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, Upper Sugarloaf Sound and Florida Keys Beaches are some notable places to visit nearby.

Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Upper Sugarloaf Sound, some noteworthy sights in the nearby area.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Crab Key are some notable places to visit nearby.

Looe Key Reef Resort
Staff very polite and accommodating.
Reviewed on Dec 21, 2025

Parmer's Resort
Room was clean and comfortable.
Reviewed on Dec 10, 2025

Sugar Loaf Lodge
Exceeded expectations. Nothing to complain about. Nice water scenery back of rooms. Spacious parking. Quiet, off road.
Reviewed on Dec 16, 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 Nov 21, 2025

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Great place!
Reviewed on Nov 29, 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 Nov 18, 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

Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour

Guided Night Kayak Adventure Tour in Luminous Lagoon

Key West Back-Country Tour with Snorkel - Drive Your Own Boat
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- Honeymoon Resorts & in Little Torch Key
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- Resorts in Cudjoe Key
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- Sugarloaf Beach
- Upper Sugarloaf Sound
- Upper Sugarloaf Key
- Saddlebunch Keys
- Duval Street
- Mallory Square
- Smathers Beach
- Southernmost Point
- Sombrero Beach
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home and Museum
- South Beach
- Seven Mile Bridge
- Stock Island Yacht Club & Marina
- Key West Butterfly and Nature Conservatory
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Golf Club
- Vaca Key
- Florida Keys National Marine Sanctuary
- Key West Tropical Forest and Botanical Garden
- Key West Lighthouse and Keeper's Quarters Museum
- Calusa Beach





