Search Deals onNaples Vacation Packages
Naples Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Stay Inn & Suites
Save 100% on your flight
Price was $643, price is now $414 per person
$414
per person
Aug 29 - Sep 5
found 10 hours 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 Lee Health Sports Complex and Edison Mall are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $2,053, price is now $1,066 per person
$1,066
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,081, price is now $649 per person
$649
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip 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.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $1,150, price is now $697 per person
$697
per person
Aug 24 - Aug 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Peace River and Bayshore Live Oak Park are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,695, price is now $1,032 per person
$1,032
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Saltleaf Golf Preserve are located nearby.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $1,502, price is now $919 per person
$919
per person
Aug 29 - Sep 5
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.
Casa Ybel Resort
Save 100% on your flight
Price was $1,756, price is now $1,094 per person
$1,094
per person
Aug 24 - Aug 31
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.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $1,039, price is now $678 per person
$678
per person
Aug 29 - Sep 5
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 daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
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 - Thu, Sep 3
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Thu, Aug 27 - Sun, Sep 6
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Tue, Aug 18 - Tue, Sep 1
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
Sat, Sep 19 - Tue, Sep 22
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
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