Upcoming Passages. - Dates Available

Explore Greece: Ionian Sea, Greek Islands. May 2026


THE CORINTH CANAL IS CLOSED.

Discover the beauty of the Ionian Sea, Greece’s stunning islands,  on a fully customizable sailing adventure tailored to your pace and interests. Due to the closure of the Corinth Canal in 2026 we have had to adjust our plans. we will now sail south around the Peloponese and connect upto to Poros in the North as the weather allows. Flexibilty is the key in these early weeks as we navigate the changeable weather and plans. sailors life is built on shifting sands.

Trip Highlights

  • Sail iconic Greek islands, mainland coastlines
  • Swim, snorkel, kayak, and relax in secluded bays
  • Explore charming villages, historic sites, and picturesque harbours
  • Savor authentic Greek cuisine at local tavernas
  • Enjoy onboard amenities including kayak, WiFi, and floating water toys
  • Day Sailing adventure, Perfect for novices.
  • Availability / Schedule
Dates Route / Departure Notes / Highlights
18–22 May  Kefalonia Cruise the region, return to Kefalonia Marina- Closed
26 May – 6 June Kefalonia Marina – Spetses

Sail around the Pelponese to Poros, this leg may need flexibilty in arrival Location.

2  berths available

Due to the unexpected closure of the Corinth canal we are having to reroute south around the pelopnese island, also a beautiful location but a more passage making plan than Island cruisng is expected. flexibilty in location may ned to be considered as we take into account the weather in this region.

*Footnote: All dates are indicative and may be adjusted based on weather, route preferences, and operational considerations.

Explore Greece: Peloponnese, Saronic & Cyclades, Crete - June 2026 Santorini


Greek Islands to Crete Sailing Adventure

Sail from Poros through the beautiful Greek Islands, enjoying relaxed day sailing, picturesque anchorages, and authentic Greek island culture before finishing in Chania, Crete.

Trip Highlights

  • Sail through some of Greece’s most beautiful islands, including Kythnos, Syros, Serifos, Naxos, Paros, Santorini, Ios, and Crete
  • Visit the iconic caldera of Santorini and explore Fira and the island’s famous cliffside villages
  • Discover the lively atmosphere, stunning beaches, and crystal-clear waters of Ios
  • Wander the charming streets of Plaka and experience traditional Cycladic architecture and local culture
  • Arrive in Chania, Crete, and explore its historic Venetian harbour, waterfront restaurants, and atmospheric Old Town
  • Cruise along stunning Greek coastlines, anchoring in scenic bays, secluded coves, and traditional harbours
  • Swim, snorkel, kayak, paddleboard, and relax in crystal-clear waters
  • Explore authentic villages, historic sites, and local markets throughout the islands
  • Enjoy delicious Greek cuisine and fresh seafood at family-run tavernas
  • Flexible day-sailing itinerary adapted to weather conditions and guest preferences
  • Complimentary use of kayak, Wi-Fi, paddleboards, and floating water toys included

Availability / Schedule

Dates Route / Departure Notes / Highlights
9-16 June Poros → Paros Day Sailing – 1 Berth available
16-23 June Cyclades → Crete Day Sailing – 3 berths avail

*Footnote: All dates are indicative and may be adjusted based on weather, route preferences, and operational considerations.

Crete to Malta & Tunisia – Offshore Passage, Cruising Malta. June- July 2026


Planned Route Highlights

Crete → Malta
A 560 NM offshore passage taking approximately 3–4 nights at sea. This leg is ideal for sailors looking to build confidence and experience ahead of longer passages such as the Atlantic crossing. Prior offshore experience required.

Malta & Gozo Cruising
Two weeks of day sailing around Malta and Gozo, exploring hidden bays, secure anchorages, and historic harbours. Swim, snorkel, kayak, and paddle in crystal-clear coves, with time ashore to enjoy authentic Maltese and Mediterranean cuisine.

Malta → Tunisia
A relaxed cruising leg westward, combining coastal day sailing with the option of an overnight passage depending on weather and crew preference.

Throughout the programme, routes remain flexible and adaptable to weather conditions and crew interests.

Kayak, WiFi, and floating water toys included onboard.


Availability / Schedule

Dates Route Notes
3 – 11 July Malta & Gozo 8 days day sailing and island exploration – 2 berth avail
11–25 July Malta → Tunisia 7 days cruising Malta and passage to Tunisia- 3 Berths avail

All dates are indicative and may be adjusted based on weather, route decisions, and operational considerations.

Tunisia to Sardinia – September 2026

Late Season Sailing Programme

We’ll sail occasional overnight passages and enjoyable day cruises from Tunisia to Sardinia and Corsica, then onward through Menorca to mainland Spain. Along the way, we combine beautiful anchorages with meaningful sea miles.

Planned Route Highlights

Tunisia → Sardinia
A longer passage to open the programme, settling into offshore rhythm before enjoying Sardinia’s calm southern bays, ideal for swimming, snorkelling and relaxed evenings at anchor.

Sardinia → Corsica
Short scenic legs mixed with the option of overnight sailing. Corsica offers dramatic cliffs, turquoise anchorages and charming harbours to explore ashore.


Programme Overview

Dates Route Notes
30  August – 11 September Yasmine Hammermet Marina, Tunisia → Sardinia, Olbio Day sailing with optional overnight passages – 3 berths available
11 September – 18th September Sardinia Olbio – cruise the Magdelenas islands and  part of Corsica Day sailing short distances. 2 Berths available.

All dates are indicative and may be adjusted based on weather, routing decisions, and operational considerations.

ATLANTIC CROSSING|ARC RALLY 2026| 36 Night PROGRAM

 


15 November  2026 to 21st December 2026 – 36 Nights – negotiable. – 2 berths available.

Let us help you create unforgettable memories sailing from the Canary Islands, across the Atlantic, and arriving in the Caribbean. Back in time to celebrate Christmas 2026.

Join us for a true bluewater adventure that combines preparation, ocean passage, and island celebration. This is a serious offshore voyage designed for experienced sailors who want real sea miles, challenge, and reward — all in company with the ARC Rally fleet.


Trip Highlights

Arrival in Gran Canaria: 15 November 2026
Arrival on or within one day of this date is compulsory to ensure full participation in preparations.
Enjoy 7 days of pre-rally seminars and shore-based training, combined with provisioning, safety checks, final repairs, and complete departure preparation.

ARC Rally Start: 22 November 2026

Atlantic Crossing: Estimated 15–18 days at sea

Arrival Celebrations: Up to 7 days of post-race celebrations and recovery.
Crew members are welcome to depart at any time after arrival if unable to stay for the full programme.

Destination:
Rodney Bay, St Lucia, Caribbean

Duration:
36 nights negotiable.

Experience:
A structured ocean passage with time for preparation, training, and celebration.
Prepare the boat in the Canaries, sail the trade winds west, and make landfall in St Lucia with a crew you’ll trust and rely on, celebrate in style.


  • 🌊 ATLANTIC CROSSING – 30 DAY ADVENTURE 🌊
    15th November to 21st December 2026
  • Includes:
  • ✅ Approx. 36 days total experience
    ✅ 7 days pre-departure preparation, refit & briefings in the Canary Islands
    ✅ 16–21 days ocean crossing (ARC Rally fleet)
    ✅ Up to 7 days upon arrival in St Lucia to relax, explore & celebrate
    ✅ Rally entry fees, Food, Fuel, Marina Fees and all onboard expenses.

  • Who This Is For
  • Experienced sailors only

  • Priority given to those who have sailed with us before

  • Adventurers ready for watch rotations, shared cooking & life at sea

  • Sailing couples welcome 


 

Check back regularly for new dates, updated information, and upcoming opportunities. The 2027 season will be in the Caribbean.

Contact Us

If you are ready for adventure, teamwork, and unforgettable experiences on the sea, get in touch! Let us know a bit about your sailing background, interests, and availability — and let’s plan an incredible voyage together
Disclaimer: Osprey Sailing Adventures is a private sailing activity operated on a cost-sharing basis only. Participants share actual expenses and are active crew, not passengers. No commercial transport or passenger fares are offered.