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 Key and Venture Out Keys.
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 Newfound Harbor Keys.
Looe Key Reef Resort
The management was new and friendly and helpful. The hotel needs a lot of updates. In our opinion, they need a better staff for housekeeping. The drinks at the bar were very reasonably priced. The location is great. Across the street, you can play miniature golf.
Reviewed on 27 Dec 2025
Parmer's Resort
The room was clean. The staff was very friendly and helpful. The resort fel calm and relaxing, but had plenty to do. We had a great time and would definitely go there again.
Reviewed on 2 Jan 2026
Sugar Loaf Lodge
N
Reviewed on 30 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.
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.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
- Duval Street
- Mallory Square
- Smathers Beach
- Southernmost Point
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- Seven Mile Bridge
- Stock Island Yacht Club & Marina
- Key West Butterfly and Nature Conservatory
- Clarence S. Higgs Memorial Beach Park
- Harry S. Truman Little White House
- Florida Keys National Marine Sanctuary
- Key West Tropical Forest and Botanical Garden
- Key West Lighthouse and Keeper's Quarters Museum
