UPDATE: Nov. 3, 2023, 5:00 a.m. EDT This post is updated weekly with the latest travel deals on flights, cruises, theme parks, and more.
We all follow those people on Instagram who are somehow always on vacation. We don’t know their life story, but we’d be willing to bet they didn’t pay full price for that excursion — they just planned strategically. We’re keeping track of the best flight, train, luggage, and hotel deals below to help you do the same. Now get outta here.
Flights
Why we like it
The cold weather version of Frontier’s internet-breaking summer pass unlocks unlimited flights to both domestic and international Frontier destinations between Sept. 2 and Feb. 29, 2024, for a one-time fee of $299. Frontier serves more than 100 airports across the U.S., Mexico, the Caribbean, and Latin America, with new locations frequently being added to the lineup. This is cheaper than even the summer pass’ debut price of $399 and its long-term sale price of $499.
Frontier also dropped a monthly pass that’s free for the first month (aside from a $49 enrollment fee) and renews for $149 monthly after that. Your unlimited monthly pass begins the day you purchase it and runs for 30 days each period. Be sure to read the fine print before snagging any of the tickets.
More flight deals
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PLAY — $99 flights from BWI, BOS, SWF, and IAD to Iceland, Paris, Copenhagen, London, Dublin, Berlin, Athens, Frankfurt, and Amsterdam when booked by Nov. 3
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Southwest — one-way fares as low as $89 including Thanksgiving
Trains, cruises, and rental cars
Why we like it
If you need a sign to book that cruise you’ve been talking about taking since last year, Celebrity Cruise Line’s current offering of 40% off all guests on all trips is that sign. The Bahamas, Grand Cayman, Saint Kitts, Italy, Greece, France, Spain, and more Caribbean and European destinations are all options, and depending on the itinerary, you can sail for as long as 13 nights or take a quick three-night getaway.
More train, cruise, and rental car deals
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American Airlines — save up to 35% on rental car base rates
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Amtrak — save up to 60% on eight tickets to various destinations, up to 50% on Northeast trips, up to 15% on California and Virginia trips, and more
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Norwegian Cruise Line — save 70% on a second guest’s fare plus a free unlimited open bar, $50 off-shore excursions, and more
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Priceline — save 30% or more when you bundle a flight with a Hilton hotel
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Princess Cruises — save up to 50% on fares and deposits
Theme park deals
Why we like it
Vacation doesn’t feel like vacation when you’re trying to cram a theme park’s full glory into a few short days. You can add three full days at Universal to your trip for free when you purchase tickets for two days (as long as they’re all consecutive). That’s five days for the price of two, so you can really take your time between Universal and Islands of Adventure — or even devote a whole day to the Wizarding World of Harry Potter. You’d still have to buy separate tickets (starting at $84.99) to Halloween Horror Nights, but the money you’re saving with this deal basically secures those for free.
More experience deals
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Busch Gardens — save 35% on single day tickets or $70 on two park tickets plus Tampa or save up to 60% on tickets at Williamsburg
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Hersheypark — save up to 35% on Hersheypark Christmas Candylane presale tickets or up to 50% on fall weekend tickets
Hotels
Why we like it
Quick weekend excursions are society’s sanity staples — but sometimes, you deserve more. If you didn’t get to take that long trip this summer, Kimpton’s extended “Stay Longer and Save” promo is your nudge to get away before 2024. Through Dec. 31, you can save between 15% and 20% on stays three nights or longer at a ton of stylish participating Kimpton locations across the U.S.
If a one or two-night trip is in the cards, however, you can also save up to 20% off the best flexible rate when you book at least seven days in advance.
More hotel deals
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B Hotels and Resorts Orlando — save up to 25% on stays of two or more nights when booked by Dec. 20
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Casa de Sierra Nevada — stay three nights and get a fourth night free through Dec. 15
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The Grove Resort & Waterpark Orlando — 20% off stays through Sept. 3, 2024 when booked by Nov. 19, 2023
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Hamilton Princess and Beach Club Bermuda — save 15% on two nights, 20% off three or four nights, or 25% on five or more nights when you book by March 24, 2024, and stay before April 30, 2024
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Hampton Inn — save up to 17% on the Best Available Rate when you book at least seven days in advance
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JetBlue — save up to 20% on hotels if you have a JetBlue flight
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Marriott — save up to 20% on hotel and flight bundles to select destinations
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Priceline — save up to 15% on European destinations when you book through the app with code EUROESCAPE, plus save up to 40% on hotel and flight bundles for Europe vacations
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Red Roof Inn — save an extra 15% on your stay with Redi Rewards
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Sonesta — save up to 30% when you book two or more nights with code SAVEMORE
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Walt Disney World — save up to 25% on stays most Sunday to Thursday nights from Jan. 9 through Feb. 22, 2024 when you book by Dec. 15, 2023
Luggage
Why we like it
Still putting up with your suitcase’s busted wheel? Longstanding luggage icon American Tourister’s extended site-wide Labor Day sale is your excuse to finally replace it. Save up to 30% on hardside and softside spinners, carry-ons, garment bags, and more.
More luggage deals
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Bagail — save up to 40% on packing cubes in select colors
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Béis — save 10% on a luggage set of two or 15% on a luggage set of three
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Calpak — save up to 60% on select best sellers
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Delsey — 40% off select pieces from the Paris collection
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Herschel — save up to 30% on Forever Classics
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Kohl’s — save up to 50% on suitcases from Kenneth Cole Reaction, London Fog, Rockland, and more
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Macy’s — save up to 60% on Bric’s Milano, DKNY, Jansport, and more
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Mark & Graham — save up to 50% on select personalized totes, handbags, travel pouches, and more
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Paravel — save 20% on a set of two Aviator suitcases or 30% on a set of three
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Samsonite — save 30% on select styles
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TravelPro — save up to 20% sitewide
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Tumi — save up to 20% on select styles
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Walmart — save up to 50% on hardside luggage sets from Sunbee and Travelhouse