Cutthroat Harbor Estates Travel Guide
Summerland Key


Visit Cutthroat Harbor Estates
Things to do

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

Key West Mangrove Kayak Eco Tour

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

Key West Sunset Cruise & Glass Bottom Eco Tour

Full-Day Trip to Key West from Miami
Top hotels in Cutthroat Harbor Estates

Beachside Resort & Residences
"Room was clean, exactly what we had hoped for. Staff was friendly and helpful!"
Reviewed on 30 Aug 2026

Blue Flamingo Resort Key West
"The property was great and the staff as well but the room I stayed in for one night had cockroaches which we saw them at night before going to sleep. Outside of this the hotel was good and located in a great spot."
Reviewed on 31 Aug 2026

Havana Cabana at Key West
"Rooms were clean and well kept, the only complaint is the water in the shower took approximately 5 min to warm up. Had to turn water on and let it run. Pool was spacious and DJ played a variety of music. We would stay here again."
Reviewed on 30 Aug 2026

DoubleTree Resort by Hilton Grand Key - Key West
"Check-in was easy, and the front desk staff were extremely kind and accommodating. We thought they were wonderful. Our only complaint was an unfortunate incident with another staff member. A middle-aged woman in a green shirt, wearing earbuds/headphones, was riding a motorized mobility scooter through ..."
Reviewed on 30 Aug 2026

Hyatt Vacation Club at Windward Pointe, Key West

Hampton Inn Key West FL
"not clean at all"
Reviewed on 31 Aug 2026
Check Cutthroat Harbor Estates hotel availability
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.

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.

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.

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 Venture Out Keys.





