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Sailing Trips Starting In October 2026

Are you looking to embark on a sailing trip in October 2026? Choose from 10 unique trip itineraries and 516 departures from the world's leading touring operators.
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Departures (October 2026)
< September 2026 November 2026 >
Duration
7 Days
18 Days
Regions
Trip Styles
Budget
Start & End Cities
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Price
$900pp
$9,400pp
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10 Trips (516 Trip Departures)
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: Oct 2024 to Dec 2026
Trip Styles: Small Group, 18-30's, Sailing
Countries Visited: Sri Lanka, Maldives
Last Minute Offer
Save (per person) 1,153
From (per person) 3,326
View Trip
7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Oct 2024 to Jan 2027
Countries Visited: Maldives
Exclusive Savings
Save (per person) 70
From (per person) 2,939
View Trip
8 Day Sail Greece: Santorini to Mykonos with Intrepid Travel
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2026
Countries Visited: Greece
Exclusive Savings
Save (per person) 57
From (per person) 2,468
View Trip
8 Day Turkish Sailing with Contiki
Cruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Contiki
Departures: Apr 2025 to Oct 2026
Countries Visited: Turkey
Exclusive Savings
Save (per person) 560
From (per person) 1,463
View Trip
7 Day Maldives Dhoni Cruise with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Oct 2024 to Jan 2027
Countries Visited: Maldives
Exclusive Savings
Save (per person) 61
From (per person) 2,547
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: Oct 2024 to Jan 2027
Countries Visited: Maldives
Last Minute Offer
Save (per person) 700
From (per person) 2,019
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operated By: G Adventures
Departures: Oct 2024 to Dec 2026
Trip Styles: Adventure, Small Group, Island Hopping, Sailing, Scenic
Countries Visited: Sri Lanka, Maldives
Exclusive Deal
Save (per person) 891
From (per person) 4,703
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: Oct 2024 to Dec 2026
Rivers: Nile
Countries Visited: Egypt
Exclusive DealLast Minute Offer
Save (per person) 1,972
From (per person) 5,687
View Trip
8 Day Sail Greece: Mykonos to Santorini with Intrepid Travel
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2026
Countries Visited: Greece
Exclusive Savings
Save (per person) 58
From (per person) 2,507
View Trip
14 Day Essential India & Maldives Sailing with G Adventures
Tour + Cruise

14 Days Delhi to Male
Operated By: G Adventures
Departures: Nov 2024 to Dec 2026
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: India, Maldives
Exclusive Savings
Save (per person) 94
From (per person) 3,899
View Trip
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7 Day 10 Day 2 Week

Departure Months

October 2024 November 2024 December 2024 January 2025 February 2025 March 2025 April 2025 May 2025 June 2025 July 2025 August 2025 September 2025 October 2025 November 2025 December 2025 January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026 December 2026 January 2027

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