Charter Crewed yachts in the Caribbean Windward Islands

205 Yachts Found

205 Yachts Found

Yacht Name
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205 Yachts Found

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showing 1-20 of 205 yachts
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Crystal Dreams

Catamaran (54 ft / 16.5 m) (54 ft) (16.5 m)

Built: 2022

Crew: 2

Guests: 10

Cabins: 5

Bali Catamarans

Other Features

Summer Port: Virgin Islands / Grenadines / Windward

Winter Port: Virgin Islands

weekly from

$28,500

All Inclusive
from

$28,500

per week

All Inclusive

Save 25%
Catamaran Andiamo

Andiamo

Catamaran (50 ft / 15.2 m) (50 ft) (15.2 m)

Built: 2023

Crew: 2

Guests: 6

Cabins: 3

Leopard

Other Features

Summer Port: Virgin Islands/Windward/Leewards

Winter Port: Virgin Islands

weekly from

$16,500

All Inclusive
from

$16,500

per week

All Inclusive

Tapas

Catamaran (57 ft / 17.4 m) (57 ft) (17.4 m)

Built: 2023

Crew: 2

Guests: 10

Cabins: 5

Royal Cape

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$28,000

All Inclusive
from

$28,000

per week

All Inclusive

Save $3,000
Catamaran Bella

Bella

Catamaran (49 ft / 14.9 m) (49 ft) (14.9 m)

Built: 2021

Crew: 2

Guests: 6

Cabins: 3

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$19,500

All Inclusive
from

$19,500

per week

All Inclusive

Swan

Catamaran (50 ft / 15.2 m) (50 ft) (15.2 m)

Built: 2020

Crew: 2

Guests: 10

Cabins: 5

Lagoon

Other Features

Summer Port: Grenada, Windward Islands

Winter Port: Grenada, Windward Islands

weekly from

$21,000

All Inclusive
from

$21,000

per week

All Inclusive

Save $3,000
Catamaran Borrowed Bounty

Borrowed Bounty

Catamaran (49 ft / 14.9 m) (49 ft) (14.9 m)

Built: 2024

Crew: 2

Guests: 8

Cabins: 4

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$19,500

All Inclusive
from

$19,500

per week

All Inclusive

Save $2,000
Catamaran Atlas

Atlas

Catamaran (55 ft / 16.8 m) (55 ft) (16.8 m)

Built: 2022

Crew: 2

Guests: 8

Cabins: 4

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$27,500

All Inclusive
from

$27,500

per week

All Inclusive

Save $1,500
Catamaran Infinity

Infinity

Catamaran (46 ft / 14 m) (46 ft) (14 m)

Built: 2023

Crew: 2

Guests: 6

Cabins: 3

Lagoon

Other Features

Summer Port: Caribbean Windward / Leewards

Winter Port: St Vincent (Willing to relocate within the Windward / Leeward islands)

weekly from

$15,000

All Inclusive
from

$15,000

per week

All Inclusive

Save $2,000
Catamaran Deborah Anne

Deborah Anne

Catamaran (49 ft / 14.9 m) (49 ft) (14.9 m)

Built: 2022

Crew: 2

Guests: 6

Cabins: 3

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$20,500

All Inclusive
from

$20,500

per week

All Inclusive

Save $3,000
Catamaran High 5

High 5

Catamaran (55 ft / 16.8 m) (55 ft) (16.8 m)

Built: 2023

Crew: 2

Guests: 8

Cabins: 4

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$26,500

All Inclusive
from

$26,500

per week

All Inclusive

Save $2,000
Catamaran Mystic

Mystic

Catamaran (55 ft / 16.8 m) (55 ft) (16.8 m)

Built: 2022

Crew: 2

Guests: 8

Cabins: 4

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$27,500

All Inclusive
from

$27,500

per week

All Inclusive

Save $3,000
Catamaran Barefoot Bliss

Barefoot Bliss

Catamaran (55 ft / 16.8 m) (55 ft) (16.8 m)

Built: 2024

Crew: 2

Guests: 8

Cabins: 4

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$26,500

All Inclusive
from

$26,500

per week

All Inclusive

Save $2,000
Catamaran Apricity

Apricity

Catamaran (46 ft / 14 m) (46 ft) (14 m)

Built: 2023

Crew: 2

Guests: 8

Cabins: 4

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$19,500

All Inclusive
from

$19,500

per week

All Inclusive

Illusion

Catamaran (46 ft / 14 m) (46 ft) (14 m)

Built: 2019

Crew: 2

Guests: 6

Cabins: 3

Nautitech

Other Features

Summer Port: Martinique, Windward Islands

Winter Port: FWI or Windwards

weekly from

$15,000

All Inclusive
from

$15,000

per week

All Inclusive

Save $2,000
Catamaran Katlo

Katlo

Catamaran (55 ft / 16.8 m) (55 ft) (16.8 m)

Built: 2023

Crew: 2

Guests: 6

Cabins: 3

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$27,500

All Inclusive
from

$27,500

per week

All Inclusive

+ Free Flights
Catamaran Valentina

Valentina

Catamaran (62 ft / 18.9 m) (62 ft) (18.9 m)

Built: 2013

Crew: 2

Guests: 6

Cabins: 3

Lagoon

Other Features

Summer Port: The Grenadines and Grenada

Winter Port: St. Martin/Sint Maarten - SXM

weekly from

$29,000

All Inclusive
from

$29,000

per week

All Inclusive

Ad Astra 5.4

Catamaran (55 ft / 16.8 m) (55 ft) (16.8 m)

Built: 2020

Crew: 2

Guests: 10

Cabins: 5

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$29,500

All Inclusive
from

$29,500

per week

All Inclusive

Ritmo

Catamaran (46 ft / 14 m) (46 ft) (14 m)

Built: 2021

Crew: 2

Guests: 6

Cabins: 3

Lagoon

Other Features

Summer Port: St Vincent (Willing to relocate within the Windward / Leeward islands)

Winter Port: St Vincent (Willing to relocate within the Windward / Leeward islands)

weekly from

$16,500

All Inclusive
from

$16,500

per week

All Inclusive

LegaSea

Catamaran (54 ft / 16.5 m) (54 ft) (16.5 m)

Built: 2024

Crew: 2

Guests: 10

Cabins: 5

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$28,000

All Inclusive
from

$28,000

per week

All Inclusive

Save $2,000
Catamaran Belle Vie

Belle Vie

Catamaran (49 ft / 14.9 m) (49 ft) (14.9 m)

Built: 2020

Crew: 2

Guests: 8

Cabins: 4

Bali Catamarans

Other Features

Summer Port: BVI / St Vincent

Winter Port: BVI

weekly from

$20,500

All Inclusive
from

$20,500

per week

All Inclusive


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