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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.
Casa Tiki

Casa Tiki

3 out of 5
Save 100% on your flight
Price was $787, price is now $528 per person
$528
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this vacation home in Cape Coral. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Edison and Ford Winter Estates and Four Mile Cove Ecological Preserve are located nearby.

Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $1,101, price is now $629 per person
$629
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Manasota Beach are located nearby.
such a great spot on a beautiful beach!!!!

Reviewed on Jul 14, 2026

A Wave From it All

A Wave From it All

2 out of 5
Save 100% on your flight
Price was $2,628, price is now $1,620 per person
$1,620
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Stay at this vacation home in Fort Myers Beach. Enjoy free WiFi, free parking, and 6 beach bars. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $1,468, price is now $957 per person
$957
per person
Aug 26 - Aug 31
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 Delnor-Wiggins Pass State Park are located nearby.
I loved everything.

Reviewed on Jul 16, 2026

Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $1,090, price is now $746 per person
$746
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
It was fabulous

Reviewed on Jun 30, 2026

Shell Island Beach Club

Shell Island Beach Club

4 out of 5
Save 100% on your flight
Price was $1,483, price is now $1,027 per person
$1,027
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Sanibel Island Southern Beach and Key West Express are located nearby.
Great place to stay on the beach! Woman at the front desk was rude!

Reviewed on Jun 7, 2026

Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

4 out of 5
Save 100% on your flight
Price was $1,047, price is now $726 per person
$726
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Close by beach and 5th avenue

Reviewed on Jul 10, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $931, price is now $656 per person
$656
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Sanibel Island Lighthouse are located nearby.
I loved the unit and property. I also like the food and drinks at the restaurant by the pool. I was a little unhappy w housekeeping as they did not clean our room and provide us w clean towels one day.

Reviewed on Jul 14, 2026

Fort Myers Vacation Packages 3-4 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
Price was $674, price is now $484 per person
$484
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip 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 $1,101, price is now $629 per person
$629
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $983, price is now $605 per person
$605
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop 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 $931, price is now $656 per person
$656
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)

Fort Myers Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,249, price is now $742 per person
$742
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $2,491, price is now $1,429 per person
$1,429
per person
Oct 8 - Oct 14
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,434, price is now $884 per person
$884
per person
Oct 8 - Oct 14
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A Wave From it All

A Wave From it All

2 out of 5
Siesta Isle
Save 100% on your flight
Price was $2,628, price is now $1,620 per person
$1,620
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

Top Flight Deals

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

Delta
Tue, Sep 15 - Tue, Oct 6
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$179 Roundtrip, found 17 hours ago
$179
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Sep 15 from Logan Intl. to Southwest Florida Intl., returning Tue, Oct 6, priced at $179 found 17 hours ago
United
Sun, Sep 6 - Sat, Sep 12
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$202 Roundtrip, found 18 hours ago
$202
Roundtrip
found 18 hours ago
Select United flight, departing Sun, Sep 6 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, Sep 12, priced at $202 found 18 hours ago
Delta
Tue, Sep 22 - Tue, Oct 6
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 22 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Tue, Oct 6, priced at $219 found 1 day ago
United
Wed, Sep 9 - Tue, Sep 15
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$226 Roundtrip, found 6 days ago
$226
Roundtrip
found 6 days ago
Select United flight, departing Wed, Sep 9 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Sep 15, priced at $226 found 6 days ago