Lower Florida Keys Luxury Vacations

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Top Luxury vacation packages in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

New Town
¥335,022
per person
Nov 20 - Nov 22
found 2 hours ago
Roundtrip flight included
Nagoya (NGO) to Key West (EYW)
8.6/10 Excellent! (2,681 reviews)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
¥389,729
per person
Nov 20 - Nov 22
found 2 hours ago
Roundtrip flight included
Nagoya (NGO) to Key West (EYW)
9.2/10 Wonderful! (1,016 reviews)
Clean.helpful staff.good a/c.good location.will definitely stay here again.

Reviewed on Oct 1, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
¥375,358
per person
Nov 20 - Nov 22
found 2 hours ago
Roundtrip flight included
Nagoya (NGO) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We arrived at Key West just after 12 noon on a Sunday. I was planning to just leave our luggage’s at the hotel since check in time was at 4pm. Catherine was the one that greeted us and help us out on our check in process. She was very professional and very friendly. We got our room ready right away and we didn’t have to wait until check in time at 4PM. Our room was right by the pool, it was clean, has a full size fridge and small microwave, some kitchen amenities (plates, cups, silverware’s) and a dehumidifier. The bathroom is clean and very spacious (shower area). We thought it will be loud since it’s close to the pool and the bar but the whole time we were there it was nice and quiet. There’s are near by restaurants, shops and coffee shops but I suggest to rent a scooter to get to the port area if you have any plans on going to any boating trips (it’s a good 20-30 mins walk from the hotel). We met dean on our 2nd day and he was very friendly and make sure to give us our parking pass for the scooter that we rented. Dean and Catherine definitely made our stay special. And we will definitely come back to stay at this facility on our next trip to Key West. I highly recommend this place if you want a relaxing, laidback stay at Key West.

Reviewed on Oct 1, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
¥373,538
per person
Nov 20 - Nov 22
found 2 hours ago
Roundtrip flight included
Nagoya (NGO) to Key West (EYW)
8.6/10 Excellent! (3,606 reviews)
Amazing!

Reviewed on Oct 3, 2026

Eden House

Eden House

Key West Historic District
¥377,259
per person
Nov 20 - Nov 22
found 2 hours ago
Roundtrip flight included
Nagoya (NGO) to Key West (EYW)
9/10 Wonderful! (1,002 reviews)
Great stay with friendly staff

Reviewed on Oct 2, 2026

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Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

¥6,661
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

¥10,661
per traveler
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Family navigating the sea on the glass bottom boat in Key West

Key West Sunset Cruise & Glass Bottom Eco Tour

¥10,974
per adult
76% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
See all activities in Lower Florida Keys
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.