Last Minute Berths and Passages.

Sicily to Montenegro

 

July 23 2025 – 1st  August 2025

9 Nights

Sail from Taormina to Bar: An Italian Coastal Adventure

Set sail from the stunning shores of Taormina and chart a course for Bar, Montenegro, exploring the best of Italy’s coastline along the way. Drop anchor each night in picturesque harbors and charming bays, enjoying the freedom to soak in authentic Italian coastal life at your own pace.

Expect one thrilling overnight passage during your voyage, a perfect opportunity to experience the magic of sailing under a starlit sky. This route blends relaxed day sails with the excitement of offshore cruising — ideal for those seeking a mix of adventure and laid-back exploration.

Join us to discover unforgettable anchorages, historic seaside towns, and the pure joy of sailing the Adriatic and Ionian seas.

Trip Highlights:

  • Departure Date: 24 July
  • Destination: BAR Montenegro.
  • Duration: 10 nights

  • Experience: Customizable itinerary. Sail from Sicily’s dramatic coastline to Montenegro, anchoring most nights in beautiful Italian harbors and enjoying one unforgettable overnight passage.

  • Opportunities to swim, explore ashore, and savor authentic local cuisine

  • Professional guidance with a friendly, relaxed atmosphere

  • Ffree use of kayak, wifi, and fun floating water toys. 

  • Maximum crew onboard any leg is 4.
  • Costs for Boat expenses, food, fuel, and mooring fees will be calculated weekly and split among everyone onboard.
  • First day onboard allows for travel arrival times, safety briefing and a quick trip to the shops to purchase fresh foods to everyone’s pallet.
  • Marina fees generally range from €150 to €200 per night; we will make every reasonable effort to anchor whenever possible to reduce these costs.

  • Alcohol and meals taken ashore are not included in thereat expenses.

  • Travel costs to and from the boat are not included.

  • Alcohol is not included, BYO

  • Accommodation options Available.    

  • 2 berth  bunk cabin  

Montenegro

 August 2 – 10th 2025 

7 Nights

Sailing from Bar to Tivat: Our Montenegrin Coastal Adventure

We will set sail from the historic port of Bar, where ancient fortresses meet a lively marina, and head north along Montenegro’s spectacular Adriatic coast. As we cruise past dramatic cliffs and hidden coves, we’ll have the chance to explore authentic coastal villages and enjoy the medieval charm of Budva, with its vibrant old town and inviting beaches.

Next, we’ll enter the stunning Bay of Kotor, a UNESCO World Heritage site famed for its breathtaking, fjord-like scenery. Surrounded by soaring mountains, we will navigate through calm, protected waters, discovering picturesque stone towns and centuries of rich maritime history. We’ll wander the narrow streets of Kotor’s Old Town, taking in its remarkable architecture and timeless atmosphere.

Our journey will end in a peaceful anchorage near Tivat, where we can relax in the serenity of the bay, surrounded by Montenegro’s dramatic landscape and crystal-clear waters. From tranquil anchorages to cultural treasures, we will experience the very best of Montenegro’s coastline on this unforgettable sailing adventure.

Trip Highlights:

    • Departure Date: 3rd August

    • Destination: Tivat : Montenegro

    • Duration: 7 nights

    • Experience: sail along Montenegro’s spectacular Adriatic coast anchoring every nights in beautiful harbours with no overnight passages.

    • Opportunities to swim, explore ashore, and savor authentic local cuisine

    • Free use of kayak, wifi, and fun floating water toys

    • Maximum crew onboard any leg is 4.
    • Costs for Boat expenses, food, fuel, and mooring fees will be calculated weekly and split among everyone onboard.
    • First day onboard allows for travel arrival times, safety briefing and a quick trip to the shops to purchase fresh foods to everyone’s pallet.
    • Marina fees generally range from €150 to €200 per night; we will make every reasonable effort to anchor whenever possible to reduce these costs.

    • Alcohol and meals taken ashore are not included in thereat expenses.

    • Travel costs to and from the boat are not included.

    • Alcohol is not included, BYO

    • Accommodation options:

      • 2 Berth bunk cabin.

Montenegro to Croatia

 August 9th – 16th 2025 

7 Nights

Sail from Tivat to Dubrovnik: A Croatian Coastal Escape

Set sail from the charming town of Trivet and cruise along Croatia’s breathtaking Dalmatian coast to the iconic city of Dubrovnik. Anchor each night in scenic bays and quaint harbors, immersing yourself in the relaxed rhythm of coastal life and discovering hidden gems ashore.

With no overnight passages, this voyage offers leisurely day sails perfect for soaking in the stunning scenery, swimming in crystal-clear waters, and exploring vibrant local culture at your own pace.

Join us for an unforgettable journey filled with beautiful anchorages, historic towns, and the pure joy of sailing the Adriatic Sea.

 

  • Trip Highlights:

    • Departure Date: 10th August

    • Destination: Dubrovnik, Croatia

    • Duration: 7 nights

    • Experience: Customizable itinerary. Sail from Trivet along Croatia’s stunning Dalmatian coast to Dubrovnik, anchoring most nights in beautiful harbors with no overnight passages.

    • Opportunities to swim, explore ashore, and savor authentic local cuisine

    • Professional guidance with a friendly, relaxed atmosphere

    • Free use of kayak, wifi, and fun floating water toys

    • Maximum crew onboard any leg is 4.
    • Costs for Boat expenses, food, fuel, and mooring fees will be calculated weekly and split among everyone onboard.
    • First day onboard allows for travel arrival times, safety briefing and a quick trip to the shops to purchase fresh foods to everyone’s pallet.
    • Marina fees generally range from €150 to €200 per night; we will make every reasonable effort to anchor whenever possible to reduce these costs.

    • Alcohol and meals taken ashore are not included in thereat expenses.

    • Travel costs to and from the boat are not included.

    • Alcohol is not included, BYO

    • Accommodation options:

      • 1 queen-size cabin 

      • 1 double bunk cabins 

 

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.