DealsBuying guidesBrandsStoresTermsPrivacydeal.ai apps

© Deal.ai Inc.

AllTravelTechClothesShoesJewelryHomeBeautyOutdoorsToys
This hour's deals
Tommy Hilfiger
Tommy Hilfiger Men's Regatta Jacket
−58%

Clothes · Macy's

A regatta jacket ready for wind and spray

Tommy Hilfiger Men's Regatta Jacket

Tommy Hilfiger's Regatta jacket is a nautical-inspired layer for breezy days — for the guy who likes his outerwear with a little polish.

Deal score 6.4 · Great deal
$54.18$129.00 Macy's regular price

You save $74.82 at Macy's

Deal.ai's agents found this deal on November 3. The store may have changed its price since.

Why it's a great deal

  • Macy's lists its regular price at $129.00: 58% off by its own figures
  • Rated 4.5 out of 5 by 99 buyers
Visit Macy's

Every store we checked

  • Macy'sNew

    In stock

    $54.18Observed at 4:43 PM
    Visit store
  • ModeSensNew

    Availability unknown

    $77.00Observed at 4:43 PM
    Visit store
  • eBayNew

    Availability unknownSold by cwe92

    $79.99Observed at 4:43 PM
    Visit store
Price history and every store's price →

Reading Macy's’s product page for the details…

Specs

Season
Spring, Fall
Material
Mesh, Nylon, Polyester, Spandex
With Hood
Yes
Fastener Type
Zipper
Style
Casual
Type
Windbreaker
For Rain
Yes
Size Type
Regular, Big, Tall
Fit
Relaxed
Care Instructions
Machine Wash

About the Tommy Hilfiger Men's Regatta Jacket

The Tommy Hilfiger Men's Regatta Jacket is a lightweight hooded windbreaker with a waterproof shell, zip front and relaxed fit, cut in regular, big and tall sizes. It is built for spring and fall wear rather than cold weather. The best new price is $54.18 at Macy's as of November 3, 2026, and the price has held flat at that level since tracking began on October 30, 2026, so there is no cheaper point to wait for in the record.

Best forSpring and fall commutes in wet, windy weatherPackable rain layer for travelBig and tall shoppers wanting a relaxed cutCasual wear over a tee or light sweater
Pros
  • Waterproof shell with a hood and full zip
  • Lightweight, so it layers easily
  • Relaxed fit in regular, big and tall sizes
  • Machine washable
  • Mesh and spandex blend adds some stretch and breathability
Cons
Light warmth only; not a winter coat
  • Nylon and polyester shell can feel clammy without venting
  • Waterproof coating needs re-treating over time
  • Limited price history so far, all at one price

    • What reviewers say

    Rated 4.3 out of 5 from 143 ratings, buyers generally like the fit and the clean Tommy Hilfiger look for a light rain layer. Complaints tend to center on how thin the jacket is and on breathability.

    Pros
    • Relaxed fit that leaves room for layering
    • Keeps out wind and light rain
    • Looks sharp for casual wear
    • Good range of big and tall sizes
    Cons
    • Thinner than expected for the price
    • Can get sweaty inside during activity
    • Not warm enough for cold days

    Questions and answers

    Is the Regatta Jacket actually waterproof?
    Yes, the shell is listed as waterproof with a hood and zip front. It handles rain and wind, but seams and the coating will need re-treating after heavy use.
    How warm is it?
    It is a lightweight windbreaker, meant for spring and fall. It blocks wind and rain but adds little insulation, so plan on a sweater underneath in cool weather.
    How does it fit?
    It has a relaxed fit and comes in regular, big and tall sizes. If you want a trimmer look, consider sizing down.
    Is $54.18 a good price?
    It is the best new price across the three stores that carry it, at Macy's as of November 3, 2026. The tracked price has not moved since October 30, 2026, so there is no sign of a deeper discount yet.
    Can I machine wash it?
    Yes, it is machine washable. Use a mild detergent and skip fabric softener, which can break down the water-repellent finish.
    What is in the box?
    The jacket itself. No stuff sack or extra liner is listed.