Sailing Crew Opportunities – Summer 2026

Summer 2026 is already proving to be a fantastic season for sailing adventures. Our latest Sailing Crew Opportunities – Summer 2026 roundup showcases another exciting selection of voyages from Lovesail members, ranging from Mediterranean island cruising to ambitious bluewater passages across the Pacific and Atlantic.

Current opportunities include an unforgettable voyage from Bora Bora through Tonga and Fiji to New Zealand, cruising the beautiful Aeolian Islands of Italy, exploring destinations throughout the Mediterranean, and joining a classic UK to Caribbean Atlantic crossing.

Whether you’re looking to gain offshore experience, discover new cruising grounds, find a sailing partner, or simply enjoy time on the water with like-minded people, there’s something here to inspire your next adventure.

👉 You can also browse additional listings in our Crewing Events section, where new opportunities are added throughout the year.


Sailing French Polynesia (Bora Bora) to New Zealand

Lovesail Member: Swedish_Sailor
Location: French Polynesia (Bora Bora)
Dates: Aug 11, 2026 – Oct 8, 2026

I am on a circumnavigation and participants are welcome on parts of the route Bora Bora-Tonga-Fiji-New Zealand starting on Bora Bora August 11th, 2026.

I started the journey in Portugal and I have sailed with crew one season in the Mediterranean, across the Atlantic with crew and other sailboats, two seasons in the Caribbean, crossing the Pacific and now the boat is on Bora Bora in French Polynesia. Before that I sailed many years in the Baltic and on the west coast of Sweden.

The boat is a Hallberg-Rassy 42 (F mkII) equipped for long distance sailing (watermaker, Epirb, sattelite communication with Iridium and Starlink, liferaft, radar, AIS, VHF, large solarpanels etc).

Sailing experience with night watches, no problem with seasickness and a good mood is needed.

If the above seem interesting please send a message and mention if you are interested in Bora Bora-Fiji (leg 1-2) or Fiji-Auckland/New Zealand (leg 3).


Cruising the Aeolian Islands in Italy

Lovesail Member: Tonno
Location: Aeolian Islands in Italy
Dates: Aug 8, 2026 – Aug 22, 2026

I’m a very experienced sailor and i dont need any help but I’d like someone with some skill in sailing just to enjoy more.

Fun sailing between the islands (not a condition!).

I promise a very quiet and fun trip, visiting all the islands and swimming in clear waters, nice lunches aboard or in fine restaurants on land….

Every detail can be negotiated and decisions taken together… feel free to ask me anything.


Sailing around the Mediterranean

Lovesail member: Rigger-sailor
Location: Italy & Greece
Dates: Aug 15, 2026 – Oct 1, 2026

I’m sailing around the Mediterranean, mainly Italy and Greece with my Moody 42, very safe, comfortable ocean going boat. I am planning to spend this year here getting to know my boat before setting sail across the Atlantic in 2027.

I would love to be joined for some days along the way, if you are keen to know more send me a line.


UK to the Caribbean

Lovesail member: Fassnet
Location: Caribbean
Dates: Sep 10, 2026 – Sep 10, 2027
Relocating my yacht Fireball to the Caribbean departing September 2026.

Crew welcome to participate for the delivery to the Canaries as a small cost contribution.

Or if you’re up for it, stay onboard for up to 12 months touring the Caribbean and participating in the major regattas, including the Heineken Regatta St Maarten, BVI Spring Regatta, Grenada Week, C600, all these events have costs, but we are not doing this for profit.

Fireball is an exceptionally well-maintained First 40.7. Up to RORC & MCA Cat 2 standards.

As skipper, I’ve sailed 7 Fastnet races, the Atlantic and extensive racing and cruising around the UK and the Caribbean.

Must be able to sail and helm, must have a good sense of humour, physically fit.

Will possibly sell additional race spots at full market value in which case you would get a share of income.

Sun, fun, swaying palms, golden beaches, warm trade winds, crystal clear waters, sailing, racing, laughter, freedom.

Message if you want to know more.


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