Summerland Key, FL
Travel Guide
Visit Summerland Key
Where to stay in Summerland Key
Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island are some notable places to visit nearby.
Parmer's Resort
Reviewed on Aug 16, 2025
Sugar Loaf Lodge
Looe Key Reef Resort
Old Florida Style, wrap around porch, boat basin for dockage, open water
Reviewed on Jun 20, 2025
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Canal front, dockage, 2 bedroom, 2 bath
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.
Things to do
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Key West Day Trip & Glass Bottom-Boat Tour from Miami
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
- Duval Street
- Southernmost Point
- Mallory Square
- Smathers Beach
- Sombrero Beach
- South Beach
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- Clarence S. Higgs Memorial Beach Park
- Seven Mile Bridge
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Butterfly and Nature Conservatory
- Florida Keys National Marine Sanctuary
- Key West Lighthouse and Keeper's Quarters Museum