Sailing Trips Starting In June 2026

Are you looking to embark on a sailing trip in June 2026? Choose from 26 unique trip itineraries and 889 departures from the world's leading touring operators.
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Departures (June 2026)
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18 Days
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26 Trips (889 Trip Departures)
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: May 2025 to Aug 2026
Countries Visited: Croatia
Big Travel Sale
Save (per person) 814
From (per person) 2,306
New ReleaseTour + Cruise
 (3)

10 Days Split to Split
Operated By: Intro Travel
Departures: May 2025 to Sep 2026
Trip Styles: 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Intro Birthday Offer
Save (per person) 414
From (per person) 2,761
Cruise

10 Days (9 Nights) Santorini to Santorini
Operated By: G Adventures
Departures: Jun 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 327
From (per person) 2,432
Cruise

15 Days (14 Nights) Dubrovnik to Split
Operated By: G Adventures
Departures: Apr 2025 to Sep 2026
Countries Visited: Montenegro, Croatia
Great Adventure Sale
Save (per person) 1,401
From (per person) 3,786
Tour + Cruise

14 Days Negombo to Male
Operated By: G Adventures
Departures: Mar 2025 to Dec 2026
Countries Visited: Sri Lanka, Maldives
Great Adventure Sale
Save (per person) 1,447
From (per person) 3,563
New ReleaseRiver Cruise

10 Days Cairo to Cairo
Operated By: G Adventures
Departures: Feb 2025 to Dec 2026
Rivers: Nile
Countries Visited: Egypt
Last Minute Offer
Save (per person) 1,689
From (per person) 6,430
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: May 2025 to Sep 2026
Countries Visited: Croatia
Big Travel Sale
Save (per person) 725
From (per person) 1,836
Cruise

15 Days (14 Nights) Athens to Santorini
Operated By: G Adventures
Departures: May 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 660
From (per person) 3,039
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: G Adventures
Departures: Apr 2025 to Oct 2026
Countries Visited: Montenegro, Croatia
Great Adventure Sale
Save (per person) 716
From (per person) 1,915
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operated By: G Adventures
Departures: Apr 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 351
From (per person) 1,519
Cruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Contiki
Departures: Apr 2025 to Sep 2026
Countries Visited: Turkey
Exclusive Savings
Save (per person) 543
From (per person) 1,484
Tour + Cruise

14 Days Delhi to Male
Operated By: G Adventures
Departures: May 2025 to Dec 2026
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: India, Maldives
Great Adventure Sale
Save (per person) 512
From (per person) 3,545
Cruise

8 Days (7 Nights) Athens to Mykonos
Operated By: G Adventures
Departures: May 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 238
From (per person) 1,745
Tour + Cruise

18 Days Negombo to Male
Operated By: G Adventures
Departures: Feb 2025 to Dec 2026
Trip Styles: Small Group, 18-30's, Sailing
Countries Visited: Sri Lanka, Maldives
Great Adventure Sale
Save (per person) 1,287
From (per person) 3,229
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Jan 2025 to Jan 2027
Countries Visited: Maldives
Great Adventure Sale
Save (per person) 780
From (per person) 1,930
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2025 to Nov 2026
Countries Visited: Indonesia
Just Go Offer
Save (per person) 810
From (per person) 2,940
New ReleaseTour + Cruise

9 Days Kuta to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2025 to Nov 2026
Countries Visited: Indonesia
Just Go Offer
Save (per person) 496
From (per person) 1,799
Cruise

8 Days (7 Nights) Athens to Athens
Operated By: Explore!
Departures: Jun 2025 to Sep 2026
Countries Visited: Greece
Big Blue SaleSolo Traveller Offer
Save (per person) 401
From (per person) 2,362
Cruise

10 Days (9 Nights) Venice to Zadar
Operated By: G Adventures
Departures: May 2025 to Sep 2026
Countries Visited: Slovenia, Italy, Croatia
Great Adventure Sale
Save (per person) 793
From (per person) 2,182
Cruise

10 Days (9 Nights) Zadar to Venice
Operated By: G Adventures
Departures: Apr 2025 to Sep 2026
Countries Visited: Slovenia, Italy, Croatia
Great Adventure Sale
Save (per person) 793
From (per person) 2,078
Cruise

15 Days (14 Nights) Split to Dubrovnik
Operated By: G Adventures
Departures: Apr 2025 to Sep 2026
Countries Visited: Montenegro, Croatia
Great Adventure Sale
Save (per person) 1,401
From (per person) 3,786
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: G Adventures
Departures: Apr 2025 to Oct 2026
Countries Visited: Croatia
Great Adventure Sale
Save (per person) 716
From (per person) 1,915
Cruise

8 Days (7 Nights) Mykonos to Athens
Operated By: G Adventures
Departures: Apr 2025 to Oct 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 371
From (per person) 1,478
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operated By: G Adventures
Departures: Apr 2025 to Oct 2026
Countries Visited: Croatia
Great Adventure Sale
Save (per person) 716
From (per person) 1,915
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: G Adventures
Departures: Jun 2025 to Oct 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 374
From (per person) 1,647
Cruise

10 Days (9 Nights) Mykonos to Mykonos
Operated By: G Adventures
Departures: May 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 510
From (per person) 2,136
Results: 26 results

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