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Sailing Trips Starting In April 2026 and 2027

Are you looking to embark on a sailing trip in April 2026 or 2027? Choose from 33 unique trip itineraries and 880 departures from the world's leading touring operators.
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33 Trips (880 Trip Departures)
15 Day Montenegro & Croatia Sailing with G Adventures
Cruise
 (1)

15 Days (14 Nights) Dubrovnik to Split
Operated By: G Adventures
Departures: May 2026 to Sep 2026
Visit: Montenegro, Croatia
Exclusive Savings
From
US$3,782
Save 127
Per Person
View Trip
8 Day Montenegro Sailing with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: G Adventures
Departures: Apr 2026 to Sep 2026
Visit: Montenegro, Croatia
Exclusive Savings
From
US$1,891
Save 63
Per Person
View Trip
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: May 2026 to Dec 2027
Trip Styles: Small Group, 18-30's, Sailing
Visit: Sri Lanka, Maldives
Exclusive Savings
From
US$3,152
Save 112
Per Person
View Trip
4 Day Sailing Thailand with G Adventures
Cruise

4 Days (3 Nights) Phuket to Ko Phi Phi
Operated By: G Adventures
Departures: Dec 2025 to Apr 2026
Visit: Thailand
From
US$999
Per Person
View Trip
8 Day Sail Maldives with Intrepid Travel
Cruise

8 Days (7 Nights) Male to Male
Operated By: Intrepid Travel
Departures: Dec 2025 to Dec 2027
Visit: Maldives
Exclusive Savings
From
US$2,978
Save 107
Per Person
View Trip
10 Day Egypt: Pyramids, Temples & the Nile with G Adventures
New ReleaseRiver Cruise

10 Days Cairo to Cairo
Operated By: G Adventures
Departures: Jan 2026 to Dec 2027
Rivers: Nile
Visit: Egypt
Exclusive Savings
From
US$4,655
Save 170
Per Person
View Trip
10 Day Sailing Greece - Santorini to Santorini with G Adventures
Cruise

10 Days (9 Nights) Santorini to Santorini
Operated By: G Adventures
Departures: Apr 2026 to Sep 2026
Visit: Greece
Exclusive Savings
From
US$2,279
Save 78
Per Person
View Trip
7 Day Phuket Sailing Adventure with Intrepid Travel
Cruise

7 Days (6 Nights) Phuket to Phuket
Operated By: Intrepid Travel
Departures: Dec 2025 to Dec 2027
Visit: Thailand
Exclusive Savings
From
US$1,969
Save 67
Per Person
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Lombok to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2026 to Nov 2027
Visit: Indonesia
From
US$1,250
Per Person
View Trip
7 Day Egypt: Ancient Wonders & Temples of the Nile with G Adventures
New ReleaseTour

7 Days Cairo to Luxor
Operated By: G Adventures
Departures: Feb 2026 to Jan 2028
Trip Styles: Adventure, Small Group, Sailing
Visit: Egypt
Exclusive Savings
From
US$2,909
Save 105
Per Person
View Trip
8 Day Sailing Greece - Mykonos to Athens with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Athens
Operated By: G Adventures
Departures: Apr 2026 to Oct 2026
Visit: Greece
Exclusive Savings
From
US$1,648
Save 54
Per Person
View Trip
7 Day Maldives Cruise: Indian Ocean Dhoni Life with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Jan 2026 to Jan 2028
Visit: Maldives
Exclusive Savings
From
US$1,939
Save 69
Per Person
View Trip
4 Day Sail Ko Phi Phi to Phuket with Intrepid Travel
Cruise

4 Days (3 Nights) Ko Phi Phi to Phuket
Operated By: Intrepid Travel
Departures: Dec 2025 to Dec 2027
Visit: Thailand
Exclusive Savings
From
US$995
Save 127
Per Person
View Trip
7 Day Sailing the Canary Islands with G Adventures
Cruise

7 Days (6 Nights) San Miguel de Abona to San Miguel de Abona
Operated By: G Adventures
Departures: Dec 2025 to Apr 2027
Visit: Spain
From
US$1,199
Per Person
View Trip
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2026 to Oct 2027
Visit: Indonesia
Exclusive Savings
From
US$3,443
Save 114
Per Person
View Trip
15 Day Dalmatian Coast & Montenegro Sailing with G Adventures
Cruise

15 Days (14 Nights) Split to Dubrovnik
Operated By: G Adventures
Departures: Apr 2026 to Sep 2026
Visit: Montenegro, Croatia
Exclusive Savings
From
US$3,782
Save 127
Per Person
View Trip
8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operated By: G Adventures
Departures: Apr 2026 to Oct 2026
Visit: Croatia
Exclusive Savings
From
US$1,891
Save 63
Per Person
View Trip
14 Day Essential India & Maldives Sailing with G Adventures
Tour + Cruise

14 Days Delhi to Male
Operated By: G Adventures
Departures: Apr 2026 to Dec 2027
Trip Styles: Adventure, Small Group, Sailing
Visit: India, Maldives
Exclusive Savings
From
US$2,909
Save 103
Per Person
View Trip
6 Day Komodo & Flores Sail with Contiki
New ReleaseTour + Cruise

6 Days Sanur to Labuan Bajo
Operated By: Contiki
Departures: Apr 2026 to Oct 2026
Visit: Indonesia
From
US$1,395
Per Person
View Trip
4 Day Sail Phuket to Ko Phi Phi with Intrepid Travel
Cruise

4 Days (3 Nights) Phuket to Ko Phi Phi
Operated By: Intrepid Travel
Departures: Dec 2025 to Dec 2027
Visit: Thailand
From
US$1,095
Per Person
View Trip
10 Day Sailing Greece - Mykonos to Mykonos with G Adventures
Cruise

10 Days (9 Nights) Mykonos to Mykonos
Operated By: G Adventures
Departures: Apr 2026 to Sep 2026
Visit: Greece
Exclusive Savings
From
US$2,230
Save 76
Per Person
View Trip
14 Day Highlights of Sri Lanka with Maldive Dhoni Cruise (West Coast) with Explore Worldwide
Tour + Cruise

14 Days Negombo to Male
Operated By: Explore Worldwide
Departures: Jan 2026 to Dec 2026
Trip Styles: Adventure, Small Group, Sailing
Visit: Sri Lanka, Maldives
Sign Up Savings
Exclusive Savings
From
US$3,501
Save 565
Per Person
View Trip
18 Day Bali & Beyond with TruTravels
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2026 to Nov 2027
Visit: Indonesia
Exclusive Savings
From
US$1,935
Save 68
Per Person
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operated By: G Adventures
Departures: Jan 2026 to Dec 2026
Visit: Sri Lanka, Maldives
Exclusive Savings
From
US$3,734
Save 132
Per Person
View Trip
10 Day Sailing Croatia to Italy with G Adventures
Cruise

10 Days (9 Nights) Zadar to Venice
Operated By: G Adventures
Departures: Apr 2026 to Sep 2026
Visit: Slovenia, Italy, Croatia
Exclusive Savings
From
US$2,065
Save 70
Per Person
View Trip
8 Day Maldive Dhoni Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Male to Male
Operated By: Explore Worldwide
Departures: Dec 2025 to Dec 2026
Visit: Maldives
Exclusive Savings
From
US$1,979
Save 226
Per Person
View Trip
7 Day Maldives Dhoni Cruise with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Jan 2026 to Dec 2027
Visit: Maldives
Exclusive Savings
From
US$1,939
Save 69
Per Person
View Trip
8 Day Sailing Greece - Mykonos to Santorini with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operated By: G Adventures
Departures: Apr 2026 to Sep 2026
Visit: Greece
Exclusive Savings
From
US$1,648
Save 55
Per Person
View Trip
22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Adams Peak) with Explore Worldwide
Tour + Cruise

22 Days Negombo to Male
Operated By: Explore Worldwide
Departures: Jan 2026 to Apr 2026
Trip Styles: Adventure, Small Group, Sailing
Visit: Sri Lanka, Maldives
Sign Up Savings
Exclusive Savings
From
US$4,671
Save 756
Per Person
View Trip
4 Day Sailing Thailand with G Adventures
Cruise

4 Days (3 Nights) Ko Phi Phi to Phuket
Operated By: G Adventures
Departures: Dec 2025 to Apr 2026
Visit: Thailand
From
US$999
Per Person
View Trip
Results: 1-30 of 33

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