Key West Historic District Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Key West Historic District Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hollywood Beachside Boutique Suites
Hollywood Beach
$955
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Stay at this hotel in Hollywood. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hollywood Beach and Aventura Mall are located nearby.
Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
$1,191
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Book a stay at this luxury hotel in Fort Lauderdale. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.
Pros: Mark kindly allowed us to check in early after traveling all morning. Logan, the bellman, was friendly & cheerful. John was the hardest-working man on the beach, constantly checking on us and keeping us hydrated, even when we weren’t ordering from the menu. Our housekeeper, Marie L., kept our suite spotless & provided fresh towels with a smile. All 3 deserve recognition for their outstanding service!
The beachfront location on N. Ocean BLVD is convenient, & the $2 public bus along A1A is a budget-friendly alternative to Uber & Lyft.
Cons: The thin walls allowed hallway noise into our suite, and we could hear washing machines as early as 7 a.m.
Our biggest disappointment—and the reason we WON’T return—is the lack of a microwave! A lavish minibar & cute aqua-blue refrigerator, but no microwave? Restaurants serve generous portions, & we wasted considerable food & $$ because we couldn’t reheat leftovers. For a resort charging high rates & hefty resort fees, this basic amenity should be standard!
We also discovered by chance from a Las Olas shop owner that the resort offers a complimentary shuttle to Las Olas Boulevard & other stops along N. Ocean Boulevard. Why wasn’t this mentioned at check-in? Better communication could have saved us transportation expenses.
Final Verdict: We appreciate the excellent staff, but noise, wasted food, poor communication, & high resort fees outweigh the positives. This was our 2nd stay, & 2 visits are enough. We won’t be returning!
Reviewed on Oct 14, 2026
Perroquet Hotel Fort Lauderdale Beach
East Fort Lauderdale
$956
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Stay at this hotel in Fort Lauderdale. Enjoy free WiFi, parking (surcharge), and cable TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Las Olas Beach and Port Everglades are located nearby.
Riverside Hotel
East Fort Lauderdale
$968
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Book a stay at this business-friendly hotel in Fort Lauderdale. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions Las Olas Boulevard and Las Olas Beach are located nearby.
Was upgraded to a room with a balcony!!! Always a wonderful place to stay.
Reviewed on Oct 15, 2026
Sun Tower Hotel & Suites on the Beach
East Fort Lauderdale
$1,132
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Book a stay at this beach hotel in Fort Lauderdale. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.
This was a beautiful place with amazing rooms looking over the beach. Restaurant was also very good! Highly recommended.
Reviewed on Oct 14, 2026
B Ocean Resort Fort Lauderdale Beach
East Fort Lauderdale
$976
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Book a stay at this beach resort in Fort Lauderdale. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Las Olas Beach and Port Everglades are located nearby.
Nice hotel on the beach…..food at the various venues was good..
FYI…an 18% surcharge is automatically applied to each purchase at the bars and restaurants ….also a resort fee of $45 + tax is applied to your bill every day..
Reviewed on Oct 15, 2026
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See all available trips from Columbus to Key West Historic District
View all tripsKey West Historic District Vacation Packages
Trying to plan a way to package your Key West Historic District flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Key West Historic District vacation packages can help. We're here to book everything you'll need to make your Key West Historic District trip one to remember. Our Travel Center is a one-stop shop where you can put together the best vacation package for you and your family. AARP Travel Center has a fabulous list of flights and lodgings, as well as Key West Historic District activities to select from.
Key West Historic District Hotel Deals
You can choose from around 1662 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Key West Historic District hot spots, we have plenty of options available.
We have great deals on everything from family-friendly resorts that check off all the vacation must-haves to inexpensive hotels which are great for those on a budget. You can scan all the options and pick the hotel that is ideal for you. With AARP Travel Center's Key West Historic District hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Key West Historic District
Key West Historic District has around 25,755 people that call this city their home. If you wanted to take a break from the hustle and bustle of a big city, then you are in the right spot. There are around 14 great attractions in and around Key West Historic District that can make your vacation a bit of an adventure. Not sure where to begin? Here are a several things that the area is known for:
- Smathers Beach
- Audubon House & Tropical Gardens
- Harry S. Truman Little White House
- Mallory Square
You can also check out our "Things to Do" page for more inspiration or to reserve an activity in Key West Historic District.
Book Together and Save
As an AARP Member, you can take advantage of all the great savings. You can save on select hotels worldwide, flights, and even rental cars. No matter what vacation package you pick, your membership savings helps you get a great deal. The hardest packing you'll have to do is for your suitcase. Bundle now and get ready for your Key West Historic District vacation.
Top Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Book a stay at this spa hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and 2 poolside bars. Our guests praise the pool and the helpful staff in ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
The Southernmost Inn - Adults Only
525 United Street Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
Pier House Resort & Spa
1 Duval St Key West FL
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Southwinds Motel
1321 Simonton Street Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Authors of Key West Guest House
725 White St. & Petronia Key West FL
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Douglas House - Adults Only
419 Amelia St Key West FL
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
Book a stay at this spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Duval House
815 Duval St Key West FL
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
Paradise Inn Key West - Adults Only
819 Simonton Street Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, parking (surcharge), and a garden. Our guests praise the breakfast and the pool ...
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
Don't see what you're looking for?
See all available properties in Key West Historic District
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 21 - Wed, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$73
Roundtrip
found 2 days ago
Tue, Nov 10 - Sat, Nov 14
BOS
Logan Intl.
MIA
Miami Intl.
$159
Roundtrip
found 4 days ago
Thu, Dec 3 - Sun, Dec 13
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$159
Roundtrip
found 1 day ago
Mon, Dec 7 - Tue, Dec 8
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$179
Roundtrip
found 5 days ago
Tue, Dec 8 - Wed, Dec 9
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$227
Roundtrip
found 5 days ago
Best points of interest in Key West
- Duval Street Vacations
- Mallory Square Vacations
- Ernest Hemingway Home and Museum Vacations
- Fort Zachary Taylor Historic State Park Vacations
- South Beach Vacations
- Key West Butterfly and Nature Conservatory Vacations
- Harry S. Truman Little White House Vacations
- Key West Lighthouse and Keeper's Quarters Museum Vacations
- Florida Keys Eco - Discovery Center Vacations
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More Types of Hotels
- Hotels with Air Conditioning in Key West Historic District
- Hotels with a Pool in Key West Historic District
- Hotels with WiFi in Key West Historic District
- Beach Hotels in Key West Historic District
- Hotel with wifi in Key West Historic District
- Hotel with a Concierge in Key West Historic District
- Hotels with Bars in Key West Historic District
- Hotels with Balconies in Key West Historic District
- Family Hotels in Key West Historic District
- Hotels with Complimentary Breakfast in Key West Historic District
- Luxury Hotels in Key West Historic District
- Hotels with Hot Tubs in Key West Historic District
- Resorts & Hotels with Spas in Key West Historic District
- Hotels with smoking rooms in Key West Historic District
- Smoke Free Hotels in Key West Historic District
- Cheap Hotels in Key West Historic District
- Adults Only Resorts & Hotels in Key West Historic District
- Pet-friendly Hotels in Key West Historic District
- Oceanfront Hotels in Key West Historic District
- Hotels with Free Airport Shuttle in Key West Historic District
- Hotels on the River in Key West Historic District
- Hotels with Early Check-in in Key West Historic District
- Lakefront Hotels in Key West Historic District
- Gay friendly Hotels in Key West Historic District
- Scuba Diving in Key West Historic District