
Dredgers Key Vacations from $1,102
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The Latest Dredgers Key vacation packages
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,585, price is now $1,102 per person
$1,102
per person
Apr 11 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Very nice place to stay while in Key West
Reviewed on Feb 18, 2026

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $4,503, price is now $3,017 per person
$3,017
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
My boyfriend and I had such an incredible, relaxing stay. Everyone was very nice but our front desk gentleman, Chris, really stood out. The pool was clean and the sun hit there most of the day. The bar was fun and the live music was very enjoyable. Thank you Key West Hotel. 10/10 recommend.
Reviewed on Feb 20, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $3,204, price is now $2,160 per person
$2,160
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (2,844 reviews)
Staff helpful and courteous but facility is starting to look aged, and the cost(s) have gotten far too expensive. Beach is difficult to get chair(s) and restaurant has also gotten very expensive.
Reviewed on Feb 20, 2026

Havana Cabana at Key West
New Town
Save 100% on your flight
Price was $2,376, price is now $1,616 per person
$1,616
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,749 reviews)
Room was amazing. VERY centered on drinking. But if that is your thing, they have a bus to bring you to the local bars and comp drinks. Weren't there long enough to get into the pool, but the room was absolutely amazing. View of the water from our balcony. Best place to enjoy coffee in the morning. Watch for the troublesome rooster who crowed at 830 am haha. Despite the bus coming back from the bars each hour, we never heard a thing (from outside or the hallways).
Reviewed on Feb 19, 2026

Ibis Bay Beach Resort
Northside Resort
Save 100% on your flight
Price was $5,831, price is now $4,081 per person
$4,081
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.2/10 Very Good! (2,000 reviews)
Clean and simple accommodations. Excellent service that was friendly and helpful.
Reviewed on Feb 20, 2026
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Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$534 nightly
The price is $601 total per night from Mar 12 to Mar 13
$601 total
Mar 12 - Mar 13
Total with taxes and fees
8.8/10 Excellent! (3,097 reviews)
Staff helpful and courteous but facility is starting to look aged, and the cost(s) have gotten far too expensive. Beach is difficult to get chair(s) and restaurant has also gotten very expensive.
Reviewed on Feb 20, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$410 nightly
The price is $461 total per night from Mar 1 to Mar 2
$461 total
Mar 1 - Mar 2
Total with taxes and fees
8/10 Very Good! (2,099 reviews)
Clean and simple accommodations. Excellent service that was friendly and helpful.
Reviewed on Feb 20, 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$417 nightly
The price is $469 total per night from Mar 24 to Mar 25
$469 total
Mar 24 - Mar 25
Total with taxes and fees
9/10 Wonderful! (1,810 reviews)
Clean, great staff !
Reviewed on Feb 20, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best Dredgers Key Vacation Packages
Dredgers Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




















