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Sailing Trips

Sail by gulet along the Dalmation coastline, island hop around Greece, journey along the Turkish Riviera or soak up the sun onboard your yacht in Thailand - compare, research & book your next sailing trip with with Global Journeys & receive exclusive online savings, a dedicated tour consultant to look after your booking & the best price guaranteed!
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61 Trips (1,398 Trip Departures)
Featured8 Day Sail & Swim: Croatia (Moja Maja) with Topdeck
Cruise

8 Days (7 Nights) Split to Split
Operated By: Topdeck
Departures: Jun 2024 to Aug 2024
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Deal
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From 2,136
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8 Day Croatia Island Sail Plus with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: Jun 2024 to Aug 2025
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 690
From 2,334
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8 Day Croatia Sailing Adventure: Split to Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: Intrepid Travel
Departures: Jun 2024 to Sep 2024
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Croatia
Limited Time Sale
Save 963
From 2,332
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5 Day Sail Italy: Amalfi to Procida with Intrepid Travel
Cruise

5 Days (4 Nights) Amalfi to Procida
Operated By: Intrepid Travel
Departures: May 2024 to Oct 2024
Trip Styles: Small Group, Island Hopping, Sailing, Short Break
Countries Visited: Italy
Limited Time Sale
Save 580
From 1,645
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8 Day Croatia Sailing Adventure with TruTravels
New ReleaseCruise
 (1)

8 Days (7 Nights) Split to Split
Operated By: TruTravels
Departures: May 2024 to Sep 2024
Trip Styles: Small Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive DealLimited Time Sale
Save 1,680
From 1,566
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10 Day Croatia Sailing Adventure with Intro Travel
New ReleaseTour + Cruise
 (3)

10 Days Split to Split
Operated By: Intro Travel
Departures: Jun 2024 to Sep 2025
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 70
From 3,233
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10 Day Greece Sailing Adventure: Cyclades Islands with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Santorini to Santorini
Operated By: Intrepid Travel
Departures: Jun 2024 to Oct 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Limited Time Sale
Save 1,046
From 2,535
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6 Day Wineglass Bay (Signature Walk) with Tasmanian Walking Co
New ReleaseTour + Cruise
 (1)

6 Days Hobart to Hobart
Operated By: Tasmanian Walking Co
Departures: Oct 2024 to Apr 2025
Trip Styles: Adventure, Small Group, Sailing, Short Break, Walking & Hiking
Countries Visited: Australia
From 4,450
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10 Day Sailing Greece - Santorini to Santorini with G Adventures
Cruise

10 Days (9 Nights) Santorini to Santorini
Operated By: G Adventures
Departures: May 2024 to Sep 2025
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Exclusive Deal
Save 788
From 2,217
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8 Day Sailing Greece - Athens to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Athens to Mykonos
Operated By: G Adventures
Departures: May 2024 to Sep 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Greece
Exclusive DealLast Minute Offer
Save 1,060
From 1,039
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14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operated By: G Adventures
Departures: Jul 2024 to Dec 2025
Trip Styles: Adventure, Small Group, Island Hopping, Sailing, Scenic
Countries Visited: Sri Lanka, Maldives
Exclusive Deal
Save 1,473
From 3,326
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8 Day Montenegro Sailing Adventure from Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: Intrepid Travel
Departures: Jun 2024 to Sep 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Croatia, Montenegro
Limited Time Sale
Save 912
From 2,218
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8 Day Family Greek Coast Caique Cruise with Explore!
Cruise

8 Days (7 Nights) Athens to Athens
Operated By: Explore!
Departures: Jul 2024 to Aug 2025
Trip Styles: Small Group, Family, Sailing
Countries Visited: Greece
Exclusive Savings
Save 47
From 2,234
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8 Day Sail & Swim: Greece with Topdeck
New ReleaseCruise

8 Days (7 Nights) Athens to Athens
Operated By: Topdeck
Departures: Jun 2024 to Sep 2024
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Greece
Exclusive Deal
Save 527
From 2,802
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8 Day Sail & Swim: Turkey with Topdeck
New ReleaseCruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Topdeck
Departures: Aug 2024 to Oct 2024
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Turkey
Exclusive Deal
Save 331
From 1,329
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8 Day Croatia Island Sail (Luxe Itinerary) with Contiki
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: Contiki
Departure: 31 July 2024
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 812
From 3,373
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14 Day Highlights of Sri Lanka with Maldive Dhoni Cruise (West Coast) with Explore!
Tour + Cruise

14 Days Negombo to Male
Operated By: Explore!
Departures: Nov 2024 to Nov 2025
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive Savings
Save 127
From 5,900
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7 Day Maldives Cruise: Indian Ocean Dhoni Life with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Jul 2024 to Jan 2026
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Maldives
Exclusive Deal
Save 835
From 1,884
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22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Horton Plains) with Explore!
Tour + Cruise

22 Days Negombo to Male
Operated By: Explore!
Departures: Jul 2024 to Nov 2025
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Asia Sale
Save 571
From 7,293
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8 Day Sail Greece: Santorini to Mykonos with Intrepid Travel
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: Intrepid Travel
Departures: May 2024 to Oct 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Limited Time Sale
Save 516
From 1,910
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4 Day Sail Italy with Intrepid Travel
Cruise

4 Days (3 Nights) Procida to Amalfi
Operated By: Intrepid Travel
Departures: Jun 2024 to Sep 2024
Trip Styles: Group, Island Hopping, Sailing, Short Break
Countries Visited: Italy
Limited Time Sale
Save 393
From 1,329
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8 Day Turkish Sailing with Contiki
Cruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Contiki
Departures: Jun 2024 to Oct 2025
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Turkey
Exclusive Deal
Save 686
From 1,330
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18 Day Sri Lanka with Maldives Cruise: Spice Gardens & Seasides with G Adventures
Tour + Cruise

18 Days Negombo to Male
Operated By: G Adventures
Departures: Jun 2024 to Jan 2026
Trip Styles: Small Group, 18-30's, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive Deal
Save 1,289
From 2,910
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8 Day Amalfi Coast Sailing Adventure with Intrepid Travel
Cruise

8 Days (7 Nights) Procida to Procida
Operated By: Intrepid Travel
Departures: Jun 2024 to Sep 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Italy
Limited Time Sale
Save 905
From 3,018
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18 Day Bali & Beyond with TruTravels
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operated By: TruTravels
Departures: May 2024 to Nov 2025
Trip Styles: Small Group, 18-30's, Island Hopping, Sailing, Scenic
Countries Visited: Indonesia
Exclusive Deal
Save 1,178
From 2,572
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8 Day Montenegro Sailing with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: G Adventures
Departures: May 2024 to Oct 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Montenegro, Croatia
Exclusive Deal
Save 1,055
From 1,856
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8 Day Sailing Greece - Santorini to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: G Adventures
Departures: May 2024 to Oct 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Greece
Exclusive Deal
Save 841
From 1,518
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8 Day Sardinia & Corsica Sailing Adventure with Intrepid Travel
Cruise

8 Days (7 Nights) Olbia to Olbia
Operated By: Intrepid Travel
Departures: May 2024 to Sep 2024
Trip Styles: Small Group, Cruise, Sailing
Countries Visited: Corsica, Sardinia
Limited Time Sale
Save 698
From 2,535
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7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Jun 2024 to Jan 2026
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Maldives
Exclusive Deal
Save 772
From 2,115
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4 Day Wineglass Bay (Signature Walk) with Tasmanian Walking Co
New ReleaseTour + Cruise

4 Days Hobart to Hobart
Operated By: Tasmanian Walking Co
Departures: Sep 2024 to Apr 2025
Trip Styles: Adventure, Small Group, Sailing, Short Break, Walking & Hiking
Countries Visited: Australia
From 3,164
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22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Adams Peak) with Explore!
Tour + Cruise

22 Days Negombo to Male
Operated By: Explore!
Departures: Dec 2024 to Dec 2025
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive Savings
Save 178
From 7,987
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