header cover

Sailing vacations for singles and solo travellers

Guide for those who set out alone by boat

Set out alone and return enriched by an unparalleled baggage of freedom, new friendships and lasting bonds. It is on a sailboat that an adventure as a solo traveler turns into a unique sharing experience.

For some people setting off on their own is not an alternative, but the only way to travel in complete freedom, letting feelings and passions carry them... and in this case, even the wind! 

Whether you are looking for fun and nightlife or just want to enjoy the peace of sailing in the middle of the sea, you are sure to find like-minded people. The possible destinations are many, as are the types of voyages you can choose, all you have to do is trust the captain and let him lead you on an adventure you won't forget very easily.

Leaving on your own? A few tips to make your boating vacation unforgettable

Flotilla, the top for solo travellers

Flotilla, the top for solo travellers

For all those who love to dance and party or adore very long talks while sipping one (or more) spritzes, a flotilla vacation is definitely an experience to try at least once in a lifetime! Being part of a group of boats sailing together from one bay to another is an incredible thrill, and then finally mooring in the roadstead and forming the famous "raft": that's when the crews mingle and the fun begins!

Learning to sail

Learning to sail

In the wake of summer vacations, sometimes the desire arises to learn how to sail a boat. It is definitely an activity that can be done on your own; the guidance of an experienced skipper will suffice. Instead of leaving it docked all winter, many skippers organize learning weeks suitable for everyone: from those starting with the basics, to those who want to practice for their license, to the more experienced who want to perfect their skills before a crossing. Just choose the one best suited to your needs and set off with new friends, ready to share your passion for sailing.

The best summer destinations

The best summer destinations

In summer you are spoiled for choice, just point your finger on the map and go! Every year flotillas are organized in Mediterranean destinations, like Balearic Islands, Kornati or Split Archipelago, and even Ionian Greek islands, Aeolian Islands or northern Sardinia. If you are undecided, talk directly with the organizers, who are always ready to make you dream of a vacation that is not so far away!

The best winter destinations

The best winter destinations

In winter, however, there is only one option: escape to exotic destinations. You can decide to spend 7-10 days of relaxation and exploration in the Caribbean, where you can dive into clear waters to touch fine sandy bottoms, drink good rum and eat fruit so sweet that you won't want to know any more about our own. Or join the famous flotillas in the Seychelles, a tropical paradise waiting to be discovered on catamarans equipped with every comfort.

New friends to have fun and travel by boat

strapi image 0strapi image 1
strapi image 2
strapi image 3

12+

Show all

5 reasons to choose a singles sailing vacation

  • Lots of new people to meet, all with the same desire to experience a shared vacation.

  • Experiences suitable for all ages, the only requirement is a love of the sea.

  • Finally an uncompromising vacation with the fun of a group trip.

  • The natural intimacy of the boat gives nights gathered in the cockpit listening to each other's stories and admiring the shooting stars.

  • Connecting with strangers has never been easier!

FAQ

Guides & tips

Seychelles by sailboat or catamaran

Seychelles by sailboat or catamaran

The Aeolian Islands on a sailboat

The Aeolian Islands on a sailboat

Balearic Islands by sailboat

Balearic Islands by sailboat

The Caribbean archipelago by sailboat

The Caribbean archipelago by sailboat

Greece by sailboat

Greece by sailboat

Croatia by sailboat

Croatia by sailboat

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

© 2023 Sailsquare Srl SB • All rights reserved - VAT IT07860990964