Search Deals onCaptiva Vacation Packages
Captiva Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral
Price was $680, price is now $395 per person
$395
per person
Jan 23 - Jan 30
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.
Manasota Key Resort
Price was $1,602, price is now $993 per person
$993
per person
Jan 24 - Jan 30
found 5 hours ago
Roundtrip flight included
Boston (BOS) 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
The Suites at Fishermen’s Village
Price was $1,857, price is now $1,193 per person
$1,193
per person
Jan 24 - Jan 30
found 5 hours 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 had a lovely stay at the fishermans suites and the staff were very helpful and polite.The room was clean and the view was lovely.
Reviewed on Nov 10, 2026
Landing Apartments Fort Myers near Eastwood Village
Price was $1,475, price is now $972 per person
$972
per person
Jan 23 - Jan 30
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.
And easy check-in. Brittany made the process seamless.
Reviewed on Nov 9, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $3,618, price is now $2,410 per person
$2,410
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 Barefoot Beach are located nearby.
Great resort. Probably the nicest on the entire run of resorts on this beach. And that includes the Ritz-Carlton just upo the way. Obviously, the Ritz is classier, but La Playa felt more exclusive and comfortable. The beach experience is top-notch, with complimentary umbrellas and beach chairs upon request. The bar and restaurant were very good. Drinks are pricey, to be sure, which can add up if you're ordering while relaxing on the beach for days on end. About a 25 minute drive to the best restaurants and shops in Old Town Naples. This was a little far for us, since we didn't have a car and Uber'd whenever we went out. Overall, a very nice experience.
Reviewed on Nov 9, 2026
Landing Apartments Fort Myers near Olympia Pointe
Price was $1,313, price is now $899 per person
$899
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Fort Myers. Enjoy free WiFi, free parking, and a fitness center. Popular attractions JetBlue Park at Fenway South and Topgolf are located nearby.
Holiday Inn Fort Myers - Downtown Area by IHG
Price was $756, price is now $519 per person
$519
per person
Jan 23 - Jan 30
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 WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thomas Edison Congregational Church and Edison and Ford Winter Estates are located nearby.
This hotel was in remodeling… the staff was great, maybe when finished will be great
Reviewed on Nov 9, 2026
The Perry Hotel Naples
Price was $1,685, price is now $1,172 per person
$1,172
per person
Jan 15 - Jan 18
found 6 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 Vanderbilt Beach and Barefoot Beach are located nearby.
Captiva Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Captiva 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.
Tue, Jan 26 - Fri, Feb 26
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$99 Roundtrip, found 7 hours ago
$99
Roundtrip
found 7 hours ago
Mon, Jan 11 - Fri, Jan 22
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$100 Roundtrip, found 9 hours ago
$100
Roundtrip
found 9 hours ago
Fri, Jan 8 - Wed, Jan 20
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Mon, Jan 11 - Fri, Jan 22
TTN
Mercer
RSW
Southwest Florida Intl.
$142 Roundtrip, found 9 hours ago
$142
Roundtrip
found 9 hours ago
Discover Other Travel Deals
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
