Search Deals on
Port Charlotte Vacation Packages

Build your package with 2 more options

Port Charlotte Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Landing Fort Myers Near Highland Pines

Landing Fort Myers Near Highland Pines

4 out of 5
Save 100% on your flight
Price was $1,097, price is now $746 per person
$746
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Very Clean

Reviewed on Sep 9, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,167, price is now $1,379 per person
$1,379
per person
Nov 16 - Nov 22
found 17 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Delnor-Wiggins Pass State Park and Vanderbilt Beach are located nearby.
Shutter never works, rooftop bar staff is horrible

Reviewed on Sep 24, 2026

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,606, price is now $1,037 per person
$1,037
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 Key West Express and Estero Boulevard Beach are located nearby.
Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $3,822,303, price is now $2,498,976 per person
$2,498,976
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Save 100% on your flight
Price was $1,263, price is now $841 per person
$841
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this apartment in Fort Myers. Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions JetBlue Park at Fenway South and Calusa Nature Center and Planetarium are located nearby.
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.

Reviewed on Sep 4, 2026

Landing Furnished Apartments minutes from Downtown Fort Myers

Landing Furnished Apartments minutes from Downtown Fort Myers

3 out of 5
Save 100% on your flight
Price was $1,419, price is now $968 per person
$968
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this apartment in North Fort Myers. Enjoy an outdoor pool, a fitness center, and an in-room coffeemaker. Popular attractions Art of the Olympians Museum and Caloosa Sound Amphitheater are located nearby.
I enjoyed my stay. It was clean and roomy. They proved complimentary laundry pods, dish washer pods, dish soap etc. I enjoyed sitting on the balcony drinking my coffee. The pool and pool area was beautiful. I wish, they'd give one access code for the whole stay not asign one each day. I'd stay there again.

Reviewed on Sep 21, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,418, price is now $971 per person
$971
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $1,165, price is now $798 per person
$798
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 clean and the staff was great

Reviewed on Sep 25, 2026

Port Charlotte Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Olde Marco
Price was $647, price is now $462 per person
$462
per person
Dec 7 - Dec 10
found 1 day 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 $1,673, price is now $1,093 per person
$1,093
per person
Dec 8 - Dec 12
found 3 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was $814, price is now $574 per person
$574
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Spinnaker Inn of Naples

Spinnaker Inn of Naples

2 out of 5
Price was $697, price is now $499 per person
$499
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Port Charlotte Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Olde Marco
Save 100% on your flight
Price was $1,022, price is now $671 per person
$671
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,118, price is now $1,233 per person
$1,233
per person
Dec 1 - Dec 8
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Save 100% on your flight
Price was $1,606, price is now $1,037 per person
$1,037
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $3,822,303, price is now $2,498,976 per person
$2,498,976
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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
Sun, Nov 15 - Thu, Dec 3
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$136 Roundtrip, found 7 hours ago
$136
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sun, Nov 15 from Cincinnati - Northern Kentucky Intl. to Southwest Florida Intl., returning Thu, Dec 3, priced at $136 found 7 hours ago
Breeze Airways
Mon, Oct 26 - Fri, Nov 6
CAK
Akron-Canton
RSW
Southwest Florida Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Mon, Oct 26 from Akron-Canton to Southwest Florida Intl., returning Fri, Nov 6, priced at $147 found 6 days ago
Breeze Airways
Fri, Oct 30 - Mon, Nov 9
DAY
James M. Cox Dayton Intl.
RSW
Southwest Florida Intl.
$178 Roundtrip, found 7 hours ago
$178
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Oct 30 from James M. Cox Dayton Intl. to Southwest Florida Intl., returning Mon, Nov 9, priced at $178 found 7 hours ago
Allegiant Air
Wed, Oct 7 - Wed, Oct 14
CAK
Akron-Canton
SRQ
Sarasota-Bradenton Intl.
$241 Roundtrip, found 10 hours ago
$241
Roundtrip
found 10 hours ago
Select Allegiant Air flight, departing Wed, Oct 7 from Akron-Canton to Sarasota-Bradenton Intl., returning Wed, Oct 14, priced at $241 found 10 hours ago