Summerland Key Travel Guide
Tourist Guide





Visit Summerland Key
Where to stay in Summerland Key

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 Venture Key.

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.

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.

Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Venture Out Keys and Cook Island.

Sugarloaf Key Hotel at KOA Resort
Place is spectacular!! 2 years in a row!
Reviewed on 17 Apr 2026

Parmer's Resort
Can’t say enough good things about the staff location and amenities. All around best place to stay one night or a whole week. From kayaking to relaxing in the hammocks , to cozying up in your cottage, to the nice little breakfast, all things considered best place. Convenient to good places to eat ...
Reviewed on 18 Apr 2026

Looe Key Reef Resort
We asked to speak to a manager and could not until we were leaving. I would not stay here
Reviewed on 18 Apr 2026

Canal front, dockage, 2 bedroom, 2 bath
The photo shot from above from the outside of the building is abit misleading. The lower building on the left is the apartment and the high building next to it is a large separate home, so you can’t actually see the bay unless you walk to the water edge for a slight bay view. The houses across the ...
Reviewed on 12 Mar 2026

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Inside home was clean. Location and grounds were good. The home itself was in need. A large tear in the screened porch, unpatched holes in bathroom wall, missing cabinet door in kitchen, needs porch pressure washed, interior could use fresh paint. But nice pool and grounds and the home interior was ...
Reviewed on 4 Apr 2026

Old Florida Style, wrap around porch, boat basin for dockage, open water
Popular places to visit

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.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound 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.
Crab Key
Commune with nature and explore the great outdoors at Crab 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.
Activities

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

Key West Mangrove Kayak Eco Tour

Key West Dolphin & Snorkeling Tour - Small Group

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

Full-Day Trip to Key West from Miami

All-Inclusive Key West Beach Pass with Parasailing, Kayaks, Paddleboards
Explore a world of travel with Expedia
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- Villas in Sugarloaf Key
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- Flights to Bahia Honda Key
- Flights to Boca Chica Key
- Flights to Lower Florida Keys
- Flights to Rockland Key
- Flights from Key West Intl.
- Flights from Little Torch Key
- Flights from Charlotte to Sugarloaf Key
- Flights from Boca Chica Key
- Flights from Melody Key
- Flights from Middle Torch Key
- Flights from Big Pine Key
- Flights from New York (JFK) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Sydney (SYD) to Key West (EYW)
- Visit Eden Pines
- Visit Big Pine Key
- Visit Coral Gables
- Cow Key Holidays
- Visit Cow Key
- Visit Cutler Bay
- Visit Dredgers Key
- Visit Duck Key
- Visit Florida City
- Visit Key Biscayne
- Visit Key Colony Beach
- Visit Key Largo
- Visit Key West
- Visit Lignumvitae Key Botanical State Park
- Visit Long Key
- Visit Marco Island
- Visit Coconut Grove
- Visit Downtown Miami
- Visit Little Havana
- Visit Olympia Heights
- Visit Palmetto Bay
- Visit South Miami
- Visit Miami Springs
- Visit Miami
- Visit Sapphire Lakes
- Visit Ochopee
- Visit Ramrod Key
- Robbie's
- Sands Holidays
- Seven Mile Bridge
- Visit Stock Island
- Visit Ten Thousand Islands


