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

Sailing Tours & Trips in Mediterranean

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1 Adult2 Adults, 1 Child2 Children

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AdultsAges 18 or above

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  • Choose from 500+ Mediterranean tours
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  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, Amorgos, Cyclades, Naxos, Syros, Mykonos, Sifnos, Folegandros
    Age Range Ages 15+
    OperatorIntrepid Travel

    From $3,760

    10% Off
    NZ$3,384
    +$221 local payments
    You save $376
    View tour
  2. 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, Naxos, Syros, Cyclades, Amorgos, Ios, Santorini
    Age Range Ages 15+
    OperatorIntrepid Travel

    From $2,935

    25% Off
    NZ$2,201
    +$200 local payments
    You save $734
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  3. 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

    25% Off
    NZ$2,999
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  4. Croatia Island Sail (Plus)Map of Croatia Island Sail (Plus)
    Sailing

    A premium vessel with air-conditioned cabins awaits on the Mediterranean. The route includes Dubrovnik's UNESCO walls, kayaking in crystal waters, Hvar's Spanish Fortress, and wine tasting in Trstenik. Seven nights with half-board meals and expert Trip Manager included.

    Duration 8 days
    DestinationsSplit, Korcula Island, Korčula, Dubrovnik, Trstenik, Makarska
    Age Range Ages 18-35
    OperatorContiki

    From

    25% Off
    NZ$2,365
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  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 $3,685

    40% Off
    NZ$2,211
    You save $1,474
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  6. Croatia Sailing Adventure - 8 daysMap of Croatia Sailing Adventure - 8 days
    Sailing

    Split to Dubrovnik reveals Mediterranean treasures aboard a traditional ship. Ports of call include Hvar's jet-set harbor, Mljet's emerald lakes, and Korcula's medieval streets, with daily swim stops and 3-course lunches.

    Duration 8 days
    DestinationsSplit, Stari Grad, Hvar Island, Mljet Island, Dubrovnik, Korcula Island, Makarska, Omis
    Age Range Ages 18-35
    OperatorOn The Go Tours

    From $2,775

    40% Off
    NZ$1,665
    You save $1,110
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  7. Sailing Croatia Catamaran Cruise: Mljet, Korcula and DubrovnikMap of Sailing Croatia Catamaran Cruise: Mljet, Korcula and Dubrovnik
    Sailing
    Duration 8 days
    DestinationsSlano, Pomena, Korčula, Mljet Island, Dubrovnik, Sipan Island
    Age Range Ages 30+
    OperatorSailing Adriatic

    From $3,007

    20% Off
    NZ$2,406
    +$601 local payments
    You save $601
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  8. Croatia Sailing Adventure: Dubrovnik to Split (10 destinations)Map of Croatia Sailing Adventure: Dubrovnik to Split (10 destinations)
    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, Kolocep Island, Lopud Island, Sipan Island, Mljet Island, Korcula Island, Vis, Hvar Island, Brac, Split
    Age Range Ages 15+
    OperatorIntrepid Travel

    From

    20% Off
    NZ$2,615
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  9. Amalfi Coast Sailing Adventure (8 destinations)Map of Amalfi Coast Sailing Adventure (8 destinations)
    Sailing

    A 48-52ft yacht takes you through secluded bays between Procida and Amalfi. Passengers learn sailing fundamentals while exploring the Sirenusas archipelago and hidden swimming spots, spending seven nights at sea from Ischia to Capri.

    Duration 7 days
    DestinationsProcida, Ischia, Sorrento, Pompeii, Amalfi, Capri, Forio
    Age Range Ages 15+
    OperatorIntrepid Travel

    From

    20% Off
    NZ$3,875
    +$180 local payments
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  10. 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, Cyclades, Amorgos, Naxos, Syros, Mykonos
    Age Range Ages 15+
    OperatorIntrepid Travel

    From

    20% Off
    NZ$2,425
    +$200 local payments
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Want to explore even more?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2025

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

2026

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