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.
Holiday Isle Yacht Club

Holiday Isle Yacht Club

2.5 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Jun. 28 - Jul. 2
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
9.2/10 Wonderful! (71 reviews)
Very nice place to stay near the beach l, very beautiful view of bay from room balcony

Reviewed on May 27, 2024

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Aug. 21 - Aug. 26
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
9/10 Wonderful! (1,006 reviews)
I really appreciate how friendly the staff was. The hotel atmosphere is so calming .. definitely will book at 1 hotel again when am in Miami as it was a great experience that I will never forget

Reviewed on May 28, 2024

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
Aug. 3 - Aug. 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8/10 Very Good! (1 review)
Isle of Venice

Isle of Venice

3 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Jul. 2 - Jul. 9
found 13 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
9.8/10 Exceptional! (78 reviews)
Exelent perfect for family , time to relax

Reviewed on May 14, 2024

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Jul. 12 - Jul. 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8.4/10 Very Good! (1,017 reviews)
Such a beautiful property- all the staff was great from desk to restaurants

Reviewed on May 26, 2024

Sugarloaf Key Hotel Deals

Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key Hotel at KOA Resort
2 out of 5
251 Co Rd 939, Summerland Key, FL
9.6/10 Exceptional! (152 reviews)
"Stayed for a business trip and it was clean, comfortable, the staff is very friendly, a beautiful unit with a big balcony to relax and have a nice breakfast, lunch, or dinner, with comfy chairs and spacious table. The bathroom was updated as well as the whole unit. Very big and clean! We took our ..."

Reviewed on May 24, 2024

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Sugarloaf Key Hotel at KOA Resort
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,520 reviews)
Nice time few hiccups
"A beautiful property. Our 2nd time visiting for our Anniversary. Was extremely disappointed upon check in they put us in building 4. Not good. It’s totally disconnected from vibe of hotel. I had asked early on for other building. They were able to switch us over to different room next day. Dirty ..."

Reviewed on May 25, 2024

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Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,763 reviews)
"Great hotel, I would come back anytime."

Reviewed on May 24, 2024

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Margaritaville Beach House Key West
See all 3,339 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

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 $618. 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.

Discover the most popular places to visit in Sugarloaf Key

Image for Key West Golf Club

Key West Golf Club

3/5(3 reviews)

Play a round of golf in Key West at Key West Golf Club, and enjoy other activities such as boating. Amble around the area's seaside or seek out the biking trails.

Key West Golf Club
Image for Florida Keys Beaches

Florida Keys Beaches

4.5/5(29 reviews)

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Florida Keys Beaches
Image for Stock Island Yacht Club & Marina

Stock Island Yacht Club & Marina

4.5/5(94 reviews)

Explore the waterfront of Stock Island Yacht Club & Marina and enjoy activities such as boating in Key West. Discover the area's beautiful sunsets and lively bars.

Stock Island Yacht Club & Marina

What to do in Sugarloaf Key

Image for Sandbar Snorkel in the backcountry of Key West

Sandbar Snorkel in the backcountry of Key West

CA $812
Per adult
Sandbar Snorkel in the backcountry of Key West
Image for Key West Tiki Bar Boat Cruise to a Popular Sand Bar

Key West Tiki Bar Boat Cruise to a Popular Sand Bar

CA $765
Per adult
Key West Tiki Bar Boat Cruise to a Popular Sand Bar
Image for Private Sandbar Adventure in Key West Backcountry

Private Sandbar Adventure in Key West Backcountry

CA $609
Per adult
Private Sandbar Adventure in Key West Backcountry
See all activities in Sugarloaf Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.