
Dredgers Key Vacations from $1,052
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The Latest Dredgers Key vacation packages
Price found within the past 48 hours. Click for updated prices.


Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,744, price is now $1,204 per person
$1,204
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The air conditioning was broken and when we asked for a discount on the room they said they couldn't because we booked it through Expedia, but did discount the daily resort fee and parking. They gave us temporary air conditioning units but the sliding door was unhinged and hurt my hand opening it because it was disconnected. The temp air conditioning unit was super janky, loud and didn't cover the living space. Really disappointed with their customer service. Also, the water pressure in the shower is so low it's hard to get the conditioner out of your hair. And the restaurant staff all seemed to be having a bad day. The good stuff...views were amazing. Vibe is very calm and peaceful. The staff at the tiki hut with the kayaks and paddle boards were the best! Paddle boarding in the bay was super fun. The beds were cozy and the bath robes were the most comfortable we've ever worn. Overall okay due to beautiful location but wouldn't recommend based on attitude of customer service.
Reviewed on Feb 20, 2026

Havana Cabana at Key West
New Town
Save 100% on your flight
Price was $1,510, price is now $1,063 per person
$1,063
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop 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

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $2,147, price is now $1,536 per person
$1,536
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop 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

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,472, price is now $1,774 per person
$1,774
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Super cute I really liked it
Reviewed on Feb 19, 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
$382 nightly
The price is $429 total per night from Feb 26 to Feb 27
$429 total
Feb 26 - Feb 27
Total with taxes and fees
8/10 Very Good! (2,095 reviews)
We had a splendid stay at the Ibis Resort. The staff were helpful, and knowledgeable. The entertainment of the birds was great. Temp of room was easy to maintain. The breakfast was the best in the Keys where we stayed. I rented a scooter which was both fun and easy to kick around town on. everything ...
Reviewed on Feb 19, 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$424 nightly
The price is $477 total per night from Mar 22 to Mar 23
$477 total
Mar 22 - Mar 23
Total with taxes and fees
9/10 Wonderful! (1,808 reviews)
The air conditioning was broken and when we asked for a discount on the room they said they couldn't because we booked it through Expedia, but did discount the daily resort fee and parking. They gave us temporary air conditioning units but the sliding door was unhinged and hurt my hand opening it ...
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.




















