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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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ChildrenUnder 18

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  • Choose from 500+ Mediterranean tours
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  1. Sail Croatia and Explore MontenegroMap of Sail Croatia and Explore Montenegro
    Sailing
    Duration 15 days
    DestinationsCroatia, Montenegro, Albania
    Age Range Ages 12+
    OperatorG Adventures

    From $6,419

    10% Off
    NZ$5,777
    You save $642
    View tour
  2. 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

    10% Off
    NZ$3,995
    +$223 local payments
    View tour
  3. 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

    10% Off
    NZ$2,855
    +$203 local payments
    View tour
  4. 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 $3,319

    10% Off
    NZ$2,987
    You save $332
    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 $3,765

    20% Off
    NZ$3,012
    You save $753
    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

    20% Off
    NZ$4,948
    View tour
  7. Croatia: Sail & Swim 2026Map of Croatia: Sail & Swim 2026
    Sailing

    Traditional Croatian vessels transport you through Mediterranean crystal waters. The route connects Dubrovnik's ancient walls, Mljet's hidden bays, and Korčula's vineyards. Professional crew guides daily swim stops between Split and Makarska.

    Duration 8 days
    DestinationsSplit, Korčula, Dubrovnik, Lokrum Island, Mljet Island, Makarska
    Age Range Ages 18-32
    OperatorTopdeck

    From

    20% Off
    NZ$3,219
    View tour
  8. 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

    20% Off
    NZ$2,950
    +$203 local payments
    View tour
  9. 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 $3,399

    15% Off
    NZ$2,889
    You save $510
    View tour
  10. 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

    15% Off
    NZ$3,075
    View tour
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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

2027

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