Sailaway Charters
Caribbean sailing

Caribbean

Sail the Caribbean.

Yacht charter across the Caribbean — Bahamas and British Virgin Islands.

See the fleetTalk to an expert
Season November–July2 countries

Destinations

Where to sail in the Caribbean.

Bahamas

November–July

Bahamas

British Virgin Islands

November–July

British Virgin Islands

St. Vincent

November–July

St. Vincent

Guadeloupe

November–May

Guadeloupe

Martinique

November–May

Martinique

St. Martin

Caribbean

St. Martin

Grenada

Caribbean

Grenada

Live fleet

Yachts available across the Caribbean.

233 yachts · page 4 of 5

Aventura

Aventura

Bareboat

BVI, British Virgin Islands

10 berths4 cabins13 mCatamaran · 2019
from
$7,000
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Pirelli

Pirelli

Bareboat

BVI, British Virgin Islands

12 berths4 cabins13 mCatamaran · 2023
from
$7,000
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Laurencia

Laurencia

Bareboat

BVI, British Virgin Islands

12 berths4 cabins13 mCatamaran · 2023
from
$7,000
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Arctic Fantasy II

Arctic Fantasy II

Bareboat

BVI, British Virgin Islands

10 berths4 cabins13 mCatamaran · 2020
from
$849
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Karukera

Karukera

Bareboat

Guadeloupe, Caribbean

12 berths4 cabins13 mCatamaran · 2025
from
€4,100
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Petit Terre

Petit Terre

Bareboat

Guadeloupe, Caribbean

10 berths4 cabins13 mCatamaran · 2025
from
€3,900
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Casbah III

Casbah III

Bareboat

BVI, British Virgin Islands

6 berths3 cabins13 mCatamaran · 2022
from
$899
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Wanderlust

Wanderlust

Bareboat

BVI, British Virgin Islands

7 berths3 cabins13 mCatamaran · 2023
from
$849
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Temporal Drift

Temporal Drift

Bareboat

BVI, British Virgin Islands

7 berths3 cabins14 mCatamaran · 2026
from
$1,449
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Promises Promises

Promises Promises

Bareboat

Bahamas, Bahamas

6 berths3 cabins14 mCatamaran · 2025
from
$7,650
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Epic Life

Epic Life

Bareboat

BVI, British Virgin Islands

8 berths4 cabins14 mCatamaran · 2026
from
$8,000
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Sea Runner IV

Sea Runner IV

Bareboat

BVI, British Virgin Islands

12 berths4 cabins14 mCatamaran · 2019
from
$8,000
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Peace Out

Peace Out

Bareboat

BVI, British Virgin Islands

12 berths4 cabins14 mCatamaran · 2018
from
$8,000
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Pura Vida

Pura Vida

Bareboat

St. Vincent & Grenadines, Caribbean

8 berths4 cabins14 mCatamaran · 2015
price on enquiry
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Luna Mia

Luna Mia

Bareboat

BVI, British Virgin Islands

9 berths3 cabins14 mCatamaran · 2019
from
$7,800
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Sea Runner III

Sea Runner III

Bareboat

BVI, British Virgin Islands

12 berths4 cabins14 mCatamaran · 2019
from
$8,000
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Tortuga

Tortuga

Bareboat

BVI, British Virgin Islands

9 berths4 cabins14 mCatamaran · 2020
from
$8,000
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Rope The Wind

Rope The Wind

Bareboat

BVI, British Virgin Islands

9 berths4 cabins14 mCatamaran · 2023
from
$1,499
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Southern Isle

Southern Isle

Bareboat

BVI, British Virgin Islands

9 berths4 cabins14 mCatamaran · 2024
from
$1,549
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C’est La Vie

C’est La Vie

Bareboat

BVI, British Virgin Islands

10 berths4 cabins14 mCatamaran · 2020
from
$8,000
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Myelli

Myelli

Bareboat

BVI, British Virgin Islands

12 berths4 cabins14 mCatamaran · 2021
from
$8,000
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Movelli

Movelli

Bareboat

BVI, British Virgin Islands

12 berths4 cabins14 mCatamaran · 2023
from
$9,000
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Dare

Dare

Bareboat

Martinique, Caribbean

12 berths4 cabins14 mCatamaran · 2022
from
€4,200
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Starfish

Starfish

Bareboat

BVI, British Virgin Islands

12 berths4 cabins14 mCatamaran · 2025
from
$9,000
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As You Wish

As You Wish

Bareboat

St. Vincent & Grenadines, Caribbean

8 berths4 cabins14 mCatamaran · 2020
from
$9,895
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Shamwari

Shamwari

Bareboat

St. Vincent & Grenadines, Caribbean

8 berths4 cabins14 mCatamaran · 2020
from
$9,895
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Clearlake III

Clearlake III

Bareboat

BVI, British Virgin Islands

7 berths3 cabins14 mCatamaran · 2021
from
$1,275
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Kowi Kai

Kowi Kai

Bareboat

St. Vincent & Grenadines, Caribbean

12 berths6 cabins15 mCatamaran · 2020
price on enquiry
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Echo

Echo

Bareboat

BVI, British Virgin Islands

13 berths6 cabins15 mCatamaran · 2023
from
$2,195
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Out of the Blue

Out of the Blue

Bareboat

BVI, British Virgin Islands

13 berths6 cabins15 mCatamaran · 2019
from
$13,500
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Sea IO

Sea IO

Bareboat

BVI, British Virgin Islands

9 berths4 cabins15 mCatamaran · 2020
from
$9,500
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Slinky Malinki

Slinky Malinki

Bareboat

BVI, British Virgin Islands

13 berths6 cabins15 mCatamaran · 2025
from
$2,599
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Deb Elli

Deb Elli

Bareboat

BVI, British Virgin Islands

12 berths6 cabins15 mCatamaran · 2024
from
$13,000
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Moondance

Moondance

Bareboat

BVI, British Virgin Islands

9 berths4 cabins15 mCatamaran · 2024
from
$2,299
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Sea Runner II

Sea Runner II

Bareboat

BVI, British Virgin Islands

11 berths5 cabins16 mCatamaran · 2019
from
$13,870
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Luna Nova

Luna Nova

Bareboat

BVI, British Virgin Islands

10 berths4 cabins17 mCatamaran · 2024
from
$18,500
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Smiley

Smiley

Bareboat

Guadeloupe, Caribbean

12 berths5 cabins18 mCatamaran · 2025
from
€14,000
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Serenity

Serenity

Bareboat

Bahamas, Bahamas

6 berths3 cabins13 mCatamaran · 2024
from
$7,650
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Sealma

Sealma

Bareboat

St. Vincent & Grenadines, Caribbean

9 berths4 cabins14 mCatamaran · 2019
from
$9,145
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Moko Jumbie

Moko Jumbie

Bareboat

St. Vincent & Grenadines, Caribbean

8 berths4 cabins20 mCatamaran · 2011
from
$5,395
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Marine Venus

Marine Venus

Bareboat

St. Vincent & Grenadines, Caribbean

6 berths4 cabins20 mCatamaran · 2010
from
$5,195
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Nauti Cat

Nauti Cat

Bareboat

Bahamas, Bahamas

6 berths3 cabins16 mPower Catamaran · 2025
from
$14,950
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Untethered

Untethered

Bareboat

BVI, British Virgin Islands

6 berths3 cabins12 mCatamaran · 2024
from
$6,500
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Duality II

Duality II

Bareboat

BVI, British Virgin Islands

7 berths3 cabins13 mCatamaran · 2023
from
$925
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SempreVerde

SempreVerde

Bareboat

BVI, British Virgin Islands

10 berths4 cabins13 mCatamaran · 2024
from
$1,179
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Carpe Diem

Carpe Diem

Bareboat

BVI, British Virgin Islands

8 berths4 cabins13 mCatamaran · 2025
from
$1,279
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Cadenza

Cadenza

Bareboat

BVI, British Virgin Islands

10 berths4 cabins14 mCatamaran · 2023
from
$1,499
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Seas’d Up

Seas’d Up

Bareboat

BVI, British Virgin Islands

10 berths4 cabins14 mCatamaran · 2022
from
$1,299
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Caribbean questions

Asked and answered.

Which countries can I sail in the Caribbean?
We charter in Bahamas and British Virgin Islands. Each country has its own page with its sailing areas and the live fleet for your dates.
How do I choose between them?
Tell us your week, your crew and your vibe. We know every base in the region and will steer you to the right one — no hard sell.
How do I get a quote?
Send us your dates and group. Same day, we reply with three real options, three prices and the honest trade-offs.
Talk to a real charter expert

Instant quotes, fast replies

Email us — we come back fast

Send the dates, the group and the sea you have in mind. Real boats with real prices come back the same day, usually within hours.

  • Three matched boats, priced, in your inbox the same day
  • Advice from sailors who know the boats and the waters
  • Email or WhatsApp — reply by whichever suits you
  • No spam, ever

Talk to an expert

Get three options.

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