12 Stylish, Packable Tops to Add to Your Early Fall Travel Wardrobe--From $15 at Gap, Nordstrom, and More

Published in Travel and Leisure on Tuesday, September 16th 2025 at 8:23 GMT by Travel + Leisure
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Fall Tops Sale 2025: Travel + Leisure’s Guide to the Best September Deals

When September rolls around, the air in the travel industry takes on a new, crisp urgency. Airlines slash fares to clear out inventory from the last hot‑summer window, hotels offer “stay‑later‑than‑you‑think” discounts, and cruise lines launch new itineraries to capture the first wave of travelers looking to escape the chill. Travel + Leisure’s “Fall Tops Sale” page aggregates those offers into a single, easy‑to‑navigate resource – and it’s a treasure trove for savvy planners who want to book a getaway without breaking the bank.

Below is a concise, 500‑word‑plus snapshot of what the site offered for September 2025, organized by category and highlighted with the biggest savings and unique perks. All the links you see here are live on the Travel + Leisure website, and clicking them will take you straight to the airline, hotel, or cruise site where you can lock in the deal.

1. Airfare Specials

Low‑Cost Flights to U.S. Hubs

JetBlue’s “Southwest‑sized” fare to Phoenix – One‑way tickets from San Francisco for as little as $59 (subject to seat availability). The deal includes free checked bag and a generous carry‑on allowance.
Alaska Airlines’ “Breeze” promotion – Flights from Seattle to Portland at $49 (round‑trip) during the first week of September. The discount is available for flights leaving after 6 p.m. and includes a complimentary in‑flight snack.

International Flights on a Budget

United’s “One‑Way Wonders” – A round‑trip ticket from New York to Dublin for $199 if you book between September 4–10. The fare includes a checked bag and two free seats on the return leg.
Air Canada’s “Canopy” offer – Flights from Los Angeles to Vancouver at $99 round‑trip. The deal is valid for departures on the first Wednesday of September.

Last‑Minute Fares

Travel + Leisure pulls a curated list of “Late‑Night Low‑Fare” deals – essentially last‑minute flight prices that drop to a fraction of their usual rates. If you’re willing to hop on a flight at 2 a.m. or 3 p.m., you can snag fares as low as $29 to destinations such as Orlando and Chicago.

2. Hotel & Resort Discounts

All‑Inclusive Stays

Marriott’s “Maui Break” – A 4‑night stay at the Maui Fairmont Resort for $1,699 per room, featuring a free sunset cruise and a complimentary welcome drink. The offer is valid for stays between September 12–30 and includes a 20 % discount on resort fees.
Hyatt’s “New York Luxury” – A 3‑night stay at the Andaz New York for $1,099 per room. The package includes a free spa treatment and access to the rooftop lounge.

Budget & Value

Hilton’s “Budget Escape” – A 5‑night stay at the Hilton Garden Inn in Atlanta for $549 per room. The rate includes a free breakfast and the ability to upgrade to a suite for an additional $50.
Best Western’s “Seaside” – A 2‑night stay at the Best Western Plus Oceanfront Lodge in Santa Monica for $349 per room, which includes a free beach‑side yoga session.

Special Event Packages

Travel + Leisure also highlights “Event‑Based” packages that bundle accommodation with tickets to local festivals, concerts, or sports games. For example, a 3‑night stay at the Ritz‑Carlton, Chicago, is bundled with tickets to a “Summer of Jazz” concert series for $1,249.

3. Cruise Deals

Caribbean Highlights

Norwegian Cruise Line’s “Mid‑Week Marvel” – A 7‑night sailing from Miami to the Eastern Caribbean for $199 per person. The offer includes a free welcome drink and a complimentary beverage package.
Princess Cruises’ “Family Fun” – A 5‑night Caribbean cruise from San Juan for $149 per person. The package features a free kids’ club pass and a discounted cabin upgrade.

Alaska and the Pacific

Royal Caribbean’s “Alaskan Adventure” – A 10‑night cruise from Seattle to Alaska for $299 per person. The deal includes a free shore excursion to Glacier Bay and priority cabin assignment.
Disney Cruise Line’s “Vacation in Paradise” – A 7‑night Caribbean cruise for $399 per person, featuring a discounted Disney on board credit and a character meet‑and‑greet event.

All‑Inclusive “Luxury” Options

Celebrity Cruises’ “Ultimate Luxury” – A 14‑night voyage from Los Angeles to Tahiti for $1,499 per person, including a free champagne toast at every port.

4. Vacation Packages & Tours

Travel + Leisure partners with major tour operators to provide all‑inclusive packages that combine airfare, lodging, and activities.

Expedia’s “Family Vacation” – A 7‑night stay in Orlando (Disneyland + Universal Studios) for $1,199 per person, including round‑trip airfare from Boston. The deal includes park tickets and a dining plan.
Intrepid Travel’s “Adventure Seekers” – A 10‑day trek in Patagonia for $2,499 per person. The package includes international airfare, 3‑star lodging, and guided hiking.
Allure Travel’s “Culinary Escape” – A 7‑night stay in Tuscany, Italy, for $1,799 per person. The offer includes a guided food tour, a wine tasting event, and a cooking class with a local chef.

5. Travel Insurance & Extras

To complement the deals, Travel + Leisure offers a selection of insurance packages that can be added to any booking. The most popular is the “Global Protection Plan” at $29 per person, covering trip cancellation, medical emergencies, and lost luggage.

How to Make the Most of the Fall Tops Sale

Book Early, but Stay Flexible – Prices in September can fluctuate rapidly as airlines and hotels try to capture late‑season travelers. Use the “Deal Alerts” feature on Travel + Leisure to receive push notifications when a price drops.
Use Incognito Mode – Travel sites often raise prices based on repeated visits. Search for deals in an incognito or private browsing window to ensure you see the lowest fares.
Check Airline Loyalty Programs – Many of the fares are “unrefundable” or “non‑changeable.” If you’re a member of an airline’s frequent‑flyer program, you might be able to upgrade a discount seat to a fully refundable ticket.
Look for Bundled Offers – Hotels that include breakfast or free Wi‑Fi can save you money on day‑to‑day expenses, while cruise deals that bundle shore excursions reduce your out‑of‑pocket costs.
Cross‑Check the Deal’s Fine Print – Some offers come with blackout dates, limited availability, or require a minimum stay. Make sure the deal fits your travel plans before you commit.

Final Thoughts

Travel + Leisure’s Fall Tops Sale is a well‑organized snapshot of the best September travel bargains available right now. From ultra‑low‑fare airlines to all‑inclusive hotel packages and cruise discounts that cater to every type of traveler, the page covers a wide array of options. By combining quick‑search tools with a willingness to adapt to last‑minute offers, you can secure a fantastic vacation without stretching your budget. Happy traveling!

Read the Full Travel + Leisure Article at:
[ https://www.travelandleisure.com/fall-tops-sale-september-2025-11810558 ]

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