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Sailing Trips Starting In April 2027 and 2028

Are you looking to embark on a sailing trip in April 2027 or 2028? Choose from 27 unique trip itineraries and 872 departures from the world's leading touring operators.
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27 Trips (872 Trip Departures)
14 Day Highlights of Sri Lanka with Maldive Dhoni Cruise (West Coast) with Explore Worldwide
Tour + Cruise
 (1)

14 Days Negombo to Male
Operated By: Explore Worldwide
Departures: Nov 2026 to Dec 2027
Trip Styles: Adventure, Small Group, Sailing
Visit: Sri Lanka, Maldives
Exclusive Savings
From
US$3,770
Save 210
Per Person
View Trip
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operated By: TruTravels
Departures: Jul 2026 to Oct 2027
Visit: Indonesia
Exclusive Savings
From
US$2,846
Save 949
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: Jun 2026 to Jan 2028
Visit: Maldives
Exclusive Savings
From
US$1,399
Save 600
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: Oct 2026 to Apr 2028
Visit: Spain
Exclusive Savings
From
US$1,104
Save 195
Per Person
View Trip
17 Day Signature: Egypt & Jordan's Ancient Wonders with G Adventures
New ReleaseRiver Cruise

17 Days Cairo to Dead Sea
Operated By: G Adventures
Departures: Jan 2027 to Dec 2027
Rivers: Nile
Visit: Egypt, Jordan
From
US$13,499
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: Nov 2026 to Dec 2027
Visit: Thailand
Exclusive Savings
From
US$1,477
Save 671
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 2027 to Dec 2027
Trip Styles: Adventure, Small Group, Sailing
Visit: Sri Lanka, Maldives
From
US$5,560
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: Sep 2026 to Dec 2027
Trip Styles: Small Group, 18-30's, Sailing
Visit: Sri Lanka, Maldives
From
US$3,249
Per Person
View Trip
10 Day Signature: Egypt's Cairo, Luxor & the Nile Valley with G Adventures
New ReleaseRiver Cruise

10 Days Cairo to Cairo
Operated By: G Adventures
Departures: Jan 2027 to Dec 2027
Rivers: Nile
Visit: Egypt
From
US$7,999
Per Person
View Trip
18 Day Bali & Beyond with TruTravels
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operated By: TruTravels
Departures: May 2026 to Nov 2027
Visit: Indonesia
Exclusive Savings
From
US$1,496
Save 563
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: Aug 2026 to Dec 2027
Visit: Maldives
Exclusive Savings
From
US$2,140
Save 170
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: May 2026 to Oct 2027
Visit: Greece
Exclusive Savings
From
US$1,402
Save 255
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: May 2026 to Sep 2027
Visit: Greece
Exclusive Savings
From
US$2,082
Save 367
Per Person
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Lombok to Labuan Bajo
Operated By: TruTravels
Departures: Jun 2026 to Nov 2027
Visit: Indonesia
Exclusive Savings
From
US$937
Save 344
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: Sep 2026 to Jan 2028
Trip Styles: Adventure, Small Group, Sailing
Visit: Egypt
Exclusive Savings
From
US$2,804
Save 495
Per Person
View Trip
7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Jul 2026 to Dec 2027
Visit: Maldives
Exclusive Savings
From
US$1,724
Save 575
Per Person
View Trip
8 Day Sail Maldives with Intrepid Travel
Cruise

8 Days (7 Nights) Male to Male
Operated By: Intrepid Travel
Departures: May 2026 to Dec 2027
Visit: Maldives
Exclusive Savings
From
US$1,842
Save 1,228
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: Sep 2026 to Dec 2027
Trip Styles: Adventure, Small Group, Sailing
Visit: India, Maldives
From
US$2,999
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: Sep 2026 to Dec 2027
Rivers: Nile
Visit: Egypt
Exclusive Savings
From
US$4,319
Save 1,080
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: May 2026 to Sep 2027
Visit: Greece
From
US$1,699
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: Nov 2026 to Dec 2027
Visit: Thailand
Exclusive Savings
From
US$724
Save 336
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: Nov 2026 to Dec 2027
Visit: Thailand
Exclusive Savings
From
US$798
Save 363
Per Person
View Trip
8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operated By: G Adventures
Departures: May 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
From
US$1,657
Save 307
Per Person
View Trip
9 Day Egypt Family Journey: Ancient Pyramids and the Mighty Nile with G Adventures
New ReleaseRiver Cruise

9 Days Cairo to Cairo
Operated By: G Adventures
Departures: Jun 2026 to Nov 2027
Rivers: Nile
Visit: Egypt
Exclusive Savings
From
US$2,719
Save 680
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: Jun 2026 to Dec 2027
Visit: Sri Lanka, Maldives
Exclusive Savings
From
US$3,079
Save 770
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: May 2026 to Sep 2027
Visit: Greece
Exclusive Savings
From
US$2,124
Save 375
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: May 2026 to Dec 2027
Visit: Maldives
Exclusive Savings
From
US$1,399
Save 600
Per Person
View Trip
Results: 27 results

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Trip Lengths

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Departure Months

May June July August September October November December January February March April

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