Tigertail Beach Flight + Hotel Packages

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

The Suites at Fishermen’s Village- 2 Bedroom Suites

$598

per person

Jun 17 - Jun 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Save 100% on your flight

$923

per person

Jul 2 - Jul 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

The Perry Hotel Naples

Save 100% on your flight

$635

per person

Jul 2 - Jul 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

$671

per person

Jul 2 - Jul 6

found 1 day 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.

Hyatt Vacation Club at Coconut Cove, Bonita Springs

$1,098

per person

Jun 27 - 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.

Landing Apartments Fort Myers near Olympia Pointe

$830

per person

Jun 27 - Jul 4

found 13 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this business-friendly aparthotel in Fort Myers. Enjoy free WiFi, free parking, and a fitness center. Popular attractions JetBlue Park at Fenway South and Topgolf are located nearby.

THE Palmview AND Sandpiper Inns

$1,210

per person

Jul 3 - Jul 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.

Venice Beach Villas

$767

per person

Jun 21 - Jun 28

found 2 hours ago

Roundtrip non-stop flight included

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

Book a stay at this business-friendly condo in Venice. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.

Mariners Boathouse by Coolvacay

$736

per person

Jun 18 - Jun 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

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

Lighthouse Resort and Club

Save 100% on your flight

$1,497

per person

Jun 27 - Jul 4

found 13 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this resort in Sanibel. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Sanibel Island Southern Beach and Key West Express are located nearby.

Marriott Sanibel Harbour Resort & Spa

$953

per person

Jun 27 - Jul 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

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

Save 100% on your flight

$3,675

per person

Jun 24 - Jun 28

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 South Marco Beach and Mackle Park are located nearby.