Wine and sail

Foodies and wine buffs

Sailing holidays

Great food and wine on deck and on shore

Unique cultures, fresh ingredients and fine wines create a sailing holiday with a sensory twist. Try something new and explore family owned vineyards, traditional ristoranti and distinct local dishes in some of the world’s most tempting sailing destinations.

Join a food and wine flotilla and experience the coastal cuisine of Croatia or Italy, calling in at fantastic restaurants and renowned vineyards to sample ripe produce. Sail the Amalfi Coast in search of the world’s best anchovies. Sip limoncello on deck, or tuck into fresh Croatian figs and a glass of Plavac Mali. Your favourite restaurant could be just around the bay.

Our finest foodie destinations

Hvar, Croatia


  • Fine climate and easy sailing
  • Ancient history and rich, varied culture
  • Line-of-sight navigation and island hops
Flotillas Experience level 1-2 ICC RYA Sailing school
Explore Croatia
Procida, Italy


  • Glamorous towns and quiet villages
  • Unbeatable history, food and culture
  • Line-of-sight cruising and challenging conditions
Flotillas Experience level 2
Explore Italy


  • Island hopping and challenging sailing
  • Heptanese, Saronic and Cycladic Islands
  • Incredible ancient ruins and historical sites
Flotillas Experience level 1-3 ICC Sailing school
Explore Greece

Food and wine flotilla holidays

On a food and wine flotilla you’ll join forces with fellow foodies for a sociable journey, eating and drinking your way through the highlights of the Croatian or Italian coastlines. Our experienced Lead Crew will take you to the best restaurants, bars and vineyards in the region, whether popular hotspots or tucked-away treasures. You’ll sample the best of the regions’ food and wine in the company of new friends, and improve your sailing skills with the help of a dedicated lead crew, or even your own private skipper.

Book a Croatia Food and Wine flotilla, including vineyards tours and wine tastings for just £100 more per boat than our standard flotilla price!

Amalfi Coast food and wine flotilla

Procida, Italy

Dates departing in 2022: 2 July, 9 July, 24 September, 1 October, 8 October

Foodie bareboat charter holidays

On a bareboat charter holiday, you’re the boss. Sail at your own pace and moor wherever you like, ensuring a personalised experience every time. Sail one of the world’s best culinary destinations and call at the region’s finest restaurants, wineries and vineyards.

Gastronomic skippered charter holidays

A skippered charter holiday has all the freedom of a bareboat charter with the added benefit of an expert skipper to guide you through the region’s culinary highlights. As well as improving your sailing skills and taking the pressure off you and your crew, your skipper will be on hand to provide expert advice and recommendations you won’t find in any guidebook. Discover fantastic local restaurants and sample delicious regional delicacies in stunning locations.

Choose Sunsail

Stunning Sailing Destinations 
Flotilla routes
Types of yachts
44 yrs
Creating holidays
4 hr
Service commitment
Consumer protection