Search Deals onDredgers Key Vacation Packages
Dredgers Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
Price was $1,520, price is now $1,129 per person
$1,129
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
I would stay here and recommend people to stay here again. The grounds are tucked into the property with trees, hammock chairs. The breakfast is exceptional for a free daily breakfast bartenders are friendly. The pools are relaxing. Everything‘s well kept. There’s not a lot of noise or overly restrictive rules. It’s a refreshing place to be and only a few walkable blocks to Duval
Reviewed on Sep 9, 2026
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,849, price is now $1,230 per person
$1,230
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Key West Hotel
Save 100% on your flight
Price was $5,354, price is now $3,568 per person
$3,568
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Great place to stay - highly recommend.
Reviewed on Aug 20, 2026
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,769, price is now $1,184 per person
$1,184
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Second year staying here, it was great!
Reviewed on Sep 9, 2026
The Gardens Hotel
Save 100% on your flight
Price was $2,178, price is now $1,552 per person
$1,552
per person
Nov 29 - Dec 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
This was our first time at the Garden House and we LOVED it! Everything about the place was outstanding. So much, that we booked again to stay there in October, 2026. The staff, drinks, food, grounds....Everything is just wonderful.l
Reviewed on Sep 8, 2026
Hyatt Vacation Club at Sunset Harbor, Key West
Save 100% on your flight
Price was $1,955, price is now $1,395 per person
$1,395
per person
Nov 29 - Dec 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Save 100% on your flight
Price was $3,641, price is now $2,699 per person
$2,699
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Loved the closeness to Duval st and the privacy
Reviewed on Oct 17, 2025
Lighthouse Hotel - Key West Historic Inns
Save 100% on your flight
Price was $1,536, price is now $1,140 per person
$1,140
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Dredgers Key Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Dredgers Key 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.
Mon, Sep 14 - Thu, Sep 17
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$86 Roundtrip, found 2 days ago
$86
Roundtrip
found 2 days ago
Sun, Oct 18 - Wed, Oct 28
TPA
Tampa Intl.
EYW
Key West Intl.
$124 Roundtrip, found 15 hours ago
$124
Roundtrip
found 15 hours ago
Tue, Oct 27 - Thu, Nov 12
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$324 Roundtrip, found 10 hours ago
$324
Roundtrip
found 10 hours ago
Wed, Nov 18 - Thu, Nov 26
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$329 Roundtrip, found 1 hour ago
$329
Roundtrip
found 1 hour ago
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