Available Trips

Sail from Sardinia to Sicily on a true groovy offshore adventure covering 250–300 NM. With a minimum of 24 hours overnight at sea, this passage delivers serious sailing and open-water challenge. There’s also time to slow down, swim, play music, chill, and enjoy spectacular stops, where ancient history, dramatic landscapes, and raw Mediterranean nature meet. Estimated Schedule: 13-August - Meet & Greet in Cagliari, Sardinia. 14-August to 18-August – Sailing, Sardinia, Offshore, NW Sicily. Sleeping on anchor in bays or in marinas, depending on the conditions & the Passage plan. 19-August – Safety Rest Day (weather), can be used whenever necessary. 20-August – Departure day, Palermo, Sicily. Contribution: Shared Cabin: €630, Private Cabin: €945. Included: Fuel, Home Port fees, Destination Port, Skipper, Accomodation, Sailing, Snorkeling equipment, Safety equipment. Excluded: Bedding & final clean-up (€25), Food & drinks, Transit Ports. Extra night onboard: €35 / person More about this trip & what to bring: https://groovysailors.com/blog/adventure-week Need the entire boat for your group? https://groovysailors.com/blog/pirate-holiday

Volcano, Stromboli, Lipari - heard these names before? It's some of the mystical Eolian islands, nord of the coast of Sicily. Join a trip to one of the most unique sailing locations in the Med! Offshore sailing, eating well, searching for hidden bays, swimming in the warm sea, enjoying the Sicilian sun & fighting these fire monsters like Odysseus would! Arrival: We meet onboard on the first day of the trip. You can arrive after 14:00. The first day is dedicated to a Meet & Greet, groceries, dinner, and sleeping onboard. Departure usually takes place the following morning (weather permitting). Departure: You can stay onboard until 11:00 on the last day. We generally aim to arrive at the destination the night before (weather permitting). Schedule example: Day 1 – Arrival Palermo Days 2–6 – Sailing Day 7 – Safety Day (weather) Day 8 – Departure Palermo Contribution: Shared Cabin: €420 Private Cabin: €630 Included: Fuel, Home Port fees, Destination Port, Skipper, Accommodation, Sailing, Snorkelling equipment, Safety equipment. Excluded: Bedding & final clean-up (€25), Food & drinks, Transit Ports. Extra night onboard: €35 / person

Volcano, Stromboli, Lipari - heard these names before? It's some of the mystical Eolian islands, nord of the coast of Sicily. Join a trip to one of the most unique sailing locations in the Med! Inshore/offshore sailing 150–250 NM, eating well, live DJ sets, searching for hidden bays, swimming in the warm sea, min 6h overnight sail, enjoying the Sicilian sun & fighting these fire monsters like Odysseus would! Estimated Schedule: 04-September - Meet & Greet in Palermo. 05-September to 09-September – Sailing, North coast, Isole Eolie. Sleeping on anchor in bays, on buoys or in marinas, depending on the conditions & the Passage plan. 10-September – Safety Rest Day (weather), can be used whenever necessary. 11-September – Departure day, Catania, Sicily. Contribution: Shared Cabin: €630, Private Cabin: €945. Included: Fuel, Home Port fees, Destination Port, Skipper, Accomodation, Sailing, Snorkeling equipment, Safety equipment. Excluded: Bedding & final clean-up (€25), Food & drinks, Transit Ports. Extra night onboard: €35 / person More about this trip & what to bring: https://groovysailors.com/blog/adventure-week Need the entire boat for your group? https://groovysailors.com/blog/pirate-holiday

Sail from Catania to Crotone on a laid-off inshore journey made for soaking it all in, 150+ NM, inshore, min 3h overnight. Volcanic backdrops, rugged Ionian coastlines, and crystal-clear waters set the tone. Days unfold with exploration, swimming, and snorkelling in secluded bays, while live DJ sets and golden-hour anchorages turn each evening into a laid-back Mediterranean celebration. Estimated Schedule: 14-Sep - Meet & Greet in Riposto, near Catania. 15-Sep to 19-Sep – Sailing, Sicily, Stretto di Messina, South Calabria., Gulf of Taranto, Apulia. Sleeping on anchor in bays or in marinas, depending on the conditions & the Passage plan. 20-Sep – Safety Rest Day (weather), can be used whenever necessary. 21-Sep – Departure day, Crotone. Contribution (MID SEASON DISCOUNT): Shared Cabin: ~~€630~~ €525, Private Cabin: ~~€945~~ €788. Included: Fuel, Home Port fees, Destination Port, Skipper, Accomodation, Sailing, Snorkeling equipment, Safety equipment. Excluded: Bedding & final clean-up (€25), Food & drinks, Transit Ports. Extra night onboard: €35 / person More about this trip & what to bring: https://groovysailors.com/blog/adventure-week Need the entire boat for your group? https://groovysailors.com/blog/pirate-holiday

Sail from Calabria & Apulia to the emerald island of Corfu on an inviting Ionian crossing, 200+ NM, inshore and offshore. Leave Italy’s coast behind for the thrill of open-water sailing before arriving beneath Corfu’s ancient skyline and lush hills. Days bring steady passages, swims in sapphire bays, and island exploration, while sunset moorings and warm Greek evenings complete the journey. Estimated Schedule: 24-Sep - Meet & Greet in Crotone, Calabria. 24-Sep to 29-Sep – Sailing, Calabira, Apulia, Offshore, around Corfu. Sleeping on anchor in bays or in marinas, depending on the conditions & the Passage plan. 30-Sep – Safety Rest Day (weather), can be used whenever necessary. 01-Oct – Departure day, Corfu, Greece. Contribution (MID SEASON DISCOUNT): Shared Cabin: ~~€630~~ €525, Private Cabin: ~~€945~~ €788. Included: Fuel, Home Port fees, Destination Port, Skipper, Accomodation, Sailing, Snorkeling equipment, Safety equipment. Excluded: Bedding & final clean-up (€25), Food & drinks, Transit Ports. Extra night onboard: €35 / person More about this trip & what to bring: https://groovysailors.com/blog/adventure-week Need the entire boat for your group? https://groovysailors.com/blog/pirate-holiday

Sail from Corfu to Bari on a rewarding Ionian passage, 200+ NM, inshore and offshore. Depart beneath Corfu’s lush hills and Venetian fortresses, then embrace the rhythm of open-water sailing before tracing Italy’s Adriatic coast toward Bari’s lively old town. Days are shaped by steady miles, snorkelling in crystalline waters, and refreshing swim stops, while sunset anchorages and live DJ sets on deck turn each evening into a vibrant celebration at sea. Estimated Schedule: 04-Oct - Meet & Greet on Corfu, Greece. 05-Oct to 09-Oct – Sailing, Around Corfu, Offshore, Apulia. Sleeping on anchor in bays or in marinas, depending on the conditions & the Passage plan. 10-Oct – Safety Rest Day (weather), can be used whenever necessary. 11-Oct – Departure day, Bari, Italy. Contribution (MID SEASON DISCOUNT): Shared Cabin: ~~€630~~ €525, Private Cabin: ~~€945~~ €788. Included: Fuel, Home Port fees, Destination Port, Skipper, Accomodation, Sailing, Snorkeling equipment, Safety equipment. Excluded: Bedding & final clean-up (€25), Food & drinks, Transit Ports. Extra night onboard: €35 / person More about this trip & what to bring: https://groovysailors.com/blog/adventure-week Need the entire boat for your group? https://groovysailors.com/blog/pirate-holiday

Sail from Bari to Pescara on a relaxed Adriatic passage blending coastal cruising and island stops. Follow Italy’s shoreline north, explore the crystal-clear coves of the Tremiti Islands, and pass the rugged beauty of Gargano National Park. Days bring steady sailing and swim stops, while evenings settle into quiet anchorages, warm sunsets, and easy moments at sea. Estimated Schedule: 18-Oct - Meet & Greet in Bari, Italy. 19-Oct to 23-Oct – Sailing, Apulia, Gargano, Tremiti islands, Molise, Abruzzo. Sleeping on anchor in bays or in marinas, depending on the conditions & the Passage plan. 24-Oct – Safety Rest Day (weather), can be used whenever necessary. 25-Oct – Departure day, Pescara, Italy. Contribution (LATE SEASON DISCOUNT): Shared Cabin: ~~€630~~ €420, Private Cabin: ~~€945~~ €630. Included: Fuel, Home Port fees, Destination Port, Skipper, Accomodation, Sailing, Snorkeling equipment, Safety equipment. Excluded: Bedding & final clean-up (€25), Food & drinks, Transit Ports. Extra night onboard: €35 / person More about this trip & what to bring: https://groovysailors.com/blog/adventure-week Need the entire boat for your group? https://groovysailors.com/blog/pirate-holiday

Sail from Pescara to Bari on a relaxed Adriatic passage blending coastal cruising and island stops. Follow Italy’s shoreline north, explore the crystal-clear coves of the Tremiti Islands, and pass the rugged beauty of Gargano National Park. Days bring steady sailing and swim stops, while evenings settle into quiet anchorages, warm sunsets, and easy moments at sea. Estimated Schedule: 18-Oct - Meet & Greet in Pescara, Italy. 19-Oct to 23-Oct – Sailing, Abruzzo, Molise, Tremiti, Gargano, Apulia. Sleeping on anchor in bays or in marinas, depending on the conditions & the Passage plan. 24-Oct – Safety Rest Day (weather), can be used whenever necessary. 25-Oct – Departure day, Bari, Italy. Contribution (LATE SEASON DISCOUNT): Shared Cabin: ~~€630~~ €420, Private Cabin: ~~€945~~ €630. Included: Fuel, Home Port fees, Destination Port, Skipper, Accomodation, Sailing, Snorkeling equipment, Safety equipment. Excluded: Bedding & final clean-up (€25), Food & drinks, Transit Ports. Extra night onboard: €35 / person More about this trip & what to bring: https://groovysailors.com/blog/adventure-week Need the entire boat for your group? https://groovysailors.com/blog/pirate-holiday