
Exclusive Key West Express Vacation Deals

Key West Express vacation package deals
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel Naples
Save 100% on your flight
Price was $888, price is now $587 per person
$587
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,970, price is now $1,114 per person
$1,114
per person
Jun 28 - Jul 4
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $1,176, price is now $790 per person
$790
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.

The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,128, price is now $774 per person
$774
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free aparthotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. A coffee shop, a snack bar/deli, and a picnic area are also on offer.

Hilton Marco Island Beach Resort and Spa
South End
Save 100% on your flight
Price was $1,339, price is now $932 per person
$932
per person
Jul 24 - Jul 30
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this resort. Spend a day at the beach parasailing, or relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas.

Casa Playa Beach Resort
Save 100% on your flight
Price was $1,354, price is now $960 per person
$960
per person
Jul 18 - Jul 24
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
An outdoor pool, free self parking, and laundry facilities are featured at this resort. WiFi in public areas is free. Express check-in and express check-out are also provided.
Top Key West Express hotel deals

Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
The price is $239 total per night
$239 total
per night
May 11 - May 12
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 4 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, beach bar, and concierge services.
Pool
Spa

Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
The price is $198 total per night
$198 total
per night
May 20 - May 21
This smoke-free hotel features 3 restaurants, 3 beach bars, and 6 bars/lounges. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free WiFi.
Pool
Free WiFi

The Lighthouse Resort Inn & Suites
1051 5th St Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
The price is $168 total per night
$168 total
per night
May 13 - May 14
This hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A terrace, a garden, and a picnic area are also on offer.
Pool
Pet friendly
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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.
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