Search Deals onNaples Vacation Packages
Naples Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
Price was $670, price is now $461 per person
$461
per person
Jun 20 - Jun 23
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.
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $1,545, price is now $984 per person
$984
per person
Jul 20 - Jul 24
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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,375, price is now $890 per person
$890
per person
Jul 18 - Jul 24
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 Hertz Arena are located nearby.
Mariners Boathouse by Coolvacay
Save 100% on your flight
Price was $1,243, price is now $840 per person
$840
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Estero Boulevard Beach and Key West Express are located nearby.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $1,013, price is now $686 per person
$686
per person
Jul 18 - Jul 24
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.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $1,109, price is now $751 per person
$751
per person
Jul 18 - Jul 24
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.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Save 100% on your flight
Price was $799, price is now $544 per person
$544
per person
Jul 29 - Aug 2
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,889, price is now $1,289 per person
$1,289
per person
Jul 3 - Jul 10
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 North Captiva Island Beach and Captiva 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.
Thu, Aug 27 - Thu, Sep 3
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$92 Roundtrip, found 22 hours ago
$92
Roundtrip
found 22 hours ago
Tue, Aug 25 - Sun, Sep 6
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Sun, May 24 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$187 Roundtrip, found 20 hours ago
$187
Roundtrip
found 20 hours ago
Sun, May 24 - Fri, May 29
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
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