Sailing Holidays Abroad
There is something exploratory in nature, exciting, adventurous, and exotic about sailing abroad. Explore stunning coastlines on an unforgettable sailing holiday abroad. Adventure, relaxation, and new horizons await!
Channel Triangle Mile Building Sail
Build miles and confidence with on a mile builder sail in the English Channel
Learn MoreChannel Triangle Mile Building SailSail across the Bay of Biscay from Portsmouth to the Canaries
Sail across the Bay of Biscay from Portsmouth to the Canaries on an ocean going Challenger 72 yacht. October/November 2026.
Learn MoreSail across the Bay of Biscay from Portsmouth to the CanariesThe Atlantic Ocean: Sail from Antigua to Portsmouth
Sail across the Atlantic Ocean from Antigua to the UK. January/February 2027.
Learn MoreThe Atlantic Ocean: Sail from Antigua to PortsmouthCaribbean Sailing Holidays
Peak Caribbean season sailing trips in the Caribbean, variable durations, great locations, the perfect winter holiday for sailors & those looking for something a little different.
Learn MoreCaribbean Sailing HolidaysSailing Abroad
Set sail on an unforgettable adventure overseas! Whether it’s enjoying the sunshine and fresh seafood in Brittany or cruising through Norway’s breath taking fjords framed by snow-capped mountains, our sailing holidays abroad offer something truly special. Return home rejuvenated, with new skills, lasting memories, and a taste for even more exploration.
Rewarding and Incredibly Beautiful
I had the pleasure of sailing with First Class Sailing from Portsmouth to Stavanger and then around the Norwegian Fjords. The boat, the organisation, and the crew exceeded my expectations. It was a fun trip with a great group of people. The journey across the North Sea was rewarding and once in Norway it was incredibly beautiful. I'd recommend this trip and First Class Sailing in a heartbeat.

Simon A
Verified Customer





