Search Deals onGolden Gate Vacation Packages
Golden Gate Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $873, price is now $530 per person
$530
per person
May 30 - Jun 4
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 Times Square are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,186, price is now $650 per person
$650
per person
May 10 - May 16
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.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Save 100% on your flight
Price was $901, price is now $575 per person
$575
per person
May 30 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this condo in Punta Gorda. Enjoy free WiFi, free parking, and a marina. 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.
Marriott Sanibel Harbour Resort & Spa
Save 100% on your flight
Price was $1,064, price is now $699 per person
$699
per person
May 30 - Jun 4
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.
Hilton Marco Island Beach Resort and Spa
Save 100% on your flight
Price was $1,323, price is now $882 per person
$882
per person
Apr 30 - May 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions South Naples and Marco Island Beaches and Winterberry Beach are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,150, price is now $778 per person
$778
per person
May 30 - Jun 4
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 Captiva Beach and Captiva Chapel By the Sea are located nearby.
Edison Beach House
Save 100% on your flight
Price was $894, price is now $611 per person
$611
per person
May 30 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Bellasera Resort
Save 100% on your flight
Price was $1,821, price is now $1,253 per person
$1,253
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Golden Gate Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Golden Gate 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.
Sat, May 2 - Sat, May 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$68 Roundtrip, found 19 hours ago
$68
Roundtrip
found 19 hours ago
Wed, Mar 18 - Wed, Mar 18
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$87 Roundtrip, found 10 hours ago
$87
Roundtrip
found 10 hours ago
Mon, May 4 - Fri, May 15
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
Wed, Apr 8 - Tue, Apr 14
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
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