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, Cook Island and Venture Out Keys are some notable places to visit nearby.

Parmer's Resort
Awesome Experience. Such a fun Atmosphere
Reviewed on Dec 2, 2025

Looe Key Reef Resort
It was a clean and affordable room right where I needed one. It has canal access to the Atlantic and I could moor my boat right outside of my room. The Tiki bar does live music and I could hear it inside my room at night so be aware. Nice and accommodating people who like to help.
Reviewed on Dec 1, 2025

Sugar Loaf Lodge
nice water front in the backyard
Reviewed on Nov 26, 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

Old Florida Style, wrap around porch, boat basin for dockage, open water
This property is fantastic and we highly recommend. Whether bringing your own boat, or renting one from next door from Dawn at Lower Keys Boat Rental - this is the perfect place to stay if you are planning to spend time on the water. There are pros and cons with every rental, so I have listed ours ...
Reviewed on Oct 29, 2025

Cottage with swimming pool and dockage, just minutes to Key West!
Everything was there that I needed. Very nice area for my dog.
Reviewed on Nov 14, 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.
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to 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.
Things to do

Guided Night Kayak Adventure Tour in Luminous Lagoon

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

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





