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Port Charlotte Vacation Packages

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Port Charlotte Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was $508, price is now $335 per person
$335
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Edison Mall and Broadway Palm Dinner Theatre are located nearby.
Got my booking wrong, took 1 hour and a half to even get them to offer a different room that could meet my accommodation. Not to mention the manager never contacted me for anything. Do not book here

Reviewed on Nov 6, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $2,171, price is now $1,393 per person
$1,393
per person
Jan 14 - Jan 18
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 Barefoot Beach are located nearby.

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was $1,087, price is now $705 per person
$705
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa hotel in Punta Gorda. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.

GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Price was $1,720, price is now $1,139 per person
$1,139
per person
Jan 12 - Jan 18
found 16 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita Springs Public Beach are located nearby.
Beautiful property, generous size condos and all the amenities.

Reviewed on Nov 6, 2026

Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was $1,183, price is now $797 per person
$797
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip 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 Stump Pass Beach State Park are located nearby.
We loved our stay. Thank you so much for the great hospitality

Reviewed on Oct 22, 2026

Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $1,463, price is now $993 per person
$993
per person
Dec 12 - Dec 19
found 18 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Lynn Hall Memorial Park are located nearby.
Location is amazing, being right on the beach. Having access to beach chairs to take down to the beach and return is a major plus. Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!! I would definitely recommend!

Reviewed on Oct 31, 2026

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
Price was $6,278, price is now $4,288 per person
$4,288
per person
Jan 27 - Jan 31
found 24 hours ago
Roundtrip flight included
Boston (BOS) 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.

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was $1,557, price is now $1,064 per person
$1,064
per person
Dec 12 - Dec 19
found 18 hours 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.

Port Charlotte Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was $508, price is now $335 per person
$335
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $2,171, price is now $1,393 per person
$1,393
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,087, price is now $705 per person
$705
per person
Jan 14 - Jan 18
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
Price was $1,183, price is now $797 per person
$797
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)

Port Charlotte Vacation Packages 5-7 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
Price was $930, price is now $624 per person
$624
per person
Dec 14 - Dec 19
found 22 hours ago
Roundtrip 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 $2,581, price is now $1,672 per person
$1,672
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

4 out of 5
Price was $1,918, price is now $1,269 per person
$1,269
per person
Jan 7 - Jan 13
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Price was $1,720, price is now $1,139 per person
$1,139
per person
Jan 12 - Jan 18
found 16 hours 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
Mon, Dec 7 - Thu, Dec 24
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$94 Roundtrip, found 18 hours ago
$94
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Cincinnati - Northern Kentucky Intl. to Southwest Florida Intl., returning Thu, Dec 24, priced at $94 found 18 hours ago
Breeze Airways
Fri, Nov 27 - Mon, Dec 14
DAY
James M. Cox Dayton Intl.
RSW
Southwest Florida Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Nov 27 from James M. Cox Dayton Intl. to Southwest Florida Intl., returning Mon, Dec 14, priced at $147 found 1 day ago
Breeze Airways
Fri, Jan 22 - Fri, Feb 5
DAY
James M. Cox Dayton Intl.
SRQ
Sarasota-Bradenton Intl.
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 22 from James M. Cox Dayton Intl. to Sarasota-Bradenton Intl., returning Fri, Feb 5, priced at $150 found 2 days ago
Allegiant Air
Mon, Feb 22 - Thu, Feb 25
CVG
Cincinnati - Northern Kentucky Intl.
SRQ
Sarasota-Bradenton Intl.
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Mon, Feb 22 from Cincinnati - Northern Kentucky Intl. to Sarasota-Bradenton Intl., returning Thu, Feb 25, priced at $158 found 1 day ago