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

per person

Jun 8 - Jun 13

found 19 hours ago

Roundtrip flight included

Boston (BOS) 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.

Edison Beach House

Save 100% on your flight

per person

Jun 9 - Jun 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

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 the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.

Hyatt Place Fort Myers/at The Forum

Save 100% on your flight

per person

May 23 - May 28

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 Edison Mall and Calusa Nature Center and Planetarium are located nearby.

Conty's Motel

per person

May 22 - May 26

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this hotel in Naples. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

Baymont by Wyndham Fort Myers Airport

per person

May 22 - May 27

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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 clean rooms in our reviews. Popular attractions JetBlue Park at Fenway South and Gulf Coast Town Center are located nearby.

Hampton Inn Naples Central

per person

May 22 - May 26

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Fifth Avenue South are located nearby.

Hampton Inn & Suites Naples South

per person

May 22 - May 26

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this hotel in Naples. Enjoy free breakfast, free parking, and room service. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

Matlacha on Shoreview

per person

May 19 - May 23

found 20 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this hotel in Cape Coral. Enjoy free WiFi, laundry facilities, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions Sirenia Vista and Lovegrove Gallery & Gardens are located nearby.

Bayfront Inn Fifth Avenue

per person

Jun 10 - Jun 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 3.5-star 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 Pier are located nearby.

Residence Inn by Marriott Naples

per person

May 22 - May 26

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this 3-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Fifth Avenue South are located nearby.

Sanibel Island Beach Resort

Save 100% on your flight

per person

May 23 - May 28

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Courtyard by Marriott Fort Myers I-75/Gulf Coast Town Center

per person

May 22 - May 27

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Gulf Coast Town Center and Hertz Arena 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

The Forum

per person

May 22 - May 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Shell Island Beach Club

Save 100% on your flight

per person

May 19 - May 22

found 14 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Genoa Vacation Rental: Stylish 2-BR Condo with Golf & Lake Views. Resort-Style Pool, Hot Tub, and Easy Access to Championship Golf. Minutes from Naples Beaches, 5th Avenue S, and Marco Island

per person

May 22 - May 26

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Bologna - Luxury 2-BR Condo with Lake & Golf Views at Green Links, Lely Resort. Access to Pool, Hot Tub, Tennis Courts, and Golf Courses. Near Naples Beaches & Downtown

per person

May 22 - May 26

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

5-7 Night Vacations in Key West Express

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

Hyatt Place Fort Myers/at The Forum

The Forum

Save 100% on your flight

per person

May 23 - May 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)