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 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 Crab Key.
Looe Key Reef Resort
Staff very polite and accommodating.
Reviewed on 21 Dec 2025
Parmer's Resort
Gorgeous view, convenient location, friendly staff!
Reviewed on 24 Dec 2025
Sugar Loaf Lodge
Staff was wonderful. Room is sweet and on pretty piece of water. Aging property, but well kept. Quiet, clean, good shower, comfy beds. Quick trip to key west. Great deal for the money. Very happy this is where we landed.
Reviewed on 21 Dec 2025
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
It was a nice location. 30” from Key West.
Reviewed on 21 Nov 2025
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Great place!
Reviewed on 29 Nov 2025
Private Secluded Ocean View & Pool Near Key West
A wonderful time was had by all. Host was very responsive and we had no issues. Beautiful home and views!
Reviewed on 18 Nov 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.
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.
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.
Activities
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West Sunset Cruise & Glass Bottom Eco Tour
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
