Upper Sugarloaf Key Tours and Activities
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Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
South Beach
Price was NZ$4,039, price is now NZ$3,145 per person
NZ$3,145
per person
20 Aug - 24 Aug
found 6 hours ago
Return flight included
Auckland (AKL) to Miami (MIA)
8.6/10 Excellent! (1,002 reviews)
The staff were incredibly helpful, kind and attentive. I can’t say enough kind words about them, everyone you meet is happy to elevate your stay. It’s a boutique hotel and its charm is beautiful. We loved everything about the visit.
Reviewed on 2 June 2026
Popular places to visit
Florida Keys Beaches
5/5(1 review)
Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Shark Key
Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the great live music and beautiful sunsets.
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.
Top Upper Sugarloaf Key Hotel & Accommodation Deals
Check availability on hotels close to Upper Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9BR Estate | 3 Homes/2 Pools/Hot tub -30 Min to KW
Monroe County FL
Private Pool Oasis — 3 King Suites | 30 Min to Key West
Monroe County FL
Starlight Serenity - Hideaway with Stunning Views
Summerland Key FL
Starlight Serenity - Hideaway w Stunning Views
Summerland Key FL
Sublimely private luxury home with enveloping oceanfront views near Key West
Sugarloaf Key FL
Waterfront, Pet Friendly - Loggerhead Lagoon
Sugarloaf Key FL
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
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.