Things to do in Summerland Key
Find and book activities, attractions and tours
Visit Summerland Key





Explore thousands of activities with free cancellation and no added fees.
Design your experience with airport transfers, excursions, day tours & more.
Get an insider's look in what to book before you travel.
Most popular activities in Summerland Key
Tours & day trips
See all 66 activities
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Wildlife & nature
See all 28 activities
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
Adventure & outdoor
See all 15 activities
Key West Back-Country Tour with Snorkel - Drive Your Own Boat
Private & custom tours
See all 12 activities
Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC
Food, drink & nightlife
See all 4 activities
Key West from Miami with Snorkeling & Drinks & Hard Rock Cafe Meal
What to do in Summerland Key
Discover the most popular places to visit in Summerland Key

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.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Discover the most popular landmarks and neighborhoods 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 Florida Keys Beaches, some noteworthy sights in the nearby area.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Newfound Harbor Keys are some notable places to visit nearby.
- Duval Street
- Mallory Square
- Smathers Beach
- Southernmost Point
- Sombrero Beach
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- South Beach
- Clarence S. Higgs Memorial Beach Park
- Seven Mile Bridge
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys National Marine Sanctuary
- Key West Butterfly and Nature Conservatory
- Key West Shipwreck Museum
- Key West Visitors Center
- Audubon House and Tropical Gardens
- Hotels near Florida Keys Beaches
- Hotels near Duval Street
- Hotels near Smathers Beach
- Hotels near Southernmost Point
- Hotels near Sombrero Beach
- Hotels near Ernest Hemingway Home and Museum
- Hotels near South Beach
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Seven Mile Bridge
- Hotels near Harry S. Truman Little White House
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Calusa Beach
- Hotels near Florida Keys Eco - Discovery Center