Tigertail Beach Flight + Hotel Packages

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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

$645

per person

Jun 28 - Jul 3

found 10 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Save 100% on your flight

$1,178

per person

Jun 21 - Jun 26

found 14 hours ago

Roundtrip flight included

Nashville (BNA) to Fort Myers (RSW)

Book a stay at this 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.

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Save 100% on your flight

$1,210

per person

Jun 27 - Jul 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this hotel in Punta Gorda. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Save 100% on your flight

$3,672

per person

Jul 15 - Jul 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this cottage in Marco Island. Enjoy free parking, private pools, and a beach locale. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.

The Perry Hotel Naples

$852

per person

Jun 21 - Jun 26

found 14 hours ago

Roundtrip flight included

Nashville (BNA) to Fort Myers (RSW)

Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

GreenLinks Golf Villas at Lely Resort

$1,149

per person

Jun 29 - Jul 4

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Fort Myers (RSW)

Book a stay at this golf aparthotel in Naples. Enjoy free parking, a golf course, and 2 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Eagle Lakes Community Park are located nearby.

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Save 100% on your flight

$1,320

per person

Jun 26 - Jul 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Hertz Arena are located nearby.

Resort Harbour Properties

$1,312

per person

Jul 6 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Fort Myers (RSW)

Book a stay at this beach condo in Fort Myers. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Landing Fort Myers Near Highland Pines

$766

per person

Jun 26 - Jul 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this aparthotel in Fort Myers. Enjoy free WiFi, free parking, and a fitness center. Popular attractions JetBlue Park at Fenway South and Six Mile Cypress Slough Preserve are located nearby.

Bright & Cozy Townhome · Pool & Near Downtown

$762

per person

Jul 14 - Jul 20

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this vacation home in Fort Myers. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Vietnam War Memorial and Fort Myers Country Club are located nearby.

The Lighthouse Resort Inn & Suites

$1,037

per person

Jun 26 - Jul 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Marco Beach Ocean Suites

Save 100% on your flight

$2,305

per person

Jun 29 - Jul 4

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Fort Myers (RSW)

Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Marco Beach and Marco Island Ski & Watersports are located nearby.