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 Venture Key.
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 Upper Sugarloaf Sound.
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 Munson Island.
Sugarloaf Key Hotel at KOA Resort
Everything was wonderful - staff, location, property condition, room
Reviewed on 26 Mar 2026
Parmer's Resort
Beautiful location right on the water. We did not use the kayaks or paddle boards but they are easily accessible. The room was charming, old school Florida vibe.
Reviewed on 26 Mar 2026
Looe Key Reef Resort
Tiki Bar had great tacos, but the services was a little slow.
Reviewed on 25 Mar 2026
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Yes you are on the ocean, yes there are docks, and yes you are centrally located for activities. Cottage was clean but very dated and not well kept. It is not private, we had people walking and driving in and around us throughout the day. We did bring a dog, which is why we liked the private description, ...
Reviewed on 18 Mar 2026
Canal front, dockage, 2 bedroom, 2 bath
The photo shot from above from the outside of the building is abit misleading. The lower building on the left is the apartment and the high building next to it is a large separate home, so you can’t actually see the bay unless you walk to the water edge for a slight bay view. The houses across the ...
Reviewed on 12 Mar 2026
Cottage with Pool and Boat Dockage just minutes to Key West!
Great house, so clean Nicole was so pleasant and responsive
Reviewed on 18 Feb 2026
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.
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.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Activities
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Key West Mangrove Kayak Eco Tour
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West Sunset Cruise & Glass Bottom Eco Tour
