Dredgers Key Vacations from $774
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The Latest Dredgers Key vacation packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
Price was $1,117, price is now $774 per person
$774
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,276 reviews)
Clean, comfortable, friendly, helpful staff. Pool area is convenient and well maintained. Love the shuttle service to and from town
Reviewed on May 20, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,005, price is now $1,886 per person
$1,886
per person
Jul 27 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (555 reviews)
Our room was spacious and clean, with a bag of Key Lime cookies waiting for us on arrival. We appreciated boxed instead of bottled water that was always available in-room at no extra cost. But the thing we enjoyed most was the secluded Bali Bar, which was hidden away from busy Duvall Street. The live music was excellent and the. bar tenders were very accommodating. There are many hotels and places to stay in Key West but we would definitely return to this one. Highly recommend!
Reviewed on May 18, 2026
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $2,087, price is now $1,390 per person
$1,390
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,089 reviews)
Amazing resort to stay at. All the amenities they offer made it wonderful. Very clean and quiet and not to far of a drive to the other side of island
Reviewed on May 21, 2026
Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Save 100% on your flight
Price was $1,843, price is now $1,228 per person
$1,228
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (367 reviews)
Wished we had paid more for a unit that at least had a window other than to a hallway. Room was clean but not spotless. Found at least 3 long hairs in the bathroom area. Staff at desk was quite abrupt and condescending. At check in AND check out. Gave 4 stars but 5 stars could easily be reached with just a little more attention to detail
Reviewed on May 18, 2026
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,746, price is now $1,215 per person
$1,215
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,045 reviews)
Great location and excellent villa! Enjoyed staying at the property.
Reviewed on May 22, 2026
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View all tripsDredgers Key Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $204 total per night from May 27 to May 28
$204 total
May 27 - May 28
Total with taxes and fees
8.4/10 Very Good! (2,263 reviews)
"Staff was very helpful and location is great"
Reviewed on May 22, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$278 nightly
The price is $312 total per night from May 27 to May 28
$312 total
May 27 - May 28
Total with taxes and fees
8.8/10 Excellent! (1,798 reviews)
"Resort fee is quite high for the amenities offered-we didn’t use the shuttle, nor did we take advantage of slushies or popsicles as they are available for a short period of time. Welcome drink was never offered, nor was parking pass. Happened to observe in other vehicles and inquired. The room was ..."
Reviewed on May 23, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (3,325 reviews)
"The resort was very nice. The pools were great and the room was updated and clean. Great location on Duval Street. Highly recommend."
Reviewed on May 22, 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.
