We value your privacy

We use cookies to enhance your browsing experience, serve personalized content, and analyze our traffic. By clicking "Accept All" you accept this and consent that we share this information with third parties and that your data may be processed in the USA. For more information, please read our .

You can adjust your preferences at any time. If you deny, we will use only the essential cookies and unfortunately, you will not receive any personalized content. To deny, .

The Perry Hotel & Marina Key West
This deal is already a few days old and availability may have changed.

Winter Escape: 4⭐️ Key West Group Getaway for Four ⛱

Luxe Key West Group Getaway from $475 Each with a Top-Rated Hotel & Flights!

from $475

Published by
Molly Cowen·10/17/2023

Looking to get your vacation crew together? We've found a luxe Key West group vacation for four for budget prices. This trip includes flights and four nights at the 4-star The Perry Hotel & Marina Key West (4.5/5 on TripAdvisor & winner of the 2023 Travelers' Choice Award).

Enjoy a long list of amenities including two waterfront pools, three dockside restaurants, a complimentary shuttle service to Old Town Key West, and plenty of events.

We've found the lowest prices on winter dates, with the best-value deals in December and January. Trade in the cold for some southern Florida sun!


  • New York
  • Orlando
  • Boston
  • Chicago
  • Washington
  • Atlanta
  • Asheville
  • Pittsburgh


  • Key West


Here are some of the dates and departure airports we found for you, but there are many more available.

These fares are based on short layovers or nonstop journeys.

Please note: this hotel may have additional resort fees due upon arrival.

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.