What to do in Summerland Key, FL

Activities, attractions and tours

A coastal road with a beach on one side and a marina with boats on the other.
A coastal pier extending into the sea, surrounded by rocky shores and greenery.
An aerial view of a long bridge over turquoise waters with clear visibility of the bridge's structure and vehicles.
An aerial view of a long bridge over turquoise waters with clear visibility of the bridge's structure and surrounding landscape.
A long bridge over turquoise waters with clear skies.

Things to do

Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

฿1,861
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
12 hours Day at Key West With Boat Tour and Snorkeling

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

฿918
per adult
90% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

฿918
per adult
Full Day Trip in Key West from Miami
Kayak the mangrove tidal creeks

Key West Mangrove Kayak Eco Tour

฿2,678
per adult
100% of travellers recommend
Key West Mangrove Kayak Eco Tour
Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

฿1,510
per adult
88% of travellers recommend
Key West Conch Tour Train
Dolphin Watching and Snorkeling

Key West Dolphin & Snorkeling Tour - Small Group

฿4,518
per adult
100% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
Family navigating the sea on the glass bottom boat in Key West

Key West Sunset Cruise & Glass Bottom Eco Tour

฿2,341
per adult
76% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
Key West Back-Country Eco Tour with Snorkel

Key West Back-Country Tour with Snorkel - Drive Your Own Boat

฿5,692
per adult
100% of travellers recommend
Key West Back-Country Tour with Snorkel - Drive Your Own Boat
Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

฿3,983
per adult
88% of travellers recommend
Florida Keys Nature & History Tour from Key West
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What to do in Summerland Key

Stay near popular Summerland Key attractions

Sugarloaf Beach

8.4/10 (38 reviews)
This secluded private beach on Sugarloaf Key offers a tranquil escape from the busier Florida Keys shorelines. Guests enjoy pristine views and peaceful sunbathing in a natural, amenity-light setting.
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Where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most. Learn more about Summerland Key
Learn more about Summerland Key
A calm lake with several white birds, including herons and pelicans, on the water's edge.

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

A waterfront property with a pool, palm trees, and a building with a white roof.

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.

An aerial view of a coastal area with a long bridge connecting two landmasses, clear turquoise waters, and a clear blue sky with scattered clouds.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.

Day trip destinations from Summerland Key

A beach with palm trees, people sunbathing, and a resort in the background.

Key West

Frequently asked questions

Is Summerland Key worth visiting?
One of the most popular things to do in Summerland Key is visit Florida Keys Beaches. Tick this leading attraction off your list, then discover more of the area's nature and views.
How do I spend a day in Summerland Key?
Start your sightseeing with a visit to Florida Keys Beaches and Sugarloaf Beach. Then, check out other parts of Summerland Key for a quick bite and a little retail therapy.
What is the top tourist attraction in Summerland Key?
Don't go home without exploring Florida Keys Beaches, ranked the top tourist attraction in Summerland Key.
Is three days enough to stay in Summerland Key?
Book a getaway in Summerland Key for three days and you'll have enough time to tick off its key sights and experience the local way of life. For the chance to enjoy highlights in the surrounding areas and venture off the beaten path, consider hanging around for a week or longer.
What are some activities to do in Summerland Key with kids?
Whether you're holidaying with hard-to-please teens or tiny adventurers, a schedule filled with fun activities is the key to a stress-free getaway. Take a look at our recommendations for what to do in Summerland Key with kids.

What to do in Summerland Key for adults?
From tasty dishes and cultural highlights to outdoor adventures and one-of-a-kind experiences, there are many fun things to do in Summerland Key for adults.
Are there free things to do in Summerland Key?
One of the top ways to find free things to do in Summerland Key is to ask a local tour guide. You'll get insider advice on cool neighbourhoods, parks and other top attractions you can experience without taking your wallet out. Big Pine Key Flea Market is one spot that doesn't charge an entrance fee.