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.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $77,019, price is now CA $38,869 per person
CA $38,869
per person
Jan 1 - Jan 8
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) 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
Avi Lux Stay
East Fort Lauderdale
Save 100% on your flight
Price was CA $2,433, price is now CA $1,315 per person
CA $1,315
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
7.6/10 Good! (10 reviews)
If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.
Reviewed on Aug 28, 2025
Hotel Riu Plaza Miami Beach
Mid Beach
Save 100% on your flight
Price was CA $1,931, price is now CA $1,137 per person
CA $1,137
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very good! (1,220 reviews)
The property is a great view but the toilet in my beachfront view room did not work, Elevator was not working, Staff member who was also waiting for elevator said the elevators has been a issue for months.Having to use stairs with travel luggage is bad
Reviewed on Oct 28, 2026
Sugarloaf Key Hotel Deals
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (660 reviews)
"The property is well maintained with a beautiful pool and bar area. The bed was comfortable and private We enjoyed sitting out on our balcony while watching the sun set. The staff kept us informed of the daily activities and answered any questions. The kitchenette afforded us family meals and family ..."
Reviewed on Oct 27, 2026
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9.2/10 Wonderful! (37 reviews)
"Staff were amazing, very accommodating and quick to assist during “king tide” Bed super comfortable, Linens and towels clean walls do require some washing Did not use pool or extras"
Reviewed on Oct 26, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $301 per night from Nov 29 to Nov 30
CA $301
CA $427 total
Nov 29 - Nov 30
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
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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.
