 1 Cabins - St Vincent - Grenada - The Grenadines
  • 4 + 1 Cabins Bareboat Catamaran
  • Length: 15.13 m
  • Year: 2010
  • Cabins: 5
  • Berths: 9
  • From $4595 to $6795 per week
Details Enquire
  • Berths: 9
  • Cabins: 5
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 15.13 m (51' 1")
  • Year: 2010
From $4595 to $6795
per week

BOATBOOKINGS SAYS:
"The Leopard 46 Catamaran is ideal catamaran for ease of sailing coupled with room to relax."

ARCHANGEL - Hylas 70 - 3 Cabins - Newport - Rhode Island - Tortola - St Thomas
ARCHANGEL
    Hylas 70 - 3 Cabins - Newport - Rhode Island - Tortola - St Thomas
  • Hylas 70 Crewed Sailing Yacht
  • Length: 21.2 m
  • Year: 2011
  • Cabins: 3
  • Berths: 6
  • From $18900 to $24035 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 21.2 m (72' 8")
  • Year: 2011
From $18900 to $24035
per week

BOATBOOKINGS SAYS:
"A modern and elegant yacht."

CHAOS INTERRUPTED - Lagoon 450 - 3 Cabins - St Thomas - St John - USVI VIEW 1 REVIEW 
CHAOS INTERRUPTED
    Lagoon 450 - 3 Cabins - St Thomas - St John - USVI
  • Lagoon 450 Luxury Crewed Catamaran
  • Length: 0 m
  • Year: 2016
  • Cabins: 3
  • Berths: 6
  • From $22600 to $24450 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 0 m (0' )
  • Year: 2016
VIEW 1 REVIEW
From $22600 to $24450
per week

BOATBOOKINGS SAYS:
"Recently refitted Lagoon 450 is available for your unforgettable charters in the Caribbean!"

Sun Odyssey 36i - 3 Cabins - Grenada
Sun Odyssey 36i
    3 Cabins - Grenada
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 10.69 m
  • Year: 2009
  • Cabins: 3
  • Berths: 6
  • From $2185 to $3035 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 10.69 m (36' 1")
  • Year: 2009
From $2185 to $3035
per week

BOATBOOKINGS SAYS:
"Wonderful sailing boat for up to 6 guests, sail the Caribbean in comfort and style."

Bavaria 39 - 3 Cabins - Grenada
Bavaria 39
    3 Cabins - Grenada
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 11.47 m
  • Year: 2008
  • Cabins: 3
  • Berths: 6
  • From $2195 to $3695 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.47 m (39' 7")
  • Year: 2008
From $2195 to $3695
per week

Lucia 40 - 4 Cabins - 2018 - Annapolis - Grenadines
Lucia 40
    4 Cabins - 2018 - Annapolis - Grenadines
  • 4 Cabins Bareboat Catamaran
  • Length: 11.73 m
  • Year: 2018
  • Cabins: 4
  • Berths: 8
  • From $5568 to $6091 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 11.73 m (39' 9")
  • Year: 2018
From $5568 to $6091
per week

BOATBOOKINGS SAYS:
"A brand new 4 cabin catamaran."

Lavezzi 40 - 4 Cabins + 2 - Grenada
Lavezzi 40
    4 Cabins + 2 - Grenada
  • 4 Cabins + 2 Bareboat Catamaran
  • Length: 11.9 m
  • Year: 2010
  • Cabins: 4
  • Berths: 8
  • From $3775 to $5800 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 11.9 m (40' 2")
  • Year: 2010
From $3775 to $5800
per week

BOATBOOKINGS SAYS:
"The Lavezzi 40 has it all."

Lagoon 430 - 4 Cabins - Grenada
Lagoon 430
    4 Cabins - Grenada
  • 4 Cabins Bareboat Catamaran
  • Length: 12.94 m
  • Year: 2007
  • Cabins: 4
  • Berths: 8
  • From $4295 to $7195 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 12.94 m (44' 10")
  • Year: 2007
From $4295 to $7195
per week

BOATBOOKINGS SAYS:
"A fully loaded and elegant catamaran."

GROOVY - Robertson and Caine 42 - Grenadines - Grenada - Leeward Islands - Windward Islands
GROOVY
    Robertson and Caine 42 - Grenadines - Grenada - Leeward Islands - Windward Islands
  • Robertson and Caine 42 Crewed Catamaran
  • Length: 13.11 m
  • Year: 2011
  • Cabins: 4
  • Berths: 7
  • From $13950 to $16850 per week
Details Enquire
  • Berths: 7
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 13.11 m (44' 3")
  • Year: 2011
From $13950 to $16850
per week

BOATBOOKINGS SAYS:
"Dance or get lulled into a trance on GROOVY with her excellent crew who will give you a fantastic charter experience!"

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