Summerland Key
Travel Guide
Visit Summerland Key
Where to stay in Summerland 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.
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.
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 Newfound Harbor Keys and Cook Island.
Looe Key Reef Resort
Staff was friendly. Room was clean. Furniture a little worn but bed comfortable and clean linens
Reviewed on 8 Jan 2026
Parmer's Resort
Excellent
Reviewed on 5 Jan 2026
Sugar Loaf Lodge
Great staff and great location!
Reviewed on 7 Jan 2026
Cottage with Pool and Boat Dockage just minutes to Key West!
This was exactly as advertised Small with everything you would need Not a luxurious 5 Star hotel but wasn’t advertised as one Cudjo key is perfect Several good restaurant (check out Morning Joint for breakfast) Will definitely come back
Reviewed on 26 Dec 2025
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Great place!
Reviewed on 29 Nov 2025
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
A/C cold. Room clean. Good service. Priced right. Super cute property on the water. Just what I was looking for.
Reviewed on 14 Dec 2025
Popular places to visit
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
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.
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.
Things to do
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
