Summerland Key Travel Guide
Tourist Guide
Visit Summerland Key
Where to stay in Summerland Key
Cutthroat Harbor Estates
While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Upper 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 Venture Out Keys.
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 Crab Key.
Parmer's Resort
The room was OK! Only problem was the TV. It is hanging on the wall next to the front door so that you can hit your head. The room was clean and staff great!
Reviewed on 6 Dec 2025
Looe Key Reef Resort
Was nice roo.s and close to my charter boat captain
Reviewed on 7 Dec 2025
Sugar Loaf Lodge
We had a great stay at the Sugar Loaf. Room was clean, comfortable and had a beautiful view from our balcony. Yes, rooms are dated but we liked the nostalgia. We will stay here again the next time we visit the Keys.
Reviewed on 11 Dec 2025
Atlantic View Luxury Villa with Pool
We were here for a night and it was great. A nice rustic feel on a big property, with good view.
Reviewed on 28 Jan 2025
Popular places to visit
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Squirrel Key
Commune with nature and explore the great outdoors at Squirrel Key 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.
Things to do
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
