Search Deals onNaples Vacation Packages
Naples Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $539, price is now $336 per person
$336
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Fishermen's Village and Peace River are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,123, price is now $625 per person
$625
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Really loved the room.
Reviewed on Aug 13, 2026
South Seas
Save 100% on your flight
Price was $1,643, price is now $1,024 per person
$1,024
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy 6 outdoor pools, 5 restaurants, and a private beach. Popular attractions Bowman's Beach and Jungle Drums are located nearby.
We had a wonderful stay at South Seas Resort!
Everything was perfect from beginning to end.
The staff was very friendly, helpful, and attentive, and the entire resort was extremely clean, well maintained and organize.
The location is beautiful, and the water park for the kids was absolutely excellent, they all had a great time! Everything was very family-friendly and made our stay relaxing and enjoyable.
I would definitely recommend Southseas Resort to families and anyone looking for a clean, comfortable and fun place to stay .
Reviewed on Aug 13, 2026
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,283, price is now $804 per person
$804
per person
Oct 19 - Oct 24
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.
Was able to watch the dolphins in the morning from the balcony. Short walk across the street to the beach and they have umbrellas and chairs to rent. Would definitely come back.
Reviewed on Aug 13, 2026
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Save 100% on your flight
Price was $1,183, price is now $756 per person
$756
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Punta Gorda. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Casa Ybel Resort
Save 100% on your flight
Price was $1,220, price is now $785 per person
$785
per person
Oct 19 - Oct 24
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 Sanibel Island Lighthouse are located nearby.
Lehigh Resort Club
Save 100% on your flight
Price was $896, price is now $589 per person
$589
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.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $1,065, price is now $707 per person
$707
per person
Oct 31 - Nov 7
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.
Was truly surprised how nice it was. The pictures don't do it justice. We had a suite and it was a nice comfortable layout. Loved the outdoor deck to relax and enjoy the evening.
Reviewed on Aug 13, 2026
Naples Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Naples 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.
Sun, Aug 30 - Mon, Sep 14
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Sun, Dec 6 - Mon, Dec 7
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$141 Roundtrip, found 10 hours ago
$141
Roundtrip
found 10 hours ago
Mon, Aug 17 - Sun, Sep 6
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Wed, Jan 13 - Sat, Jan 16
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$173 Roundtrip, found 11 hours ago
$173
Roundtrip
found 11 hours ago
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