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Fort Myers Vacation Packages

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Fort Myers Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,422, price is now $818 per person
$818
per person
Oct 31 - Nov 5
found 2 days 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 Delnor-Wiggins Pass State Park are located nearby.
Loved this hotel

Reviewed on Aug 28, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,690, price is now $1,050 per person
$1,050
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Bowman's Beach are located nearby.

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,753, price is now $1,110 per person
$1,110
per person
Nov 1 - Nov 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.

Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $1,327, price is now $892 per person
$892
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,227, price is now $851 per person
$851
per person
Nov 5 - Nov 11
found 2 days ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
We've been coming to FMB for a long time, but never stayed at Mantazas until this year. We really enjoyed our favorite restaurants being so close by. Our efficiency room was perfect, with everything we needed. I loved having 2 TV 's. The room was very clean and spacious. The restaurant has always been a fav, so nice that it was right there. We'd definitely stay at Mantazas again!

Reviewed on Aug 27, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,374, price is now $966 per person
$966
per person
Oct 7 - Oct 14
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

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

3 out of 5
Save 100% on your flight
Price was $6,176, price is now $4,386 per person
$4,386
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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 Marco Beach are located nearby.

Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Price was $1,239, price is now $881 per person
$881
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass State Park are located nearby.

Fort Myers Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Save 100% on your flight
Price was $717, price is now $526 per person
$526
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,271, price is now $870 per person
$870
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $770, price is now $545 per person
$545
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was $932, price is now $664 per person
$664
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)

Fort Myers Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,422, price is now $818 per person
$818
per person
Oct 31 - Nov 5
found 2 days ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $1,690, price is now $1,050 per person
$1,050
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,753, price is now $1,110 per person
$1,110
per person
Nov 1 - Nov 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $1,327, price is now $892 per person
$892
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Nov 23 - Thu, Dec 3
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$163 Roundtrip, found 18 hours ago
$163
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Mon, Nov 23 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Dec 3, priced at $163 found 18 hours ago
JetBlue Airways
Sat, Oct 31 - Wed, Nov 11
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Sat, Oct 31 from Logan Intl. to Southwest Florida Intl., returning Wed, Nov 11, priced at $179 found 1 hour ago
Delta
Sun, Jan 17 - Thu, Jan 28
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Select Delta flight, departing Sun, Jan 17 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Thu, Jan 28, priced at $199 found 1 hour ago
Sun Country Airlines
Wed, Nov 4 - Wed, Nov 11
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207 Roundtrip, found 15 hours ago
$207
Roundtrip
found 15 hours ago
Select Sun Country Airlines flight, departing Wed, Nov 4 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Wed, Nov 11, priced at $207 found 15 hours ago