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.
Stay Inn & Suites

Stay Inn & Suites

2.5 out of 5
Save 100% on your flight
Price was $500, price is now $325 per person
$325
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers. Enjoy free WiFi, free parking, and room service. Popular attractions Edison and Ford Winter Estates and The Ranch Concert Hall & Saloon are located nearby.
The place is good for the price

Reviewed on Jul 31, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,191, price is now $671 per person
$671
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop 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.
Everything excellent Excellent

Reviewed on Aug 7, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,435, price is now $841 per person
$841
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop 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.
Front desk staff-awesome Valet staff- great Roof top manager and waitress. RUDE. Everyone else was terrific and property was clean, etc.

Reviewed on Aug 7, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,129, price is now $694 per person
$694
per person
Oct 19 - Oct 24
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.

Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,483, price is now $931 per person
$931
per person
Sep 19 - Sep 26
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass State Park are located nearby.
Clean and convenient

Reviewed on Aug 4, 2026

Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Price was $672, price is now $460 per person
$460
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Definitely we will back!

Reviewed on Jul 28, 2026

Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $1,363, price is now $935 per person
$935
per person
Sep 27 - Oct 2
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Gulfcoast Inn Naples

Gulfcoast Inn Naples

2 out of 5
Save 100% on your flight
Price was $778, price is now $537 per person
$537
per person
Sep 20 - Sep 27
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. 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.
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Save 100% on your flight
Price was $489, price is now $354 per person
$354
per person
Sep 26 - Sep 29
found 4 hours ago
Roundtrip 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 $1,199, price is now $770 per person
$770
per person
Oct 22 - Oct 26
found 9 hours ago
Roundtrip non-stop 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 $831, price is now $565 per person
$565
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $623, price is now $431 per person
$431
per person
Sep 26 - Sep 29
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)

Port Charlotte 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 $1,191, price is now $671 per person
$671
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,435, price is now $841 per person
$841
per person
Oct 10 - Oct 17
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 $1,129, price is now $694 per person
$694
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,483, price is now $931 per person
$931
per person
Sep 19 - Sep 26
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) 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
Fri, Nov 13 - Thu, Dec 3
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Nov 13 from Cincinnati - Northern Kentucky Intl. to Southwest Florida Intl., returning Thu, Dec 3, priced at $119 found 2 days ago
Allegiant Air
Mon, Nov 2 - Mon, Nov 9
CAK
Akron-Canton
SRQ
Sarasota-Bradenton Intl.
$155 Roundtrip, found 5 days ago
$155
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Mon, Nov 2 from Akron-Canton to Sarasota-Bradenton Intl., returning Mon, Nov 9, priced at $155 found 5 days ago
Allegiant Air
Mon, Aug 17 - Fri, Aug 28
IND
Indianapolis Intl.
SRQ
Sarasota-Bradenton Intl.
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Mon, Aug 17 from Indianapolis Intl. to Sarasota-Bradenton Intl., returning Fri, Aug 28, priced at $175 found 1 day ago
Allegiant Air
Fri, Aug 14 - Thu, Aug 20
CVG
Cincinnati - Northern Kentucky Intl.
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Fri, Aug 14 from Cincinnati - Northern Kentucky Intl. to Sarasota-Bradenton Intl., returning Thu, Aug 20, priced at $177 found 1 day ago