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Sailing or catamaran cruises with hostess or onboard cooking service

Embark on a vacation where you won’t have to worry about cooking and can fully enjoy the sea without a care. Choose a cruise with a hostess if you want a professional and comprehensive service, from cooking and cleaning to tidying up. If you only want to avoid cooking, select a vacation with cooking service: other tasks, such as setting the table or washing the dishes, will be managed in collaboration with other guests onboard.

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Cannes - Sanremo - Cannes: 7 days cruise with skipper & hostess

France: French Riviera and Porquerolles

6 days - 6 nights

One departure available

September - October

€1,290

Per person

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4.3

Premium

Capri Dream Premium - Catamaran cruise full board

Italy: Naples & Amalfi Coast

6 days - 7 nights

One departure available

October

Starting from

€1,260

Per person - min 2 pax

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4.3

Premium

Cruise to discover Corfu and Ionian Greece - Hostess & Half Board

Greece: Ionian Islands

7 days - 7 nights

2 departures available

September - October

Starting from

€835

€752

Per person - min 2 pax

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4.3

Premium

New Year's Eve catamaran in the golden triangle of the Caribbean - Full board with hostess

Caribbean: Saint Martin

6 days - 7 nights

One departure available

January

Starting from

€2,690

Per person - min 2 pax

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4.3

Premium

ABACO Dream Premium - Catamaran cruise with hostess FULL BOARD

Caribbean: Bahamas

7 days - 7 nights

37 departures available

January - December

Starting from

€1,885

€1,697

Per person - min 2 pax

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4.3

Premium

PHUKET Dream Premium - 8 Days Catamaran ALL INCLUSIVE with Hostess/Cook

Thailand: Phuket, Krabi and Phi Phi Islands

7 days - 7 nights

50 departures available

January - December

Starting from

€1,250

Per person

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4.3

Premium

From RAIATEA to TAHITI Dream - by catamaran ALL INCLUSIVE with hostess/cook

Pacific Ocean: French Polynesia

10 days - 10 nights

27 departures available

January - December

Starting from

€2,295

Per person

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Cannes - Tulon - Cannes: 7 days cruise with skipper & hostess

France: French Riviera and Porquerolles

6 days - 6 nights

One departure available

September

€1,290

Per person

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4.6

The perfect holiday on Europe's hottest and most glamorous island

Malta: Malta

6 days - 6 nights

2 departures available

September - October

€790

Per person

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5.0

San Blas Islands: Private Boat for 2 Persons - All Inclusive

Caribbean: San Blas Islands - Panama

7 days - 7 nights

3 departures available

January - December

Starting from

€1,625

Per person

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4.6

Premium

Catamaran cruise in Sardinia & Corsica with chef - full board (per cabin)

Italy: Northern Sardinia

7 days - 7 nights

4 departures available

October - November

Starting from

€1,455

€1,382

Per person

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4.8

Premium

Big and luxurious 60ft catamaran in Saronic - best local experience

Greece: Saronic Islands and Athens area

5 days - 6 nights

One departure available

September

€1,995

Per person

Why book a holiday with Sailsquare?

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The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Sailing or catamaran cruises with hostess or onboard cooking service

1349 reviews

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A week sailing in the most beautiful places in the world

09/15/2025

Federica P.

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Italy

Nice experience with Giusy and Piero, exceptional skippers and exquisite cooks. Following the wind and currents of the period, Giusy and Piero managed to make us feel at home in their boat and make us enjoy the landscapes and the spectacular sea of Sardinia and Corsica. Two exquisite people with whom we spent a delicious week that I think we will repeat soon.
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Magnificent week on catamaran between Corsica and Capraia with Hostess

09/15/2025

Gaia T.

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Italy

I give two stars respectively to hostess Manuela and travel companions. For the rest, the nervousness and unjustified anxiety of the commander led to a very unpleasant situation. A lot.
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Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

09/15/2025

Claudio S.

-

Italy

Unforgettable trip! Skipper and hostess were super skilled, kind and always available. Great food, stunning places, the magic of sailing and the best company on board. Couldn’t ask for more!
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Magnificent week on catamaran between Corsica and Capraia with Hostess

09/15/2025

Larisa N.

-

Italy

Really pleasant holiday in Corsica, with lovely places, and great company and delicious food, however the experience was ruined by the very rude captain who on one occasion left part of the passengers on an island and picked them up after 30 minutes. He was evidently very stressed about the seasonal workload he should have avoided taking this group

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Why choose a sailing vacation with hostess or crew

  • Do you want to enjoy an all-round relaxing vacation, without having to think about anything? On board these vacations you will find a crew who will brighten up your stay.
  • Find the perfect vacation for you: choose a vacation with a hostess who will take care of the all-round service or choose a vacation with an on-board chef who will prepare the best local dishes for the guests.
  • Enjoy the vacation you've been dreaming of for a long time after a year of work: devote your time only to having fun and relaxing, without having to lift a finger.
  • Are you planning your vacation with children and don't want to have any thoughts other than enjoying time with your family? A vacation on a boat with a crew is ideal!

The best destinations for a sailing vacation with crew

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Sailing vacations with hostess or crew in the Mediterranean: discover the wonders of our sea, following the advice of the skipper, perhaps sipping a cocktail prepared by the staff on board. You'll be spoiled for choice for a cruise on a sailing boat or catamaran or gulet with family, friends or new people met on board. Marinas and marinas, historic and lively villages, islands full of small restaurants or almost deserted islands, waters from green to turquoise, wide beaches and hidden coves: a boating vacation in the Mediterranean offers everything!

In Italy the best destinations are the Tuscany from whose coast to reach the island of Elba and the Giglio but also the Corsica. The Northern Sardinia, trendy and exclusive, but also the wild Southern Sardinia, or the Aeolian Islands, the Egadi Islands, the Pontine Islands and the Amalfitan Coast.

Do you prefer to go abroad? Choose a sailing vacation with hostess or crew in Croatia or in Greece, choosing a custom itinerary among the dozens and dozens of islands. But that's not all: Côte d'Azur, Corsica, Balearic Islands are all fantastic experiences, surpassed perhaps only by a vacation aboard a gulet in Turkey with crew for maximum comfort!

Hosted or crewed sailing vacations in the Caribbean: sailing on a catamaran in the Caribbean is the best way to enjoy the winter sea in Martinica, Grenadines, Cuba, Antigua and Barbuda, British Virgin Islands, Guadeloupe: excellent sailing conditions and a unique atmosphere characterize each island of the archipelago. Whether by catamaran or by sailboat, in the Caribbean your skipper will take you to explore small deserted bays even in high season, so that your cruise will be a unique and unforgettable experience.

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