Search Deals onPort Charlotte Vacation Packages
Port Charlotte Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Lehigh Resort Club
Save 100% on your flight
Price was $794, price is now $495 per person
$495
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this golf aparthotel in Lehigh Acres. Enjoy free WiFi, free parking, and a golf course. Popular attractions Veterans Park and Cypress Pines Country Club are located nearby.
I like the hotel however needs upgrade they have bicycles and stuff but most they were flat or not working
Reviewed on Aug 20, 2026
The Perry Hotel Naples
Save 100% on your flight
Price was $1,349, price is now $764 per person
$764
per person
Oct 31 - Nov 5
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 Delnor-Wiggins Pass State Park are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,307, price is now $779 per person
$779
per person
Oct 30 - Nov 4
found 1 day 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.
No problems
Reviewed on Aug 29, 2026
Casa Ybel Resort
Save 100% on your flight
Price was $1,272, price is now $808 per person
$808
per person
Oct 30 - Nov 4
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.
Beautiful clean place room clean beds comfy everything just as described. No complaints will definitely visit again and stay there.
Reviewed on Aug 29, 2026
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $836, price is now $549 per person
$549
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop 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.
Very good condition, very comfy and practical
Reviewed on Aug 28, 2026
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $841, price is now $554 per person
$554
per person
Nov 12 - Nov 17
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.
Great location for Fort Meyers beach. Our room was dated/worn and not particularly clean (bedsheets stained etc). That being said, our room was old in the older part of the resort, so the newer side may be better? On site bar is worth a visit for food/drink
Reviewed on Aug 27, 2026
The Suites at Fishermen’s Village- 2 Bedroom Suites
Save 100% on your flight
Price was $1,083, price is now $720 per person
$720
per person
Nov 12 - Nov 17
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.
We thouroughly enjoyed our first stay at The Suites at Fishermans Wharf. We enjoyed it so much that we booked a second trip and joined up with friends that we found out live in the area. They also stayed at the resort and loved it as much as we did. Girlfriend and I plan to become regulars!
Reviewed on Aug 29, 2026
Landing Furnished Apartments - Naples, FL
Save 100% on your flight
Price was $1,419, price is now $963 per person
$963
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 apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Port Charlotte Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Port Charlotte Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Oct 26 - Fri, Nov 6
CAK
Akron-Canton
RSW
Southwest Florida Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Thu, Nov 26 - Fri, Dec 4
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$174 Roundtrip, found 16 hours ago
$174
Roundtrip
found 16 hours ago
Wed, Oct 7 - Wed, Oct 14
CAK
Akron-Canton
SRQ
Sarasota-Bradenton Intl.
$180 Roundtrip, found 7 hours ago
$180
Roundtrip
found 7 hours ago
Fri, Sep 18 - Sun, Sep 20
CVG
Cincinnati - Northern Kentucky Intl.
SRQ
Sarasota-Bradenton Intl.
$228 Roundtrip, just found
$228
Roundtrip
just found
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