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Key West Express Vacation Packages

Key West Express Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Port of the Islands Everglades Adventure Resort

Port of the Islands Everglades Adventure Resort

2.5 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Rookery Bay Reserve Lands and Marsh Trail Trailhead are located nearby.
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.
Bellasera Resort

Bellasera Resort

4 out of 5
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
The Perry Hotel Naples

The Perry Hotel Naples

2 out of 5
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this 3.5-star beach condo in Fort Myers. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Inn on Fifth

Inn on Fifth

4 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

3 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star spa aparthotel in Naples. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Eagle Lakes Community Park are located nearby.
Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

3.5 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the restaurant and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Bonita Bliss by Avantstay Private Pool 10 Minutes to Beach

Bonita Bliss by Avantstay Private Pool 10 Minutes to Beach

3 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star cottage in Bonita Springs. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Barefoot Beach and Bonita Springs Public Beach are located nearby.
Hilton Naples

Hilton Naples

4 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.
Private Pool + Sunroom Beach Escape at Manatee

Private Pool + Sunroom Beach Escape at Manatee

3 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star cottage in Naples. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Fairways Inn of Naples

Fairways Inn of Naples

2.5 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tiburon Golf Club and Vanderbilt Beach are located nearby.

3-4 Night Vacations in Key West Express

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Private Pool + Sunroom Beach Escape at Manatee

Private Pool + Sunroom Beach Escape at Manatee

3 out of 5
Naples Park
per person
Jan 6 - Jan 10
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)

5-7 Night Vacations in Key West Express

Price found within the past 48 hours. Click for updated prices.
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Punta Rassa
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Dec 26 - Dec 31
found 20 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
South End
Save 100% on your flight
per person
Dec 24 - Dec 30
found 22 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
Save 100% on your flight
per person
Dec 26 - Dec 31
found 20 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)

Key West Express Last Minute Hotel Deals

Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Margaritaville Beach Resort Fort Myers
The Lighthouse Resort Inn & Suites
The Lighthouse Resort Inn & Suites
3 out of 5
1051 5th St, Fort Myers Beach, FL
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular ...
The Lighthouse Resort Inn & Suites
Pink Shell Beach Resort and Marina
Pink Shell Beach Resort and Marina
4 out of 5
275 Estero Blvd, Fort Myers Beach, FL
Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 2 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
Pink Shell Beach Resort and Marina
DiamondHead Beach Resort
DiamondHead Beach Resort
3.5 out of 5
2000 Estero Blvd, Fort Myers Beach, FL
Stay at this 3.5-star beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
DiamondHead Beach Resort
Edison Beach House
Edison Beach House
3.5 out of 5
830 Estero Blvd., Fort Myers Beach, FL
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and ...
Edison Beach House
Matanzas Inn Bayside Resort and Marina
Matanzas Inn Bayside Resort and Marina
3 out of 5
414 Crescent Street, Fort Myers Beach, FL
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms ...
Matanzas Inn Bayside Resort and Marina
Harbour House At The Inn
Harbour House At The Inn
3 out of 5
450 Old San Carlos Blvd, Fort Myers Beach, FL
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, a marina, and a business center. Our guests praise the clean rooms in our reviews. Popular attractions ...
Harbour House At The Inn
Latitude 26 Waterfront Boutique Resort - Fort Myers Beach
Latitude 26 Waterfront Boutique Resort - Fort Myers Beach
2.5 out of 5
17990 San Carlos Blvd, Fort Myers Beach, FL
Stay at this hotel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
Latitude 26 Waterfront Boutique Resort - Fort Myers Beach
See all 10,510 properties in Key West Express
Lowest 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.

Book the perfect getaway to Key West Express

With Hotwire, booking your next trip to Fort Myers Beach is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Key West Express while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Key West Express flight and hotel package for as low as $422.

Living it up in Fort Myers Beach means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Key West Express, Fort Myers Beach vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Key West Express for some of the best accommodations and flight deals.

FAQs about cheap Key West Express packages:

How to get cheap vacation deals to Key West Express?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $125.

How much are Key West Express packages?

Vacation packages to Key West Express vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $422.

How to find cheap car rentals near Key West Express?

Hotwire partners with some of the most reliable car rental companies in Fort Myers Beach to bring you the best car rental deals in Key West Express for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Key West Express now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Key West Express right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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