Key West Express Flight + Hotel Packages

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

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

Save 100% on your flight

per person

Mar 11 - Mar 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Key West Express and San Carlos Bay - Bunche Beach Preserve are located nearby.

Hyatt Place Fort Myers/at The Forum

per person

Mar 11 - Mar 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Calusa Nature Center and Planetarium and Fleamasters Fleamarket are located nearby.

Bellasera Resort

per person

Mar 12 - Mar 19

found 1 day ago

Roundtrip flight included

Cleveland (CLE) 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

per person

Mar 18 - Mar 24

found 22 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Fort Myers (RSW)

Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

per person

Mar 19 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Fort Myers (RSW)

Stay at this 4.5-star luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Sanibel Island Beach Resort

Save 100% on your flight

per person

Mar 11 - Mar 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.

GreenLinks Golf Villas at Lely Resort

Save 100% on your flight

per person

Mar 18 - Mar 24

found 22 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) 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.

Hilton Naples

Save 100% on your flight

per person

Mar 11 - Mar 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) 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.

Tween Waters Island Resort & Spa

Save 100% on your flight

per person

Mar 11 - Mar 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Stay at this 3-star beach resort in Captiva. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Captiva Beach and Captiva Chapel By the Sea are located nearby.

Swiftwater Apartments By Barsala

Save 100% on your flight

per person

Mar 13 - Mar 18

found 21 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Fort Myers (RSW)

Stay at this 3.5-star aparthotel in Port Charlotte. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions North Charlotte Regional Park and Charlotte Sports Park are located nearby.

Embassy Suites by Hilton Fort Myers Estero

Save 100% on your flight

per person

Mar 11 - Mar 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Stay at this 3.5-star business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hertz Arena and Miromar Outlets are located nearby.

La Quinta Inn & Suites by Wyndham Naples Downtown

Save 100% on your flight

per person

Mar 18 - Mar 24

found 22 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) 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 helpful staff in our reviews. Popular attractions Tin City and Fifth Avenue South are located nearby.

3-4 Night Vacations in Key West Express

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

Tween Waters Island Resort & Spa

Save 100% on your flight

per person

Mar 24 - Mar 28

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

per person

Mar 23 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Fort Myers (RSW)

Sanibel Island Beach Resort

per person

Mar 23 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Fort Myers (RSW)

Bellasera Resort

Old Naples

Save 100% on your flight

per person

Mar 24 - Mar 28

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)