Home > Travel Styles > Adventure Tours > Sailing Trips > December

Sailing Trips Starting In December 2026 and 2027

Are you looking to embark on a sailing trip in December 2026 or 2027? Choose from 21 unique trip itineraries and 649 departures from the world's leading touring operators.
Filter Results
Departures
Duration
4 Days
22 Days
Regions
Trip Styles
Budget
Start & End Cities
Operators
Price
$700pp
$14,899pp
Countries
Show More...
Filter Results
21 Trips (649 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
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 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
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$1,910
Save 170
Per Person
View Trip
6 Day Komodo & Flores Sail with Contiki
New ReleaseTour + Cruise

6 Days Sanur to Labuan Bajo
Operated By: Contiki
Departures: Jul 2026 to Oct 2026
Visit: Indonesia
From
US$1,412
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
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
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
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 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
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
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
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
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
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
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
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
22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Horton Plains) with Explore Worldwide
Tour + Cruise

22 Days Negombo to Male
Operated By: Explore Worldwide
Departures: Jul 2026 to Nov 2027
Trip Styles: Adventure, Small Group, Sailing
Visit: Sri Lanka, Maldives
Exclusive Savings
From
US$4,920
Save 440
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
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
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
Results: 21 results

No trips found. Try adjusting the search filters.




Trips found! Scroll up to view.

Adventure Travel

Walking and Hiking Everest Base Camp Treks Sailing Trips Ski Trips Cycling Tours Kayaking Tours Camping Tours Rafting Tours Wildlife Tours & Cruises Gorilla Treks

Trip Lengths

7 Day 10 Day 2 Week

Departure Months

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

© 2010-2026. Global Journeys. You're viewing our site in US dollars.

    

Global Journeys | Terms & Conditions

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations