Luxury sailing holidays

Luxury sailing holidays to selected hotels and resorts around the world

Expressions Holidays tailor-makes sailing holidays to luxury resorts around the world. Our sailing holidays are based at personally-selected resorts in the Caribbean, in Europe and in the Indian Ocean. Different levels of sailing are available, from just the hire of a sail-boat if you are a competent sailor, to RYI instruction for children. The use of sail-boats and instruction may be included at a resort, in which case this will be stated in our description of the hotel, or we can provide details of the hourly or daily charges. Tuition can be pre-booked for you.

Our sailing holidays offer

● Travel arrangements with flights, transfers or car-hire as required
● Flexible durations and multi-centre stays
● Accommodation in personally-selected 4- or 5-star hotels
● Pre-booked sailing tuition on request

Included in all our holidays

● Concierge service
● Handcrafted helpful hints and local information provided with all our holidays
● Personal service by your sales consultant who looks after all aspects of your holiday
● Financial protection with our ATOL (3076) for all holidays including a flight and AFPS (6104) for all non-air holidays

Call us on 01392 441245

Carlisle Bay Antigua water sports boat on sand jetty beach ocean palm tree

ACTIVE FAMILY HOLIDAY AT CARLISLE BAY ANTIGUA

Family holiday in 5-star beach resort Carlisle Bay, Antigua with tennis and water sports. From about £13,960 for two adults and two children under 12 on all-inclusive.
Columbia Beach Resort Cyprus panorama large white building with arches palms and swimming pool

COLUMBIA BEACH RESORT Pissouri Bay, Cyprus

This stylish resort is in Pissouri Bay and is a 5-star hotel with 169 spacious suites and a spa. Watersports include windsurfing, sailing and landsports include golf and cycling.
Grecotel Mandola Rosa Greece outdoor dining area overlooking lawn and sea

GRECOTEL MANDOLA ROSA Peloponnese

A 5-star, beach resort in a classical style on the Peloponnese with an outstanding choice of water and land activities for couples and families. Lots of Greek heritage nearby. Suites and beachfront villas..2 kms of beach.
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CONRAD MALDIVES Maldives

A large, 5-star resort on two islands with overwater accommodation and excellent spa facilities. Good for watersports and activities including motorised and non-motorised and scuba diving.
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LILY BEACH Maldives

A luxury, 5-star, all-inclusive resort with accommodation for families and facilities to match. Complimentary kids' club and large family beach villas.
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THE RESIDENCE MALDIVES Maldives

A 5-star island resort with 94 luxurious, thatched villas. Member of Leading Hotels of the World.

Four Seasons Mauritius exterior bungalows thatched rooves waterfront palm trees

FOUR SEASONS RESORT MAURITIUS Mauritius

This is a luxury beachfront resort comprised of 136 villas, some with private pools. Excellent facilities including golf course.
Heritage Awali Mauritius pool terrace overlooking sea palm trees

HERITAGE AWALI GOLF & SPA RESORT Mauritius

A superior 4-star all-inclusive resort on a beach and set within acres of natural grounds. Numerous activities throughout the resort, aimed at adults and families with children. Golf and water sports on site.
Lux Grand Gaube Mauritius poolside sun loungers umbrellas palm trees ocean in background

LUX GRAND GAUBE Mauritius

A superior 4-star beach resort ideal for families with a wide range of activities.
Beach with palm trees, mini beach hut umbrellas and buildings in distance

ONE & ONLY LE SAINT GERAN Mauritius

This is an outsanding 5-star hotel with butler service in all suites. Outstanding spa, water sports, land sports and children's facilities. A world-renowned hotel.
Main pool with sun loungers, umbrellas and palm trees around the exterior

SHANGRI-LA LE TOUESSROK Mauritius

Luxury, 5-star resort in a lovely seafront location with access to two islands and several beaches. Choice of accommodation, tennis, watersports and golf - accessible by boat.

Exterior of hotel with palm trees around

THE RESIDENCE Mauritius

This is an elegant and discreet 5-star hotel on a stunningly long sandy beach. Rooms are spacious and calm. There is a spa, kdis' activities, water sports and tennis.
Exterior hut style buildings with bridge going over some water

THE WESTIN TURTLE BAY RESORT AND SPA Mauritius

A five-star beachfront resort, with 190 rooms. Stunning loaction and fantastic facilities including spa and water sports.
Verdura Resort evening with palm trees and swimming pool reflections

VERDURA RESORT Sciacca, Sicily

This is a superb, luxurious, 5-star beach resort with 168 rooms, 32 suites and three villa suites. Extensive activities and facilities for families and couples. Wide choice of rooms and dining.
Nonsuch Bay Antigua aerial view of resort beach and jetty

NONSUCH BAY Antigua

A resort on the east coast of Antigua offering all-inclusive for adults only and self-catering for families.
Blue Palace Greece outdoor pool decked seating area with large archways

BLUE PALACE Crete

This is an elegant 5-star hotel with about 250 rooms and suites, some with private pool overlooking Spinalonga alongside a beach. Spa with thalassotherapy.

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ANANTARA KIHAVAH Maldives

An exclusive island resort, with 78 villas all with private pools. A choice of three restaurants, one with an impressive underwater dining room, and a wide array of activities.

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BANDOS Maldives

An extensive resort in a beautiful setting with 225 rooms and villas, some with private pool. A family friendly island, with activities and relaxation opportunities to suit every age group.

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BANYAN TREE VABBINFARU Maldives

An idulgent and exclusive island resort with 48 villas, all with private pools. An intimate hideaway with a focus on relaxation. Actvities available include diving, sailing and wind surfing.

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BAROS MALDIVES Maldives

A stylish island resort set in an idyllic beach island. The resort has 75 villas, some with overwater accommodation. Fine dining and romantic experiences including private sandbank picnics.

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CENTARA RAS FUSHI Maldives

A peaceful and idyllic island retreat with plenty on offer for both activity and relaxation. 140 villas, some set over the sea. Spa, water sports and a choice of four fine dining restaurants on offer.
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COCO BODU HITHI Maldives

A beautiful private island resort with 100 villas in a chic style, some with private pool and some set over the sea. Indoor and outdoor activities on offer, including spa treatments, tennis and an array of water sports.

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COCO PALM DHUNI KOLHU Maldives

A peaceful island resort set on a pristine white sand beach. The resort has 98 villas, some set over the sea. Activities include water sports, volleyball, private cinema and indulgent spa treatments.

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CONSTANCE MOOFUSHI Maldives

A chic island resort, set on a prisitine beach. Comprised of 110 villas, some set over the sea. There is a variety of water sports and other fantastic entertainment facilities.

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DUSIT THANI Maldives

An idyllic tropical island resort, with 94 luxury villas some with private pool and some set over the water. This resort has an emphasise on water sports and diving, with the opportunity to observe marine life up close.

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FINOLHU Maldives

A five star island resort with an array of water sports and activities on offer. Some villas have private pools and some are set above the sea.
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FOUR SEASONS KUDA HURAA Maldives

A luxury island resort with 96 traditionally elegant rooms and villas, some with private pool. Located on a stunning priavte island. Watersports, spa treatments amd luxury cruises avaible.

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HUVAFEN FUSHI Maldives

A 5-star boutique island-hotel with 44 rooms and overwater villas. Has world's first underwater spa rooms. Water sports and PADI dive centre. Overwater gym and yoga pavilion.
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MILAIDHOO Maldives

A boutique private island resort with 50 villas, all with private pool. A choice of fine dining restaurants, water sports and luxury indulgences are available.

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NALADHU Maldives

This intimate and exclusive resort has just 19 houses, all with private pool and house master. The privacy and luxury of this hotel is ideal for those wishing to relax in indulgent surroundings.

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ONE & ONLY REETHI RAH Maldives

A luxury resort set on a beautiful paradise island. This has 130 villas, some with private pool. Kids' club and family friendly activities available.

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SIX SENSES KANUHURA RESORT Maldives

An elegant and stylish 5-star luxury island resort comprised of villas, some with private pool. The resort emphasises relaxation, with fine dining options, indulgent spa treatments and opportunities to enjoy the stunning natural surroundings.

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SIX SENSES LAAMU Maldives

This is a luxury eco resort with 97 villas, some with private pool and some over the sea. This unique resort is built with the surrounding landscape in mind.

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SONEVA FUSHI Maldives

A luxury beach resort, with accommodation comprised of 65 villas, some with private pool. All villas have direct access to the pristine white sand beach.

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VELASSARU Maldives

This is a private island beach front resort with 129 villas, some with private pool and some set above the sea. A secluded paradise, suitable for all ages.

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W RESORT Maldives

A luxury island resort, with 78 villas some of which are set over the sea. A tranquil resort, great for couples and families with older children.
Constance Le Prince Maurice Mauritius pool sun loungers umbrellas palm trees

CONSTANCE LE PRINCE MAURICE Mauritius

This is a 5-star beach resort hotel for those seeking space in a beautiful waterside setting, with the intimacy of a smaller hotel and excellent service. Overwater and beachfront suites.
Long Beach Mauritius pool terraces palm trees greenery

LONG BEACH Mauritius

This is a luxury beachfront resort on the east coast of the island. 255 rooms and suites. Water sports, spa and kids' club available.

Luxury suite pool villa with outdoors pool and seating areas

MARADIVA Mauritius

This is an elegant beachfront resort with 65 villas. Water sports and spa facilities available.
Main swimming pool with palm trees and sun loungers

THE OBEROI Mauritius

This is a stylish beachfront resort, comprised of 72 villas, some with private pools. Traditional and elegant in style, with luxurious comforts and amenities.

Constance Ephelia Resort Seychelles hillside villa deck infinity pool ocean view

CONSTANCE EPHELIA Seychelles

This is a secluded, well-equipped 5-star resort in a dramatic location with an outstanding choice of 267 suites and villas, numerous restaurants and watersports.
Constance Lemuria Seychelles aerial view hotel complex forest outdoor pools

CONSTANCE LEMURIA Seychelles

This luxury 5-star island resort has 105 suites and villas, some with private pools. The serene location includes access to three white sand beaches.
Denis Island Seychelles executive villa beach seating area

DENIS ISLAND Seychelles

This is an idyllic island resort with an intimate and romantic feel. Comprised of just 25 cottages, the hotel emphasises rest and relaxation.
Exterior of part of the hotel building shown amidst greenery

FOUR SEASONS RESORT SEYCHELLES Mahe

This five-star resort is set on a pristine white sand beach. It has 67 villas all with private pool and offers luxurious comfort in an elegant and welcoming style.

Maia Seychelles villa terrace private terrace private infinity pool overlooking ocean

MAIA LUXURY RESORT & SPA Seychelles

A charming and tranquil resort with 30 villas, all with private pluge pool and butler service. Set between a pristine beach and tropical hills.

Raffles Praslin ocean view villa terrace with private plunge pool, sun lounger, views over the ocean

RAFFLES PRASLIN Seychelles

A luxury resort offering 86 villas, all with private plunge pool and 24-hour in-villa dining. Stunning surrroundings for exploring on foot, bicycle or underwater dives.

Six Senses Zil Pasyon infinity pool, wooden decking overlooking sea

SIX SENSES ZIL PASYON Seychelles

An intimate 5-star luxury island resort with 30 pool villas. Set close to three private beaches, with access to a range of activities and excursions.