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
"Amazing, beautiful resort! We booked a one bedroom, with the intent for the kids to sleep on the couch, however when we walked into our room, it was massive, 3 bed, 3 bath and a 2 story balcony! We loved it!"
Reviewed on 7 Aug 2026

Blue Flamingo Resort Key West
"Everything is absolutely satisfied by me However you can still improve more better I really enjoyed myself"
Reviewed on 6 Aug 2026

Havana Cabana at Key West
"Our stay at Havana Cabana was simply wonderful. From the moment we arrived, every member of the staff made us feel right at home. Everyone we met was kind, attentive, and always willing to help with a smile. We would like to sincerely thank the entire team for the thoughtful surprise they prepared ..."
Reviewed on 7 Aug 2026

The Perry Hotel & Marina Key West

The Laureate Key West
"Our stay was excellent! The service was outstanding from the moment we arrived. We were traveling with children, and they kindly allowed us to check in an hour early since our room was already ready, which we really appreciated. The room was spotless, everything was clean and well maintained, and ..."
Reviewed on 6 Aug 2026

Hilton Garden Inn Key West / The Keys Collection
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 Big Pine Key Flea Market and Venture Out Keys.





