Sugarloaf Key Holidays from £975

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Your Sugarloaf Key Holiday

From its highlights to its hidden gems, this city is best explored with a Sugarloaf Key holiday package. Find somewhere to stay in Breezeswept Beach Estates, which is good for adventure sports, fishing and watersports. A trip to Sugarloaf Key is a wonderful opportunity to do a bit of sightseeing. Be sure to stop by renowned attractions like Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound. Expedia has what you need to escape your routine. Tailor your holiday to Sugarloaf Key to suit your travel style, whatever that may look like.

The Latest Sugarloaf Key Holiday Deals

Prices and availability subject to change. Additional terms may apply.
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
29 May - 3 Jun
Return direct flight included
London (LHR) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
5 Jun - 12 Jun
Return direct flight included
London (LHR) to Miami (MIA)
9/10 Wonderful! (1,012 reviews)
Staff is wonderful and the food and drinks were great. Highly recommend.

Reviewed on 24 Apr 2024

Carillon Miami Wellness Resort

Carillon Miami Wellness Resort

5 out of 5
North Beach
Save 100% on your flight
per person
5 Jun - 12 Jun
Return flight included
London (LON) to Miami (MIA)
8.8/10 Excellent! (641 reviews)
There’s property was just beautiful. The pool was wonderful and the rooms are gorgeous. We had an ocean view and enjoyed it.

Reviewed on 2 Apr 2024

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
29 May - 3 Jun
Return direct flight included
London (LHR) to Miami (MIA)
8.2/10 Very Good! (1,000 reviews)
We stayed one night to catch a cruise ship. The desk manager was so nice. We were very early, so we only expected to check our luggage and walk around , but he found us a room to go ahead and check in right away. We loved the art deco hotel, and later found out it was in the movie "Birdcage," Our room was comfortable and quiet.

Reviewed on 21 Apr 2024

Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Save 100% on your flight
per person
5 Jun - 12 Jun
Return direct flight included
London (LHR) to Miami (MIA)
8.4/10 Very Good! (1,022 reviews)
Concierge Caesar was very friendly and there to welcome us when we arrived. Took care of our luggage and getting our car valet parked. Our room was interestingly shaped and quite spacious . And the bed was one of the most comfortable ones we have had in a hotel. We had a room at the back of the hotel and although the view was missing the quiet more than made up for it. We would definitely go back.

Reviewed on 23 Apr 2024

EAST Miami

EAST Miami

4.5 out of 5
Downtown Miami
Save 100% on your flight
per person
5 Jun - 12 Jun
Return direct flight included
London (LHR) to Miami (MIA)
8.8/10 Excellent! (2,397 reviews)
It was my 4th time staying at East Miami hotel. However, it was the best experience at checkin because of Eugene. He was the most helpful person.

Reviewed on 24 Apr 2024

Sugarloaf Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Florida Keys Beaches, Boca Chica Nude Beach and Sugarloaf Beach

Our pick of the best Sugarloaf Key Hotel Deals

Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking and breakfast. Our guests praise the pool and the bar in their reviews. ...
8.6/10 Excellent! (1,427 reviews)
"The pool and bar area is fabulous! We enjoyed wonderful food and drinks and the staff was wonderful. The shuttle allows for easy trips downtown. We opted for the room with a bunk bed and pull out couch for the kids and it worked out great. Hunting for curly tailed lizards and iguanas kept the boys ..."

Reviewed on 24 Apr 2024

Havana Cabana at Key West
Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key Hotel at KOA Resort
2 out of 5
251 Co Rd 939, Summerland Key, FL
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking and a private beach. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
9.6/10 Exceptional! (117 reviews)
"Loved the stay! Everything was perfect"

Reviewed on 22 Apr 2024

Sugarloaf Key Hotel at KOA Resort
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a beach locale and 2 poolside bars. Our guests praise the pool and the bar in their reviews. ...
8.2/10 Very Good! (1,814 reviews)
"Great location!!"

Reviewed on 24 Apr 2024

Southernmost Beach Resort
See all 3,321 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Sugarloaf Key travel package cost?
From as little as £975. Yes, you read that correctly. Our Sugarloaf Key travel packages are a simple way to make your dollar go further. Bundle your favourite hotels, flights and rental car and get out and see this exciting destination.
If I'm not able to travel, can I cancel my Sugarloaf Key travel package?
We totally get that sometimes life doesn’t go according to plan. If you’ve locked in a Sugarloaf Key travel package and need to change or cancel it, we’re here to help. We suggest browsing our Customer Service Portal first for information. But in general, if you’ve taken out your package within 24 hours, you may be able to cancel or change your itinerary for free. If it’s more than 24 hours, your hotel, airline or car rental company may impose a fee.
How do I get a cheap travel package to Sugarloaf Key?
Bundle your bookings with Expedia to save big bucks on your next getaway. With over 550 air carriers and 1,000,000 properties across the globe, your Sugarloaf Key travel package can be customized exactly to suit your budget. With all those extra dollars, why not throw in some interesting tours and activities? It’s an easy way to unlock even more bargains. Your dream getaway to Sugarloaf Key is much closer than you thought!
Does Expedia offer Book Now, Pay Later Sugarloaf Key holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway a bit easier on the wallet. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more cash to spend while you’re travelling. Klarna has several payment plans to choose from, so you’re sure to find something that suits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that fit all budgets, so you can take that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your holiday across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that “book now” button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in Sugarloaf Key?
You’ll want to stay where the action is. Many visitors favor hotels within easy reach of top attractions, such as Florida Keys Beaches, Upper Sugarloaf Key and Upper Sugarloaf Sound.
What are the top hotels in Sugarloaf Key?
Many people visiting Sugarloaf Key often stay in Sugarloaf Shores. Sugar Loaf Lodge and Palms Resort - Green House are popular options in this neighbourhood. But it’s not the only happening place in town! Lower Sugarloaf Key is also a top area and where you’ll find Sugar Loaf Lodge and Palms Resort - Green House.
How far in advance should I book my Sugarloaf Key holiday?
Travellers are usually able to browse international airfares on Expedia up to a year in advance of departure. Booking last minute? With a stroke of luck, it’s still possible to purchase a cheap ticket just weeks before your flight.
What does an Expedia Sugarloaf Key travel package include?
That’s up to you. You can select from a range of Sugarloaf Key packages, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a rental car with a flight. Once you’ve made your booking, you can add the fun stuff like activities and experiences. Whatever your ideal Sugarloaf Key getaway looks like, get set to save!
What should I know before booking a Sugarloaf Key travel package?
Bundling your bookings into a Sugarloaf Key travel package is the most convenient way to organise your trip. Not only that, you’ll get great discounts when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with a Sugarloaf Key Expedia travel package?
You can. We have more than 550 airline partners all over the world, so go with the carrier that best suits your travel needs.

Discover the most popular places to visit in Sugarloaf Key

Image for Key West Golf Club

Key West Golf Club

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 cycling trails.

Key West Golf Club
Image for Florida Keys Beaches

Florida Keys Beaches

4.5/5(12 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(38 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

Unmissable things to do in Sugarloaf Key

Image for Half Day Charter Sandbar Snorkeling and EcoTour Adventure

Half Day Charter Sandbar Snorkeling and EcoTour Adventure

£594
Per adult
Half Day Charter Sandbar Snorkeling and EcoTour Adventure
Image for Full Day Charter Snorkeling Sandbar and Eco Safari Adventure

Full Day Charter Snorkeling Sandbar and Eco Safari Adventure

£712
Per adult
Full Day Charter Snorkeling Sandbar and Eco Safari Adventure
Image for Guided Clear Kayak Eco-Tour Near Key West

Guided Clear Kayak Eco-Tour Near Key West

£59
Per adult
Guided Clear Kayak Eco-Tour Near Key West
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. Flight-inclusive packages are ATOL protected.