Dredgers Key Vacations from $625
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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 Beach House, Key West
Save 100% on your flight
Price was $1,061, price is now $625 per person
$625
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,010 reviews)
We loved everything about this place except the beach was gross. Don’t play to swim at the beach here, but other than that this place was great.
Reviewed on Nov 1, 2025
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,388, price is now $1,379 per person
$1,379
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (498 reviews)
Great location and friendly staff. They have remodeled a lot and are doing a super job. Nice decorations and LOVE the tiki bar and pool area. Key West Aloe products were a nice touch as well as the key lime cookies. The porch deck and handrail outside the Envy/Lust room needs a little attention. Overall, very comfortable and accommodating. I would definitely stay here again.
Reviewed on Oct 17, 2025
Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,270, price is now $736 per person
$736
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (378 reviews)
Loved it! Felt totally at home!!
Reviewed on Oct 30, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,323, price is now $779 per person
$779
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,021 reviews)
Room was spotless, property beautiful, and Sonya at the reception is a rock star!! I look forward to my next visit.
Reviewed on Nov 1, 2025
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,293, price is now $806 per person
$806
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (803 reviews)
Continental breakfast was varied and fresh. Staff throughout the hotel are really friendly, knowledgeable and go the extra mile. Location inthe old town is superb. Rooms are clean and comfortable. Would recommend without hesitation.
Reviewed on Oct 31, 2025
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Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $232 total per night from Nov 16 to Nov 17
$232 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (1,730 reviews)
This was my 4th year in a row staying at this property. Great views and a great location.
Reviewed on Oct 28, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$242 nightly
The price is $272 total per night from Nov 30 to Dec 1
$272 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (2,840 reviews)
Billed me for parking when I didn’t have a car. Took several calls to try and resolve. Still haven’t received a refund. They were quick to take my money when I paid for the room but not so responsive in processing my refund.
Reviewed on Nov 1, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $163 total per night from Dec 1 to Dec 2
$163 total
Dec 1 - Dec 2
Total with taxes and fees
7.8/10 Good! (1,636 reviews)
Nice Hotel
Reviewed on Oct 26, 2025
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.