How much does a sailing holiday in Caribbean & Bahamas cost?

Sailing holiday prices in Caribbean & Bahamas start from €286 per night. The average charter price is €1,297 per night. Starting prices by yacht type: - Sailboat: from €339 per night / €2,373 per week. - Motor Yacht: from €4,020 per night / €28,140 per week. - Catamaran: from €286 per night / €2,002 per week. Prices vary by yacht size, travel dates, departure location and trip length.

What are the most popular destinations for sailing holidays in Caribbean & Bahamas?

is the most popular destination for sailing holidays in Caribbean & Bahamas. Other popular destinations include.

When is the best time for a sailing holiday in Caribbean & Bahamas?

The seasonal guide for sailing holidays in Caribbean & Bahamas is: - Recommended months — sweet spot:. - High season:. - Shoulder season:. - Low season:. During the sweet-spot months, air temperatures average °C and sea temperatures average °C, with sunny days per month and winds averaging knots.

How long is a yacht holiday in Caribbean & Bahamas?

The average yacht holiday in Caribbean & Bahamas lasts 6 nights. Minimum stays vary by yacht: 1-7 nights.

What is included in a yacht holiday in Caribbean & Bahamas?

Skipper services for a yacht holiday in Caribbean & Bahamas cost an average of €190 per day. Depending on the yacht, this fee may be included in the charter price or charged separately. Fuel, meals, marina fees, cleaning and transfers may also carry additional charges. Included services, the exact skipper fee and payment terms are shown on each yacht’s detail page.

Can I book a bareboat, skippered or crewed sailing holiday in Caribbean & Bahamas?

Sailing holiday options in Caribbean & Bahamas include: - Bareboat: 271 yachts available without a skipper - Skippered: 249 yachts available with a professional skipper - Crewed: 5 yachts available with a captain and crew Bareboat charters may require a valid boating licence and relevant experience. Confirm the requirements with the boat owner before booking. For skippered or crewed yacht holidays, guests generally do not need a boating licence or sailing experience.

Sailing Holidays Caribbean & Bahamas & Yacht Vacation

Caribbean & Bahamas

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Sailing holidays in the Caribbean and Bahamas

A sailing holiday in the Caribbean and Bahamas makes the boat both your accommodation and a way to explore. Days can alternate between cruising, snorkeling over reefs and relaxing at anchor, with evenings spent dining aboard or visiting a harbor settlement. From shallow Bahamian banks to volcanic island coastlines, the surroundings shape daily life aboard, while your cabin remains a familiar base between stops.

Choose your island setting

In the Bahamas, the Exuma Cays put shallow banks and protected marine habitats at the heart of the trip. The British Virgin Islands suit travelers wanting compact, line-of-sight island hopping from Tortola, leaving room between passages for swimming and going ashore.nnFor more open-water sailing, Saint Lucia and the Grenadines combine volcanic scenery around the Pitons with stops such as Bequia and the Tobago Cays. Allow a less hurried schedule for these more exposed inter-island legs rather than trying to include every island.

Decide how you want to live aboard

The regional yacht charter selection on viravira.co includes bareboat, skippered and crewed options. Bareboat suits groups with the competence required to operate their chosen vessel. A skipper handles the boat and helps plan the journey; additional crew can provide agreed services such as cooking and housekeeping.nnFor families or friends sharing a boat, compare cabin privacy, bathroom layouts and communal spaces rather than sleeping capacity alone. Include accommodation for any hired skipper or crew, and agree how meals will balance cooking yourselves, crew preparation and dining ashore.

Starting prices by boat type

Starting prices for an overnight yacht holiday are listed below by boat type: • Catamaran: nightly €286 / weekly €2,002 • Sailing yacht: nightly €339 / weekly €2,373 • Motor yacht: nightly €4,020 / weekly €28,140

Match your dates and departure base

December through April is the main boating season across much of the region, generally bringing drier weather and established trade winds. Winter fronts can still affect the northern Bahamas. May and November offer transitional cruising windows; hurricane season runs from June through November, with activity highest from mid-August to mid-October. Aruba and Curaçao have more consistent year-round weather, although distant storms can affect wind and seas.nnChoose Nassau or Palm Cay for the Exumas, Tortola for the Virgin Islands, or Rodney Bay for Saint Lucia. Match flight and transfer arrangements to the departure base, and check clearance rules for each jurisdiction entered. Weather and insurance requirements can also affect permitted cruising areas.

293 yachts are available for overnight charter in Caribbean & Bahamas.

DISCOUNT

INSTANT BOOKING

St. George's Sailboat 4 cabin 10 berths 10 guests 13.13 m Listing Number: #1389

Beneteau, Oceanis 43
2009
St. George's

4.38(2)

Without skipper

10 berths
4 cabin
13.1 m
2 WC

DISCOUNT

INSTANT BOOKING

Road Town Catamaran 4 cabin 10 berths 11 guests 13.72 m Listing Number: #19737

Leopard, 45
2023
Road Town

5.00(1)

Skipper optional

Super Boat Owner

10 berths
4 cabin
13.7 m
4 WC

DISCOUNT

INSTANT BOOKING

Cienfuegos Catamaran 5 cabin 9 berths 9 guests 12.37 m Listing Number: #6532

Lagoon, 410
2004
Cienfuegos

4.60(6)

Skipper optional

9 berths
5 cabin
12.4 m
4 WC

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INSTANT BOOKING

Cienfuegos Catamaran 4 cabin 8 berths 8 guests 11.55 m Listing Number: #6527

Lagoon, 380
2005
Cienfuegos

4.60(6)

Skipper optional

8 berths
4 cabin
11.6 m
2 WC

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INSTANT BOOKING

Cienfuegos Catamaran 6 cabin 8 berths 8 guests 11.9 m Listing Number: #6512

Lavezzi, 40
2005
Cienfuegos

4.60(6)

Skipper optional

8 berths
6 cabin
11.9 m
2 WC

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INSTANT BOOKING

St Vincent Catamaran 4 cabin 10 berths 10 guests 12.8 m Listing Number: #28373

Lagoon, 42
2020
St Vincent

New

Without skipper

10 berths
4 cabin
12.8 m
4 WC

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INSTANT BOOKING

Castries Catamaran 4 cabin 10 berths 10 guests 12.8 m Listing Number: #28370

Lagoon, 42
2020
Castries

New

Without skipper

10 berths
4 cabin
12.8 m
4 WC

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INSTANT BOOKING

Martinique Catamaran 4 cabin 10 berths 10 guests 12.8 m Listing Number: #24025

Lagoon, 42
2020
Martinique

New

Without skipper

10 berths
4 cabin
12.8 m
4 WC

DISCOUNT

INSTANT BOOKING

St. George's Catamaran 4 cabin 10 berths 10 guests 12.8 m Listing Number: #16060

Lagoon, 42
2020
St. George's

4.38(79)

Without skipper

10 berths
4 cabin
12.8 m
4 WC

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INSTANT BOOKING

Pointe a Pitre Catamaran 4 cabin 10 berths 10 guests 12.8 m Listing Number: #28375

Lagoon, 42
2024
Pointe a Pitre

New

Without skipper

10 berths
4 cabin
12.8 m
4 WC

DISCOUNT

INSTANT BOOKING

Martinique Catamaran 4 cabin 10 berths 12 guests 13.99 m Listing Number: #23987

Lagoon, 46
2020
Martinique

New

Without skipper

10 berths
4 cabin
14 m
4 WC

DISCOUNT

INSTANT BOOKING

St. George's Catamaran 4 cabin 10 berths 12 guests 13.99 m Listing Number: #16355

Lagoon, 46
2020
St. George's

4.38(79)

Without skipper

10 berths
4 cabin
14 m
4 WC

DISCOUNT

INSTANT BOOKING

Martinique Catamaran 4 cabin 10 berths 12 guests 13.99 m Listing Number: #23986

Lagoon, 46
2023
Martinique

New

Without skipper

10 berths
4 cabin
14 m
4 WC

DISCOUNT

INSTANT BOOKING

St. George's Catamaran 4 cabin 10 berths 12 guests 13.99 m Listing Number: #22771

Lagoon, 46
2023
St. George's

4.38(79)

Without skipper

10 berths
4 cabin
14 m
4 WC

DISCOUNT

INSTANT BOOKING

Pointe a Pitre Catamaran 4 cabin 10 berths 10 guests 11.97 m Listing Number: #15344

Lagoon, 400 S2
2016
Pointe a Pitre

4.75(5)

Skipper optional

10 berths
4 cabin
12 m
4 WC

DISCOUNT

INSTANT BOOKING

Pointe a Pitre Catamaran 6 cabin 10 berths 10 guests 11.55 m Listing Number: #25542

Lagoon, 380
2016
Pointe a Pitre

New

Skipper optional

10 berths
6 cabin
11.6 m
2 WC

DISCOUNT

INSTANT BOOKING

Pointe a Pitre Catamaran 4 cabin 10 berths 10 guests 11.58 m Listing Number: #27129

Lagoon, 38
2025
Pointe a Pitre

New

Skipper optional

10 berths
4 cabin
11.6 m
2 WC

DISCOUNT

INSTANT BOOKING

Pointe a Pitre Catamaran 6 cabin 10 berths 10 guests 13.85 m Listing Number: #27133

Lagoon, 43
2025
Pointe a Pitre

New

Skipper optional

10 berths
6 cabin
13.8 m
4 WC

DISCOUNT

INSTANT BOOKING

Pointe a Pitre Catamaran 6 cabin 8 berths 10 guests 13.99 m Listing Number: #25543

Lagoon, 46
2023
Pointe a Pitre

New

Skipper optional

8 berths
6 cabin
14 m
4 WC

DISCOUNT

INSTANT BOOKING

St. George's Catamaran 5 cabin 10 berths 10 guests 16.9 m Listing Number: #21147

Lagoon, 55
2024
St. George's

4.38(79)

Skipper mandatory

10 berths
5 cabin
16.9 m
5 WC

DISCOUNT

INSTANT BOOKING

Martinique Catamaran 5 cabin 10 berths 10 guests 16.9 m Listing Number: #21146

Lagoon, 55
2024
Martinique

4.38(79)

Skipper mandatory

10 berths
5 cabin
16.9 m
5 WC

Best value yachts for sailing holiday trips in Caribbean & Bahamas

Discover the yachts most frequently booked by travelers planning sailing holidays in Caribbean & Bahamas.Find yachts in Caribbean & Bahamas offering the best balance of price, amenities and guest ratings for a multi-day yacht holiday.

AI summary of verified sailing holiday reviews

The destinations and islands visited often stand out for guests, who also value their skippers’ local guidance on sailing routes and snorkeling spots. Charter-company staff frequently earn praise for their professional service and friendly interactions with guests.

How is this summary generated?

Verified

Gerold P.19 Jan 2025

Captain Rudy was very professional in his performance, he used the sails, he helped us know good routes and good places to sail and snorkel, it was a fantastic trip that I would recommend.

Listing owner: SabineRoad Town / British Virgin Islands

Sailing Holidays Caribbean & Bahamas & Yacht Vacation

What do guests say about yacht holidays in Caribbean & Bahamas?

Sailing holidays in the Caribbean and Bahamas

Choose your island setting

Decide how you want to live aboard

Starting prices by boat type

Match your dates and departure base

Yacht charter options for sailing holidays in Caribbean & Bahamas

Skippered Charter

Bareboat Charter Most popular

Crewed Charter

Most booked yachts for yacht vacation in Caribbean & Bahamas

Best value yachts for sailing holiday trips in Caribbean & Bahamas

Why choose viravira.co for sailing holidays in Caribbean & Bahamas?

Yacht types for a sailing holiday in Caribbean & Bahamas

Catamaran

Sailboat

Motor Yacht

Sailing holiday prices in Caribbean & Bahamas

Frequently asked questions about sailing holidays in Caribbean & Bahamas

All sailing holidays locations in Caribbean & Bahamas