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.
Riverside Hotel

Riverside Hotel

3.5 out of 5
East Fort Lauderdale
per person
Oct 24 - Oct 28
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
9/10 Wonderful! (2,401 reviews)
A great stay! Beds are a little firm, bathrooms a little small and the parking garage elevator being serviced were all outdone by the excellent service and quaintness for this hotel.

Reviewed on Jul. 28, 2025

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
per person
Oct 19 - Oct 25
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
5.8/10 (303 reviews)
It was great for beach access. Nothing in our room worked. Coffee pot was broke. Stove was broke. We had to switch on and off the breakers to use it. Toilet would tflush half the time.

Reviewed on Jun. 21, 2025

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
per person
Oct 24 - Oct 28
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (1,119 reviews)
The hotel overall aesthetics was very nice. The parking charge was steep. The pool area is limited & fills up quickly. The staff was absolutely fantastic & really what makes this place stand out from others. Everyone I encountered was so friendly & helpful. Especially the hard working beach staff. I didn't use their internet while there so can't comment on it. Bed was standard comfortable. Minor things that bothered me was a roach in my bathroom the first night but it's Florida in the summer. It was just one. It happens, I guess. The cloth couch cushion had a questionable stain. I flipped it over & avoided it. The towels had a weird smell.

Reviewed on Jul. 29, 2025

Aloha Fridays

Aloha Fridays

3 out of 5
South Beach
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
8.4/10 Very Good! (36 reviews)
Friendly and kind staff. (that was the highlight) Nice room. Great location.

Reviewed on Jul. 26, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very Good! (1 review)

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Sugarloaf Key Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Aug 18 to Aug 19
CA $185
CA $278 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very Good! (1,386 reviews)
"I liked everything except the parking fee of $25.00 each night. I loved the towels and bed. I wished there’s a microwave and a bigger refrigerator."

Reviewed on Jul. 27, 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $254 per night from Aug 25 to Aug 26
CA $254
CA $378 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (2,650 reviews)
"Stay was good but we expected the private beach and it was not clean due to seaweeds so we couldn't use at all. The only reason we booked that hotel due to private beach access which was not available. Otberwise everything was good."

Reviewed on Jul. 27, 2025

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 4 to Aug 5
CA $174
CA $274 total
Aug 4 - Aug 5
includes taxes & fees
7.6/10 Good! (1,494 reviews)
"This property is amazing and has everything you need. We will be back."

Reviewed on Jul. 25, 2025

Blue Flamingo Resort Key West
See all 3,477 properties in Sugarloaf Key
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Sugarloaf Key

Private Sandbar Adventure in Key West Backcountry

Private Sandbar Adventure in Key West Backcountry

CA $683
per traveller
Private Sandbar Adventure in Key West Backcountry
Sandbar Fun - Tiki Style

Key West Tiki Bar Boat Cruise to Popular Sand Bar

CA $771
per traveller
Key West Tiki Bar Boat Cruise to Popular Sand Bar
See all activities in Sugarloaf Key

Frequently asked questions

How much does a Sugarloaf Key vacation package cost?
We make it simple to explore the world, with Sugarloaf Key vacation packages starting from just CA $699. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a couple of experiences and tours to your itinerary?
How do I get a cheap travel package to Sugarloaf Key?
Bundle your hotels and flights with Expedia to save big bucks on your next exciting adventure. With more than 550 airlines and 1,000,000 hotels across the globe, your Sugarloaf Key vacation package can be customized exactly to suit your budget. With all that extra cash, why not add one or more awesome experiences and tours? It's an easy way to unlock even more discounts. Your dream getaway to Sugarloaf Key is much closer than you thought!
Where should I stay in Sugarloaf Key?
It makes sense to stay near the action. Many travelers favor hotels around popular sights, like Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound.
What are the top hotels in Sugarloaf Key?
Sugar Loaf Lodge and Palms Resort - Green House are both well-liked options in the neighborhood of Sugarloaf Shores. If you want to stay in the Lower Sugarloaf Key area, consider getting a room at Paradise Found On Sugarloaf Key Please Call 704 or Tiki Palms - Amazing 4 Bedroom Sugarloaf Key Canal Home.
How far in advance should I book my Sugarloaf Key vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. Many air carriers display prices up to 12 months in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Sugarloaf Key are still known to appear in the weeks leading up to departure.
What does an Expedia Sugarloaf Key travel package include?
Expedia has everything you need to plan your Sugarloaf Key trip, but how you structure your package is your choice. Pick from any combination of rental cars, hotels and flights. After some tours or activities to keep you on the go? Once you've made your booking, you can add them too. Whatever your style or budget, there's a package to match your needs.
What should I know before booking a Sugarloaf Key travel package?
Bundling your bookings into a Sugarloaf Key vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
If I'm not able to travel, can I cancel my Sugarloaf Key vacation package?
Don't worry if you're rethinking your Sugarloaf Key vacation package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We know life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.