Sailing Trips & Events Calendar 2026

Sailing Trips & Events Calendar 2026

Weekend, events and sailing experiences from Salento

If you’re looking for an authentic experience at sea, you’re in the right place.

Here you’ll find all upcoming sailing trips, experiential weekends, and special events organized by Fuorirotte, based in Salento, with routes to Greece and the Ionian Sea.

We’ll sail through crystal-clear waters, wild bays, and small harbors, alternating between sailing, swimming stops, shared moments, and experiential activities.

👉 This calendar is indicative: dates may change and, upon request, we can organize new custom departures, even outside the schedule.

👉 Save this page: it is updated regularly.


🌊 Upcoming departures 2026

Here is the current calendar of sailing events and weekends:

April

April 9 – 12 → Easter in Greece 🇬🇷
A unique experience among local traditions, sailing, and authentic atmosphere in the Greek islands during Orthodox Easter.

April 30 – May 3 → Sailing, Yoga & Shiatsu 🇬🇷
A 4-day weekend combining sailing and wellness: optional yoga sessions on land and 1 shiatsu treatment included for each participant.


May

May 13 – 17 → Kupa & Vlores 🇦🇱
A different kind of itinerary, discovering the Albanian coast: incredible sea, less tourism, and a still authentic atmosphere.

May 30 – June 2 → Art Gathering 🇬🇷
An experiential event combining sailing, art, and connection (full program below 👇)


June

June 5 – 7 → Sailing weekend 🇬🇷
A short escape, perfect to disconnect and enjoy the sea in just a few days.

June 11 – 14 → Sailing with Ele 🇬🇷
A special weekend with guided group activities and experiences.

June 21 – 28 → Sailing week 🇬🇷🇦🇱
A complete journey across multiple islands and stops, to truly experience life at sea without rushing.

June 25 – 28 → Sailing weekend 🇬🇷
Perfect for those looking for a short but intense experience.


🌅 September Weekends (best period)

September is one of the best times to go sailing:
less crowded, perfect weather, and still warm sea.

👉 We organize departures every weekend (also on request):

  • September 4 – 7
  • September 11 – 14
  • September 18 – 21
  • September 25 – 28

⛵ What a sailing weekend looks like

Each experience follows a flexible format, but always authentic.

What to expect:

  • Sailing crossing from Salento to Greece
  • Shared onboard life
  • Swimming stops in unspoiled bays
  • Overnight stays at anchor or in small harbors
  • Sunset aperitifs
  • Dinners in local tavernas
  • Possibility to actively participate in sailing

👉 No experience needed: you learn by doing, truly living the boat


🧘‍♀️ Sailing, Yoga & Shiatsu

A format designed for those who want to combine sea and wellbeing.

In addition to the standard sailing experience:

  • Optional yoga sessions on land
  • 1 shiatsu treatment per person
  • Dedicated moments for relaxation and mindfulness

A slower, deeper experience.


🎨 Art Gathering 2026

May 30 – June 2

A unique event where sailing becomes a creative space.

It’s not just a trip, but a shared experience among artists, travelers, and curious minds.

What happens:

  • Sailing crossing with educational sailing sessions
  • Meetings with the locals of Othonoi Island
  • Exploration of sea, history, and traditions
  • Creation of artistic content (music, writing, poetry…)
  • Sharing and performances among crews
  • Final party with a jam session

👉 A mix of sea, culture, and creativity that’s hard to find elsewhere.


⛵ Sailing weeks

For those who want more.

A full week allows you to:

  • explore multiple islands
  • truly live the boat experience
  • build deeper connections

👉 Ideal if you want to completely disconnect and immerse yourself in the rhythm of the sea.


Why choose Fuorirotte

We don’t organize standard holidays.

  • Small crews
  • Authentic experiences
  • Non-touristic activities
  • Spirit of adaptability and sharing

👉 Here you’re not a client: you’re part of the crew


📩 Bookings & custom departures

Can’t find the right date?

👉 We can organize:

  • custom weekends
  • departures on request
  • group experiences

Book Your Sailing Holiday Now!

Don’t miss the chance to experience an extraordinary adventure between Rodi Garganico and Croatia. Contact us today for information about prices and availability!

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Do you prefer a sailing holiday in Greece departing from Italy?

weekend a vela salento grecia
Vacanze a Vela in Croazia da Rodi Garganico
Vacanze a Vela

Why a Sailing Adventure?

 With Fuori Rotte Adventures, discover the freedom of sailing, amidst secret bays, breathtaking sunsets, and new friendships. Every route is an adventure.

  • Experience: Years of sailing between Salento and Greece
  • Safety: Reliable boats and certified skippers
  • Authenticity: True emotions, unfiltered

What to expect

Not just a vacation, but an experience to remember. Relaxation, comfort, fun, and crystal-clear sea await you on board.

  • Tailor-made tours: as a couple, with friends, or in a group
  • Comfort: we’ll take care of everything
  • Unique moments: to be experienced, not just photographed.