tourradar.com
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!

Select Date

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Excellent Trustpilot Star

10,000+ reviews on
  • Choose from 200+ Mediterranean tours
  • 1,100+ verified reviews from TourRadar travelers
  • 24/7 customer support
  • P

    Peter traveled in October

    5.0
    We had a great time meeting lots of new friends who all got on from many nationalities. At a restaurant one evening another group asked if we were a family which is how we ended up but without the disputes! Our skipper, Rita displayed wonderful leadership & sailing skills telling many interesting stories. Twice we has difficult dockings in strong crosswinds & other boats were messing it up big time but Rita nailed it both times & I was informed she received applause at Mykonos from the people on the dock. She also spent lot of time producing a video of our trip that she gave to us all. If your other CEO’s are half as good as her you have a very good team. Please note that you may only use my first name publically for this review, Peter!
    Sail Greece: Santorini to Mykonos
  • I

    Isobelle traveled in September, 2025

    5.0
    Second tour with Becca. Love her so much. WILL be planning another with her
    Croatia Sail Adventure
  • C

    Catherine traveled in June, 2026

    5.0
    Amazing catamaran tour. Our skipper Dmitri was a great source of knowledge and helped us with everything, taking us to the best islands and best locations based on the conditions. We loved the standup paddle boarding and snorkeling. Boat was very comfortable and in great condition. Island towns were charming, filled with delicious local food. This is the very best way to see the Cyclades. Highly recommend!
    Cyclades Luxury Sailing Adventure (Catamaran)
  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, Oia, Ios, Amorgos, Katapola, Koufonisia, Iraklia, Schoinousa, Naxos, SyrosSee all destinations
    Age Range Ages 15+
    OperatorIntrepid Travel

    From $2,564

    24% Off
    US$1,955
    +$126 local payments
    You save $609
    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 $1,712

    19% Off
    US$1,393
    +$114 local payments
    You save $319
    View tour
  3. Croatia Sail AdventureMap of Croatia Sail Adventure
    Sailing

    From Split to Dubrovnik, this premium vessel with ensuite cabins and spacious sundeck traverses the Mediterranean's clearest waters. Guests visit secluded bays, climb Hvar's Spanish Fortress, and kayak around UNESCO-listed walls while enjoying daily three-course Croatian lunches.

    Duration 10 days
    DestinationsSplit, Makarska, Mljet, Dubrovnik, Trstenik, Korčula, Hvar Island
    Age Range Ages 18-49
    OperatorINTRO Travel

    From

    19% Off
    US$2,749
    View tour
  4. Med Sailing in Croatia (from Split to Dubrovnik)Map of Med Sailing in Croatia (from Split to Dubrovnik)
    Sailing
    Duration 8 days
    DestinationsSplit, Brac, Hvar Island, Vis, Korcula Island, Pomena, Mljet Island, Dubrovnik
    Age Range Ages 18+
    OperatorMed Sailing Holidays

    From

    19% Off
    US$1,590
    View tour
  5. 15-Day Private, Premium Tour of TURKEY | Gulet Sailing, Serenity & VIP Road Trip | May to October  | by ANGELS VACATIONSMap of 15-Day Private, Premium Tour of TURKEY | Gulet Sailing, Serenity & VIP Road Trip | May to October  | by ANGELS VACATIONS
    Sailing
    Duration 15 days
    DestinationsIstanbul, Cappadocia, Konya, Antalya, Olympus, Demre, Kekova, Simena, Gokkaya, KasSee all destinations
    Age Range Ages 12+
    OperatorAngels Vacations

    From

    19% Off
    US$9,177
    View tour
  6. Sailing Croatia Catamaran Cruise: Dubrovnik, Ston, Korcula Mljet, Lastovo and islandsMap of Sailing Croatia Catamaran Cruise: Dubrovnik, Ston, Korcula Mljet, Lastovo and islands
    Sailing
    Duration 8 days
    DestinationsDubrovnik, Ston, Korčula, Lastovo, Mljet Island, Sipan Island
    Age Range Ages 18+
    OperatorSailing Adriatic

    From

    19% Off
    US$2,001
    +$400 local payments
    View tour
  7. Saronic Sailing Luxury AdventureMap of Saronic Sailing Luxury Adventure
    Sailing

    Luxury yacht comfort meets ancient history in this Mediterranean sailing adventure. Crystal-clear waters connect historic islands, featuring secluded swimming spots and traditional port towns. Small group size of 8 guests ensures intimate atmosphere.

    Duration 8 days
    DestinationsAthens, Poros, Ermioni, Spetses, Hydra, Aegina, Agkistri, Palaia Epidavros
    Age Range Ages 6+
    OperatorTrails Beyond

    From

    19% Off
    US$2,933
    View tour
Want to explore even more?

Adventure is better together

Share your stories, ask your questions, and fuel your wanderlust with a community of explorers.

Community Banner Thread

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