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Sailing Tours & Trips in Mediterranean
Sailing Tours & Trips in Mediterranean

Sailing Tours & Trips in Mediterranean

Picture yourself sailing around the Mediterranean, taking in Croatia and Montenegro to name just two. Check out Diocletian's Palace in Split, Korčula (which claims to be Marco Polo's birthplace), and Montenegro's Bay of Kotor with its fjord-like vibes. Head to Podgorica, and enjoy Budva's beaches. So much to see, so little time!

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2026

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

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  • FA

    Fiona traveled in October, 2025

    5.0
    The actual trip was amazing. The skipper was very knowledgeable and safety conscious. You have to allow 2 days for adjusting to boat life.
    Greece Sailing Adventure: Cyclades Islands
  • K

    Kathy traveled in October, 2024

    5.0
    I did a review for G Adventures a few hours ago.The trip could not have been bettered. Just the right number of other passengers, no-one smoked,.our captain was very professional, the boat was very clean, kitchen utensils were of good quality, the toilet/shower facilities at the marinas were first rate and it was traven experience I had not had before.
    Sailing Italy to Croatia
  • A

    Ann traveled in June

    4.0
    Sandre was an excellent captain. The group was lovely. Pula and Isola were the highlights.
    Sailing Croatia to Italy
  1. Greece Sailing Adventure: Cyclades IslandsMap of Greece Sailing Adventure: Cyclades Islands
    Sailing

    A 54-56ft yacht glides through Mediterranean waters, revealing hidden coves and vibrant harbors. Routes stretch from Santorini's caldera to Mykonos' coastline, featuring swim stops at secluded beaches like Paradisi and Gaidharos Bay.

    Duration 10 days
    DestinationsSantorini, Ios, Oia, Amorgos, Katapola, Cyclades, Koufonisia, Iraklia, Naxos, SyrosSee all destinations
    Age Range Ages 15+
    OperatorIntrepid Travel

    From

    US$2,840
    +$128 local payments
    View tour
  2. Sail Greece: Santorini to MykonosMap of Sail Greece: Santorini to Mykonos
    Sailing

    A 56ft yacht sails from Santorini's dramatic cliffs to Mykonos's bustling harbor. Professional skippers guide you through the region's most scenic routes, stopping at hidden coves and historic ports over 8 unforgettable days.

    Duration 8 days
    DestinationsSantorini, Ios, Amorgos, Koufonisia, Iraklia, Naxos, Syros, Mykonos
    Age Range Ages 15+
    OperatorIntrepid Travel

    From

    US$2,015
    +$116 local payments
    View tour
  3. Sailing Italy to CroatiaMap of Sailing Italy to Croatia
    Sailing

    From Venice's canals, a 52-foot yacht charts a course through the Gulf of Trieste to Slovenia's historic ports. The journey continues along Croatia's Istrian peninsula and the secluded Kvarner islands before reaching ancient Zadar.

    Duration 10 days
    DestinationsVenice, Grado, Rovinj, Pula, Losinj Island, Dugi Island, Molat Island, Zadar
    Age Range Ages 16+
    OperatorG Adventures

    From $2,079

    25% Off
    US$1,559
    You save $520
    View tour
  4. Sailing Croatia to ItalyMap of Sailing Croatia to Italy
    Sailing

    A 16m yacht carries passengers from Zadar to Venice through pristine Mediterranean waters. The route includes Kvarner Gulf's secluded coves, Rovinj's seafood restaurants, and Pula's Roman heritage, with a professional skipper guiding through three countries' waters.

    Duration 10 days
    DestinationsZadar, Molat Island, Dugi Island, Losinj Island, Rovinj, Pula, Grado, Venice
    Age Range Ages 16+
    OperatorG Adventures

    From $2,079

    25% Off
    US$1,559
    You save $520
    View tour
  5. Sailing Split (Premium Plus) - 8 daysMap of Sailing Split (Premium Plus) - 8 days
    Sailing

    Pristine waters lead to secluded Pakleni Islands and historic ports. Premium Plus vessel sails between Split and Dubrovnik, offering swims at Zlatni Rat beach and visits to Mljet's emerald lakes. Daily three-course lunches served aboard.

    Duration 8 days
    DestinationsSplit, Mljet Island, Dubrovnik, Sipan Island, Korcula Island, Hvar Island, Brac
    Age Range Ages 16+
    OperatorOn The Go Tours

    From $1,925

    45% Off
    US$1,059
    You save $866
    View tour
  6. Cyclades Luxury Sailing Adventure (Catamaran)Map of Cyclades Luxury Sailing Adventure (Catamaran)
    Sailing

    Luxury catamaran cruising through Cyclades waters awaits. Admire Milos's volcanic coastline, relax at Polyegos's untouched beaches, and soak in Kythnos's thermal springs. Professional skipper leads 209-nautical-mile route with daily swimming stops.

    Duration 8 days
    DestinationsAthens, Sounio, Serifos, Kimolos, Polyaigos, Milos, Sifnos, Kythnos
    Age Range All Ages Welcome
    OperatorTrails Beyond

    From

    45% Off
    US$2,831
    View tour
  7. Sail Greece: Mykonos to SantoriniMap of Sail Greece: Mykonos to Santorini
    Sailing

    Crystal waters carry the 54-56ft yacht from Mykonos to Santorini. The route includes secluded Gaidharos bay, traditional fishing villages in Small Cyclades, and iconic ports like Katapola in Amorgos.

    Duration 8 days
    DestinationsMykonos, Syros, Naxos, Amorgos, Ios, Santorini
    Age Range Ages 15+
    OperatorIntrepid Travel

    From

    45% Off
    US$2,110
    +$116 local payments
    View tour
  8. Sailing Croatia - Dubrovnik to SplitMap of Sailing Croatia - Dubrovnik to Split
    Sailing

    A 17m yacht takes you through the Mediterranean's crystal waters to hidden coves around Mljet and Korčula. The route winds through Hvar's Pakleni Islands and Brač's Golden Horn beach, offering the perfect blend of adventure and relaxed Mediterranean sailing.

    Duration 8 days
    DestinationsDubrovnik, Mljet Island, Korcula Island, Ploce, Hvar Island, Brac, Split
    Age Range Ages 16+
    OperatorG Adventures

    From $1,949

    17% Off
    US$1,618
    You save $331
    View tour
  9. Croatia Sailing Adventure: Dubrovnik to SplitMap of Croatia Sailing Adventure: Dubrovnik to Split
    Sailing

    A 48-52ft yacht serves as your gateway to Croatia's hidden coves and historic harbors. The itinerary features Mljet's emerald lakes, Korcula's medieval streets, and pristine swimming bays near Hvar, with expert navigation through ten stunning destinations.

    Duration 8 days
    DestinationsDubrovnik, Mljet, Veliko Jezero, Korčula, Scedro, Vis, Solta, Maslinica, Trogir, Split
    Age Range Ages 15+
    OperatorIntrepid Travel

    From

    17% Off
    US$2,075
    View tour
  10. Sailing Greece - Santorini to SantoriniMap of Sailing Greece - Santorini to Santorini
    Sailing

    A 57-foot yacht provides intimate Mediterranean adventures through crystal-clear waters and ancient harbors. The route includes Magganari Beach, Homer's tomb on Ios, and Mykonos' Little Venice, perfect for groups of 8.

    Duration 10 days
    DestinationsSantorini, Ios, Naxos, Mykonos, Syros, Paros, Sifnos, Folegandros
    Age Range Ages 16+
    OperatorG Adventures

    From $2,349

    25% Off
    US$1,762
    You save $587
    View tour
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec