Sugarloaf Key Vacation Packages
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Your Sugarloaf Key Vacation
From its highlights to its hidden gems, this city is best explored with a Sugarloaf Key vacation package. Check out hotels located in Sugarloaf Shores, which is good for families, fishing and views. Make your trip to Sugarloaf Key even more exciting by including some sightseeing. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are among the major attractions you'll want to explore. No matter your travel plans or budget, putting together the ultimate tailored Sugarloaf Key vacation is simple with Expedia.
Top Sugarloaf Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Broadway Suites Downtown by RocketStay
Coral Way
Price was CA $1,857, price is now CA $963 per person
CA $963
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.6/10 Excellent! (230 reviews)
Affordable hotel near downtown Miami. Convenient check-in and quick communication with the host!
Reviewed on Nov 4, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $31,504, price is now CA $14,782 per person
CA $14,782
per person
Jan 24 - Jan 29
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Miami Vacation Rentals - District 225
Downtown Miami
Price was CA $3,595, price is now CA $1,938 per person
CA $1,938
per person
Jan 23 - Jan 30
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
9/10 Wonderful! (6 reviews)
The apartment had not been cleaned thoroughly. The bed sheets were not clean and the floor was dirty.
I would appreciate it if the cleaning could be done more carefully in the future.
Reviewed on Sep 7, 2026
Sugarloaf Key Hotel Deals
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (668 reviews)
"very clean and nice!!!"
Reviewed on Nov 8, 2026
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9.2/10 Wonderful! (41 reviews)
"Clean and quiet bungalow that is convenient to Key West but far enough away to enjoy the quiet."
Reviewed on Nov 4, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $324 per night from Nov 18 to Nov 19
CA $324
CA $453 total
Nov 18 - Nov 19
includes taxes & fees
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.
What to do in Sugarloaf Key
Discover US East Coast Self Guided Audio Tour
CA $205
per traveller
Private Sandbar Adventure in Key West Backcountry
CA $707
per traveller
Private Luxury Sandbar Excursion in Key West
CA $1,697
per traveller
Frequently asked questions
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- Visit Big Torch Key
- Florida Keys Eco - Discovery Center
- Anne's Beach
- Clarence S. Higgs Memorial Beach Park
- Visit Ramrod Key
- Marathon Vacations
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- Calusa Beach
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- Seven Mile Bridge
- Harry S. Truman Little White House
- Crane Point Museum and Nature Center
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- Southernmost Point
- Sunset Park Beach
- Curry Hammock State Park
- Sombrero Beach
- Visit Boca Chica Key
- Visit Big Pine Key
- South Beach
- Visit Little Torch Key
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- Key West Lighthouse and Keeper's Quarters Museum
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
