Cutthroat Harbor Estates Travel Guide
Summerland Key
Visit Cutthroat Harbor Estates
Popular places to visit
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Things to do
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Key West Dolphin & Snorkeling Tour - Small Group
Top hotels in Cutthroat Harbor Estates
Blue Flamingo Resort Key West
"Great service!"
Reviewed on 7 Jun 2026
Havana Cabana at Key West
"I stayed in a standard room without a balcony, and honestly, it was much smaller than I expected. The room was very dark, with poor lighting, and there wasn’t even a comfortable chair to sit on. The mattresses were not very comfortable and could definitely use an upgrade. Overall, the room felt outdated ..."
Reviewed on 7 Jun 2026
The Laureate Key West
"HORRIBLE! They do not care about their guests at all. I have never been to Key West before and there was a flash flood I am Assuming it was almost 4ft deep and it was me and my daughter. So naturally I wanted off the island and go to marathon. But they would not budge on giving me any of the money ..."
Reviewed on 7 Jun 2026
DoubleTree Resort by Hilton Grand Key - Key West
"Beautiful place to stay. Nice and clean. The pool and hot tub area was a great vibe"
Reviewed on 7 Jun 2026
Hilton Garden Inn Key West / The Keys Collection
"I would NOT recommended. I only booked one night stay and the experience was nothing short from terrible, I didn’t even stay I checked out at 8:30pm. After speaking to Mauricio at 4:30pm and he instructed to wait for him to get with management . We went to eat hopefully to return to a solution. When ..."
Reviewed on 6 Jun 2026
Hampton Inn Key West FL
"The pool was heated, large, and clean. The view from the room overlooking the pool and ocean was beautiful. The complimentary breakfast was top-notch. The restaurant/bar at the hotel had good food. The laundry facility was a bonus! The bed was very comfortable."
Reviewed on 7 Jun 2026
Where to stay in Cutthroat Harbor Estates
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.
Bay Point
While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.
Cudjoe Gardens
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.
