Upcoming Passages.

Explore Greece: Ionian Sea, Greek Islands & Corinth Canal. April - May 2026


Discover the beauty of the Ionian Sea, Greece’s stunning islands, and the historic Corinth Canal on a fully customizable sailing adventure tailored to your pace and interests.

Trip Highlights

  • Sail iconic Greek islands, mainland coastlines, and transit the Corinth Canal
  • 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
15–30 April Preveza → Preveza Cruise the region and return to Lefkas
5–13 May  Kefalonia Cruise the region, return to Kefalonia Marina
18–21 May  Kefalonia Cruise the region, return to Kefalonia Marina
26 May – 2 June Kefalonia Marina → Corinth Canal Traverse the Corinth Canal

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

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


Sail from Isthmia (East end of the Corinth Canal) south through the Greek islands, enjoying day sailing, charming anchorages, and authentic Greek culture, finishing your journey at Crete.

Trip Highlights

  • Depart from Isthmia (Corinth Canal) and explore the Saronic Islands (Agistri, Methana,Poros, Hydra)
  • Continue through the Cyclades (Kynthos Syros, Serifos, Naxos, Paros, Fira)
  • Cruise along southern Greek coastlines, anchoring in scenic bays and harbours
  • Swim, snorkel, kayak, and paddle in secluded coves
  • Explore charming villages, harbours, and historic sites
  • Enjoy authentic Greek cuisine at local tavernas
  • Flexible day sailing routes based on your interests and weather
  • Use of kayak, WiFi, and floating water toys included
  • Availability / Schedule
Dates Route / Departure Notes / Highlights
2-9 June

Isthmia → Saronic Islands

(Agistri, Methana,Poros, Hydra)

Day sailing
9-16 June Saronic Islands → Cyclades  Poros  to Naxos (Kynthos Syros, Serifos,  Fira) Day Sailing
16-23 June Cyclades → Crete Day Sailing

*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


Atlantic Crossing Shakedown Sail.

This leg combines a rewarding offshore passage with relaxed Mediterranean exploration. Designed for experienced sailors and those preparing for longer ocean crossings, this programme offers meaningful sea miles alongside enjoyable coastal cruising.

It also serves as a warm-up phase for our Atlantic crew. If you are planning to join the Atlantic crossing, this trip allows you to sail with the team, build cohesion, and get to know everyone well before we are in the middle of the ocean together.

We depart Crete and sail west across the southern Mediterranean toward Malta, completing a substantial offshore passage before spending two weeks exploring the Maltese islands. The journey continues onward to Tunisia, blending day sailing with optional overnight passages.


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
23–30 June Crete → Malta 560 NM offshore passage, 3–4 nights – experience required
30 June – 11 July Malta & Gozo 11–14 days day sailing and island exploration
12–19 July Malta → Tunisia 7 days cruising Malta and passage to Tunisia

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

Tunisia to The Canary Islands – August to November 2026

 Late Season Sailing Programme

As the summer softens across the Mediterranean, Osprey begins her westward journey toward crossing the Atlantic. This final phase of the season blends relaxed cruising with purposeful passage-making as we position the yacht for her ocean crossing.

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.

Corsica → Menorca
A rewarding offshore leg followed by secure calas such as Cala Macarella and Cala Galdana, perfect for swimming and easy coastal day sailing.

Menorca → Mainland Spain
A final Mediterranean passage bringing us to the Spanish coast, where we will spend approximately four weeks carrying out maintenance, inspections, and preparation for the Atlantic season.


Atlantic Positioning Phase

With preparation complete, we depart Spain for a purposeful offshore passage:

Spain → Morocco
Coastal sailing transitioning into ocean miles.

Morocco → Canary Islands
A true ocean passage as we sail south-west to the trades.

Arrival in Gran Canaria by 14 November 2026
Positioning Osprey in time for final ARC preparations and Atlantic crossing readiness.


Programme Overview

Dates Route Notes
23 August – September Tunisia → Sardinia → Corsica → Menorca → Spain Day sailing with optional overnight passages
Late October – 14 November Spain → Morocco → Gran Canaria Coastal cruising followed by ocean passage

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.

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.