Quick Links

More information

Charter fleet Charter Destinations
Contact us Charter Team

FEATURED CHARTERS

Explore the latest opportunities to experience one of our unique Oyster charters.

Achenar Oyster 885 Charter Oyster Yachts D v3
Achenar

OYSTER 885 - 2021

7 guests

Winter - Caribbean $ 50,000/wk

FIND OUT MORE
Oyster Brokerage Used Sailing Yachts For Sale Oyster 825 Maegan Cruising In Action Crew
Maegan

OYSTER 825 - 2015

6 guests

Summer - Croatia € 38,000/wk

Winter - Caribbean $ 38,000/wk

FIND OUT MORE
Oyster 825 Reina Sailing Yacht Charter Exterior Anchored Landscape
Reina

OYSTER 825 - 2013

6 guests

Winter - Caribbean $ 38,000/wk

FIND OUT MORE
Oyster 82 Midnight Sailing Yacht Charter Exterior Anchored
Midnight

OYSTER 82 ( custom ) - 2012

6 guests

Summer - Croatia € 34,000/wk

Winter - Caribbean $ 33,000/wk

FIND OUT MORE
Oyster 82 Dama De Noche Sailing Yacht Charter Exterior Cruising In Action
Dama de Noche

OYSTER 82 - 2008

6 guests

Summer - Mediterranean € 32,000/wk

Winter - Caribbean $ 32,000/wk

FIND OUT MORE
Twilight
Twilight

OYSTER 125 - 2013

8 guests

Summer - Mediterranean € 110,000/wk

find out more
Archelon
Archelon

OYSTER 125 - 2019

12 guests

Summer - Mediterranean € 140,000/wk

find out more
Achenar
Achenar

OYSTER 885 - 2021

7 guests

Winter - Caribbean $ 50,000/wk

find out more
Maegan
Maegan

OYSTER 825 - 2015

6 guests

Summer - Croatia € 38,000/wk

Winter - Caribbean $ 38,000/wk

find out more
Reina
Reina

OYSTER 825 - 2013

6 guests

Winter - Caribbean $ 38,000/wk

find out more
Midnight
Midnight

OYSTER 82 ( custom ) - 2012

6 guests

Summer - Croatia € 34,000/wk

Winter - Caribbean $ 33,000/wk

find out more
VIEW ALL YACHTS

OYSTER CHARTER

Why Oyster Charter

We are the experts in exclusive fully crewed luxury sailing yacht charter holidays aboard Oyster yachts.

Chartering yachts on behalf of our owners, we represent a fleet of impeccably maintained luxury 50 to 130 foot yachts. Chartering an Oyster offers a unique opportunity to experience the world’s finest sailing yachts for yourself.

We know these yachts inside out. Our sailboat charter service offers the highest standard of personal service with tailored itineraries based on your needs and yachts available. Each yacht charter is a fully crewed sailboat charter run by its own captain and crew, with everything you need to enjoy a personal, exclusive and luxurious holiday.

We offer exclusive private sailing charters in the Caribbean, Mediterranean, US East Coast and the United Kingdom. It is a great way for friends or family to sail, relax and enjoy unforgettable adventures with family and friends. But be warned - many of our owners fell in love with Oyster on a yacht charter, including Richard Hadida, who bought an Oyster and then the company.

Enquire Today

Oyster luxury charter yachts are designed for performance and comfort, so you can enjoy every moment, whatever you are in the mood for.

You set the pace on an Oyster yacht charter. Mix it up with some energetic, exhilarating sailing followed by lazy days of gentle cruising, anchoring in idyllic bays and soaking up the sun.

Our team will advise on every aspect of your luxury sailboat charter to find the right yacht for your perfect adventure. Where do you want to go? What do you want to do? What do you love to eat? We will create an itinerary that satisfies every thing you require, with truly unique experiences. The possibilities for adventure on a luxury sailboat charter are endless; everything you need is ready and waiting for you to dive into an adventure (literally).

We pride ourselves on creating truly unique experiences, where attention to detail is key and quality of service is paramount. We make it easy to plan your exclusive charter and once you are aboard, we take care of everything.

Oyster Charter is a proud member of both the Mediterranean Yacht Brokers Association (MYBA) and the American Yacht Charter Association (AYCA). These esteemed associations guide us in meeting the highest ethical and technical standards.

Enquire Today

Our private sailing charters aboard the world’s finest bluewater yachts are like no other.

Each 50 to 130 foot yacht in our yacht charter fleet displays our renowned exquisite craftmanship and seamanlike qualities. Recognised for their quality, safety and performance, they are also prized for the comfort, luxury and privacy they offer.

On deck, there is plenty of space to entertain fore and aft. The swim platform provides a wonderful spot to enjoy watersport toys or sundowners at dusk. All sailing yacht charters within fleet boast large, open dining areas on deck or below, for meals together and memorable alfresco dining under the stars.

Each yacht has its own unique charm, styled and individually equipped. Below decks, the well-designed living space is bright, light and airy thanks to the wraparound saloon windows. Beautifully appointed en-suite cabins feature all the comforts of home.

With our experience and deep knowledge of Oysters, we will help you choose the right sailing yacht for charter in the right location for you.

For those guests looking to experience life on an Oyster before they buy, we can advise on the most appropriate Oyster within our fleet that is available for luxury sailing yacht charter, to ensure a similar experience to the model you might be considering.

View Oyster charters
Couple on an Oyster Charter v4
Man jumping off charter yacht v2
sailing yacht at sea
@

FIND OUT MORE

More information

Contact us Charter fleet Charter Destinations Charter Team

Most Popular Destinations

Where will you go...

We charter yachts in the most beautiful cruising locations in the world: the Caribbean, Mediterranean, US East Coast and the United Kingdom. Our crews have first-hand knowledge of destinations so they can take you to the most remote stunning locations. Discover the destinations you can sail with Oyster.

Virgin Islands

The Virgin Islands are a popular charter destination for people enjoying their first charter and for families. The 50 islands have become one of the most popular sailing grounds, with steady Trade winds, gentle currents and lots of idyllic, sheltered anchorages.

Greek Ionian Islands

Located on the west coast of Greece, the Ionian Islands are known for their stunning white sand beaches and lush greenery. There are six main archipelagos: Corfu, Zakynthos, Paxi (Paxos) in the north and Lefkada, Kefalonia and Ithaki in the south with the most popular being Corfu, Zakynthos and Kefalonia.

Windward Islands (St Vincent and Grenadines)

Named for its Trade winds and ocean currents, the Windwards were the destination of choice for pirates. It is the ideal cruising ground for chilled charters. With calm seas and consistent winds (10-25 knots) cruising is effortless, with line-of-sight passages that make island hopping a joy.

Leeward Islands (Antigua, St Martins, St Barts)

This chain of islands sits at the meeting point where the north-eastern Caribbean Sea meets the western Atlantic. Created by volcanic activity at the end of the last Ice Age, the arc of islands stretches southwest, offering an eclectic mix of untouched desert islands with some of the most luxurious holiday destinations in the region.

Maine, USA

Maine, in the USA, is renowned for its dramatic lighthouses, rugged mountains and enchanting sea life, found just 20 miles from the coast. With a coastline just shy of 3,500 miles, there is a lot to discover.

The Balearics

One of the most popular destinations in the western Mediterranean, the Balearics are the perfect charter destination with a choice of unspoiled anchorages and coves, lush landscapes and clear turquoise seas with white sand beaches.

Sailing yacht in turquoise sea v4
A super week much enjoyed by all of us, great yacht and super crew – winning combination!
Caribbean Charter - Oyster 125 - Oyster Charter 2022
A family on a charter holiday v4
From the initial contact, we had confidence this holiday was going to be great. Our first charter was always going to be a learning experience, particularly sharing with a crew we had never met. Within minutes of meeting them, we were ‘at home’ and enjoying every minute of the holiday.
US Charter - Oyster 72 Oyster - Charter 2021
Charter yacht sailing holiday
Sailing on the Oyster 82 was an experience unlike any other sailing holiday we have had. The comfort and luxury were abundant, not to mention the speed, which this beautiful boat reached under sail. A truly memorable week for all our family.
Caribbean Charter - Oyster 82 Oyster - Charter 2022
Women relaxing on charter yacht v3
What more could I have hoped for? Careful and considerate hosts; a happy family (wife especially); great weather, wonderful sailing; clean water and super food and...wine. Thank you!
Mediterranean Charter - Oyster 675 - Oyster Charter 2021

RELATED STORIES

Looking for inspiration? Get inspired with our insider sailing guides informed by our owners insights and real-life adventures.

Sailing Boat Cruising Maine Coast Oyster Insider Sailing Guide Maine
Destinations • 16th October 2020
Maine - Insider Sailing Guide
With such a large area to explore and with so much to see, accepting that two weeks only scratches the surface will help to set the right pace.
READ MORE
Oyster Yachts on Caribbean Sailing Yacht Charters
Destinations • 14th February 2019
Caribbean Sailing Charters
Caribbean sailing yacht charters are a paradisiacal adventure, with over 5,000 islands to explore. This stunning cruising ground is everything you would imagine and so much more.
READ MORE
Oyster Yacht in the Balearic Islands
Destinations • 15th June 2020
Balearics - Insider Sailing Guide
Sailing in the Balearics offers everything from unspoilt anchorages with turquoise waters and the whitest of white sand beaches to historic cities and impressive natural ports. 
READ MORE
OYS6087 72 v3
Insights • 20th July 2022
Benefits of Oyster Yacht Charter
Chartering your yacht provides extraordinary value in terms of carefree luxury sailing. So, why charter a yacht and how does yacht charter work?
READ MORE
Sailing to the Newport Harbour
Destinations • 13th June 2020
Newport - Insider Sailing Guide
Newport, Rhode Island is the centre of the sailing scene on America’s east coast and for good reason. Discover over 400 miles of shoreline, while enjoying a glimpse of US sailing history.
READ MORE
Oyster Yacht Charter in the East Mediterranean
Destinations • 14th February 2019
East Mediterranean Sailboat Charters
The East Med has retained its rugged beauty, despite its popularity as a Mediterranean sailboat charter destination, making it the perfect place to experience a magical sailing yacht charter.
READ MORE
Oyster Yacht Sailing In Maine
Destinations • 14th February 2019
Sailing in Maine & Newport
Discover New England’s quaint beach town communities while sailing in Maine, or marvel at glamorous seafront mansions in Newport.
READ MORE

MORE INFORMATION

Contacts, downloads and useful information

Download the latest Oyster Charter fleet availability
Charter fleet status
Questions, more information? You will find it here.