Summerland Key
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. 10, 2025

Sugar Loaf Lodge
Reviewed on Aug. 12, 2025

Sugarloaf Key Hotel at KOA Resort
Reviewed on Aug. 11, 2025

Old Florida Style, wrap around porch, boat basin for dockage, open water
Reviewed on Jun. 20, 2025

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Reviewed on Jul. 24, 2025

Canal front, dockage, 2 bedroom, 2 bath
Reviewed on Jun. 2, 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.
Things to do

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

Key West & Parasailing Adventure from Miami

Key West Day Trip & Snorkeling from Miami

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
- Duval Street
- Southernmost Point
- Mallory Square
- Smathers Beach
- Sombrero Beach
- South Beach
- 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
- Florida Keys National Marine Sanctuary
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys Eco - Discovery Center
- Calusa Beach