Upper Sugarloaf Key Tours and Activities
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Price found within the past 48 hours. Click for updated prices.
Creekside Inn
Price was CA $1,739, price is now CA $990 per person
CA $990
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
7.8/10 Good! (1,027 reviews)
Hotel is 2 separate buildings, one down the street which we were in but not notified about prior. This building appears to be under renovation without a pool or water view. All rooms are along busy, loud A1A. AC barely work and water pressure is minimal.
Reviewed on Mar 25, 2026
Cavalier Hotel South Beach
South Beach
Price was CA $3,026, price is now CA $1,612 per person
CA $1,612
per person
May 4 - May 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.6/10 Excellent! (1,007 reviews)
Everything was perfect . I would stay there again
Reviewed on Mar 16, 2026
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4.5/5(31 reviews)
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Shark Key
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Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Venture Key
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Crab Key
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Best Lodging Options Near Upper Sugarloaf Key
Check availability on hotels close to Upper Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Pelico Palms Estate.
Monroe County FL
The Sunset Suites of Pelico Palms
Monroe County FL
Starlight Serenity - Hideaway w Stunning Views
Summerland Key FL
Waterfront, Pet Friendly - Loggerhead Lagoon
Sugarloaf Key FL
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Summerland FL
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
Upper Sugarloaf Key FL
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Oceanside, pet friendly, smart home with plenty of paddle equipment
Cudjoe Key FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.