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Golden Gate Vacation Packages

Build your package with 2 more options

Golden Gate Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was $561, price is now $401 per person
$401
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions The Ranch Concert Hall & Saloon and Edison Mall are located nearby.

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,693, price is now $908 per person
$908
per person
Dec 3 - Dec 8
found 12 hours ago
Roundtrip 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 Barefoot Beach are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $2,390, price is now $1,560 per person
$1,560
per person
Dec 3 - Dec 8
found 12 hours ago
Roundtrip flight included
Hartford (BDL) 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.

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Save 100% on your flight
Price was $1,095, price is now $746 per person
$746
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this apartment in Fort Myers. Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions JetBlue Park at Fenway South and Calusa Nature Center and Planetarium are located nearby.
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.

Reviewed on Sep 4, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $1,011, price is now $715 per person
$715
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $2,184,246, price is now $1,547,516 per person
$1,547,516
per person
Dec 2 - Dec 6
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.

Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Price was $2,274, price is now $1,618 per person
$1,618
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Marco Beach and Pelican Pier Marina are located nearby.

The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,349, price is now $965 per person
$965
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 Times Square are located nearby.

Golden Gate Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Olde Marco
Save 100% on your flight
Price was $886, price is now $625 per person
$625
per person
Dec 9 - Dec 13
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,005, price is now $642 per person
$642
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $2,261, price is now $1,556 per person
$1,556
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $2,184,246, price is now $1,547,516 per person
$1,547,516
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Golden Gate Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,693, price is now $908 per person
$908
per person
Dec 3 - Dec 8
found 12 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $2,107, price is now $1,123 per person
$1,123
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $2,390, price is now $1,560 per person
$1,560
per person
Dec 3 - Dec 8
found 12 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,377, price is now $936 per person
$936
per person
Dec 2 - Dec 7
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sun, Dec 13 - Thu, Jan 7
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$110 Roundtrip, found 12 hours ago
$110
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sun, Dec 13 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Thu, Jan 7, priced at $110 found 12 hours ago
Frontier Airlines
Sun, Dec 6 - Fri, Dec 11
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$146 Roundtrip, found 2 days ago
$146
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Dec 6 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Dec 11, priced at $146 found 2 days ago
Breeze Airways
Sat, Jan 23 - Sat, Feb 6
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jan 23 from Portsmouth Intl. to Southwest Florida Intl., returning Sat, Feb 6, priced at $173 found 1 day ago
Delta
Wed, Oct 28 - Sat, Oct 31
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$189 Roundtrip, found 5 hours ago
$189
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Oct 28 from Logan Intl. to Southwest Florida Intl., returning Sat, Oct 31, priced at $189 found 5 hours ago