Shoulder season is in full swing this October and that means flexible travelers can take advantage of a slew of great deals.
From discounted tours and cruise vacations to free perks, there's no shortage of awesome chances to save big this fall.
Here are some of the can't-miss travel deals available this October.
Holland America Line
Holland America Line's Save on Sunshine promo is a great deal for families looking to escape the cold in the coming months with fares to sun-kissed destinations up to 50 percent off. Guests can also take advantage of free kids' fares on select sailings.
The sale runs through December 31, 2025, with discounted voyages available as early as October and as far out as next May.
CIE Tours
CIE Tours has launched a limited-time sale with savings up to $1,500 per couple on select Ireland itineraries, including the seven-day Taste of Ireland tour and the nine-day Irish Supreme, an exclusively small group tour with five-star accommodations, among other highlights.
This special promotion runs through October 31, and is valid for travel between January 1 and December 31, 2026.
Pool at the TRS Turquesa Hotel (Photo Credit: Palladium Hotel Group)
ALG Vacations
ALG Vacations customers can save up to 55 percent at Grand Palladium Hotels & Resorts when booking by October 31, 2025, for travel through May 31, 2026. Grand Palladium Jamaica and Grand Palladium Lady Hamilton are both participating in the promotion, which also includes a $39 USD hydrotherapy day pass for one guest once per stay.
Meanwhile, TRS Hotels is offering travelers up to 50 percent off on bookings made this October for travel now through May 2026. What's more, guests can capitalize on complimentary shared round-trip airport and hotel transfers with select room categories.
Participating properties include TRS Coral Hotel, TRS Yucatan Hotel and TRS Turquesa Hotel.
ALG Vacations is also offering $500 in instant savings on travel to Puerto Vallarta, Mexico, now through June 30, 2026, on bookings made by October 23, 2025. Plus, group credit of up to $1,000 is available this month.
Le Jardin Malanga
(Courtesy of Guadeloupe Islands)
The Le Jardin Malanga hotel in Guadeloupe is offering 10 percent savings when travelers book their Caribbean getaway by October 16, 2025.
Guests will also enjoy a continental breakfast, a welcome cocktail (planter’s punch or fresh juice), a complimentary bottle of water upon arrival, free Wi-Fi and VAT included.
Southwest Airlines
Southwest Airlines plane landing at Baltimore/Washington International Airport. (Photo Credit: Patrick Clarke)
Southwest Airlines' Week of WOW sale is back this October, with flights available for as little as $39 one-way through Thursday, October 2.
However, now through Monday, October 6, 2025, Getaways by Southwest is offering $250 off vacation packages to domestic destinations and up to $500 off international vacation packages.
Meanwhile, customers can rent an SUV for as low as $54 when they book by October 6.
What's more, Southwest is offering two times Rapid Rewards points with the purchase of any eligible cruise during that same booking window.
For hotel stays, customers can earn an additional 5,000 Rapid Rewards points and a 5,000 Rapid Rewards points discount on a minimum two-night stay, while Rapid Rewards members can earn up to 600 extra points on car rentals on bookings made by October 6.
Oceanwide Expeditions
Oceanwide Expeditions is offering last-minute discounts on select Arctic and Antarctica voyages now through December 31, 2025.
Plus, travel advisors can take advantage of 30 percent commission when they book the discounted sailings for their clients.
(Courtesy of RIU Plaza)
Hotel Riu Plaza Toronto
Travelers looking to experience breathtaking views, enjoy buffet breakfasts and relaxing modern rooms in one of the world's premier cities can save 20 percent when they book at the all-new Hotel Riu Plaza Toronto this October.
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