Search Deals onPine Ridge Vacation Packages
Pine Ridge 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 3 hours 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.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,757, price is now $1,068 per person
$1,068
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 free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.
Very nice place to enjoy and have a good time. Beach across the street, pool bar and restaurants nearby. Super quite and relaxing. We definitely recommend this place and hopefully coming back soon
Reviewed on Aug 10, 2026
South Seas
Save 100% on your flight
Price was $1,576, price is now $984 per person
$984
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.
Casa Tiki
Save 100% on your flight
Price was $1,055, price is now $677 per person
$677
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this vacation home in Cape Coral. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Four Mile Cove Ecological Preserve and Coralwood Mall are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $2,235, price is now $1,435 per person
$1,435
per person
Nov 4 - Nov 9
found 21 hours ago
Roundtrip non-stop 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 Delnor-Wiggins Pass State Park are located nearby.
amazing hotel and amazing service !!!
Reviewed on Aug 11, 2026
Marriott Sanibel Harbour Resort & Spa
Save 100% on your flight
Price was $1,487, price is now $978 per person
$978
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Sanibel Island Lighthouse are located nearby.
The staff exceeded my expectations. From check in to check out,
Reviewed on Aug 11, 2026
Casa Ybel Resort
Save 100% on your flight
Price was $623, price is now $435 per person
$435
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Save 100% on your flight
Price was $1,235, price is now $899 per person
$899
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip 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.
Pine Ridge Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Pine Ridge 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 8 hours ago
$102
Roundtrip
found 8 hours ago
Mon, Nov 16 - Fri, Dec 4
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Sun, Dec 6 - Mon, Dec 7
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$141 Roundtrip, found 7 hours ago
$141
Roundtrip
found 7 hours ago
Wed, Jan 13 - Sat, Jan 16
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$173 Roundtrip, found 4 hours ago
$173
Roundtrip
found 4 hours ago
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