Sugarloaf Key Holidays from £1,200

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Sugarloaf Key Holiday

From its highlights to its hidden gems, this city is best explored with a Sugarloaf Key holiday 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 holiday is simple with Expedia.

Top Sugarloaf Key Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Save 100% on your flight
per person
13 Oct - 20 Oct
found 2 hours ago
Return direct flight included
London (LGW) to Miami (MIA)
9.2/10 Wonderful! (3,202 reviews)
A perfect stay for shooing dining

Reviewed on 29 Jul 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
4 Oct - 11 Oct
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
13 Oct - 20 Oct
found 2 hours ago
Return direct flight included
London (LGW) to Miami (MIA)
9.4/10 Exceptional! (1,212 reviews)
loved everything about it

Reviewed on 28 Jul 2025

EAST Miami Residences

EAST Miami Residences

5 out of 5
Downtown Miami
Save 100% on your flight
per person
4 Oct - 11 Oct
found 1 day ago
Return flight included
London (LHR) to Miami (MIA)
9/10 Wonderful! (64 reviews)
No me gustó el sector ya que hay mucho ruido en la calle motos carros acelerando No deja dormir La habitación me gustó bastante pero no logré Disfrutarla

Reviewed on 23 May 2025

Villa Velvet

Villa Velvet

5 out of 5
Save 100% on your flight
per person
4 Oct - 11 Oct
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
No reviews

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

Top hotels in Sugarloaf Key

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 £151 per night from 19 Aug to 20 Aug
£151
19 Aug - 20 Aug
includes taxes & fees
8.4/10 Very Good! (1,394 reviews)
"Loved the room! So big and spacious. The room we had 123 had stainless steel pans and not many, basically impossible to cook with and not burn. Everything else was awesome. Call in plenty of time if you need ice. Pool was awesome and opened 24/7."

Reviewed on 28 Jul 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 £206 per night from 25 Aug to 26 Aug
£206
25 Aug - 26 Aug
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 27 Jul 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 £145 per night from 28 Aug to 29 Aug
£145
28 Aug - 29 Aug
includes taxes & fees
7.6/10 Good! (1,487 reviews)
"Good value for your money, convenient location and a friendly, welcoming staff. As a pet friendly resort, perhaps in the future have a couple of dog friendly entertainment areas on the resort so owners and their fur babies can spend time together."

Reviewed on 29 Jul 2025

Blue Flamingo Resort Key West
See all 3,496 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

What to do in Sugarloaf Key

A fun-filled adventure for the whole family

Guided Clear Kayak Eco-Tour Near Key West

£58
per adult
Guided Clear Kayak Eco-Tour Near Key West
Private Sandbar Adventure in Key West Backcountry

Private Sandbar Adventure in Key West Backcountry

£368
per traveller
Private Sandbar Adventure in Key West Backcountry
Sandbar Fun - Tiki Style

Key West Tiki Bar Boat Cruise to Popular Sand Bar

£416
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 travel package cost?
From as little as £1,200. 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.

* 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.