Sugarloaf Shores Holidays

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Your Sugarloaf Shores Holiday

Make travel planning simple by snapping up a holiday package to Sugarloaf Shores. We'll look after the finer points, so you can focus on enjoying everything this neighbourhood can offer. Eager to sightsee? Sugarloaf Beach and Upper Sugarloaf Sound are a couple of nearby attractions to swing by during your trip to Sugarloaf Shores. Don't just dream it — turn it into reality! Book your ultimate Sugarloaf Shores holiday with Expedia and enjoy travelling your way.

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jul 7 - Jul 17

    Cavalier Hotel South Beach + Flight

    South Beach
    10 nights
    3.5 star property
    8.6/10 - Excellent (1,002 reviews)
    "Customer service was excellent! The vibe was just as I would imagine for Miami.......Amazing"
    Reviewed May 28, 2026
    Return • London (LHR) - Miami (MIA)
    LHR - MIA • Direct MIA - LHR • Direct
    Save 100% on your flight
    £1,926
    £1,098
    per traveller
    found 1 day ago
    Cavalier Hotel South Beach
  • 3 outdoor pools
    Aug 6 - Aug 10

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    4 nights
    5.0 star property
    8.0/10 - 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 June 22, 2016
    Return • London (LHR) - Miami (MIA)
    LHR - MIA • Direct MIA - LHR • Direct
    £12,329
    £6,044
    per traveller
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Sun deck
    Jul 2 - Jul 16

    The Avenue Hotel Coral Gables + Flight

    Industrial Section
    14 nights
    2.5 star property
    9.4/10 - Exceptional (26 reviews)
    "Nice place"
    Reviewed May 11, 2026
    Return • London (LHR) - Miami (MIA)
    LHR - MIA • Direct MIA - LHR • Direct
    Save 100% on your flight
    £3,847
    £2,159
    per traveller
    found 1 day ago
    The Avenue Hotel Coral Gables
  • Outdoor pool, open 7:00 AM to 7:00 PM, pool loungers
    Jul 3 - Jul 10

    Miami Downtown Condos + Flight

    Downtown Miami
    7 nights
    5.0 star property
    8.2/10 - Very good (170 reviews)
    "We booked with guaranteed free parking in the price, but once we got there the host told us it was full and we had to pay to park, the host was rude and unhelpful about it. Check in was a hassle, and contacting him was just as difficult. Inside, it smelled like dog pee, the sheets were dirty, and we even found old underwear under the couch. We had to wash the sheets ourselves the next day. Overall, one of the worst experiences we’ve had very disappointing. I dont reccomend to anyone !"
    Reviewed May 27, 2026
    Return • Manchester (MAN) - Miami (MIA)
    MAN - MIA • 1 stop MIA - MAN • 1 stop
    Save 100% on your flight
    £2,569
    £1,495
    per traveller
    found 22 hours ago
    Miami Downtown Condos
  • View from room
    Jul 30 - Aug 9

    Hotel Riu Plaza Miami Beach + Flight

    Mid Beach
    10 nights
    4.0 star property
    8.0/10 - Very good (1,143 reviews)
    "Great location."
    Reviewed May 29, 2026
    Return • London (LHR) - Miami (MIA)
    LHR - MIA • 1 stop MIA - LHR • 1 stop
    Save 100% on your flight
    £2,694
    £1,582
    per traveller
    found 1 day ago
    Hotel Riu Plaza Miami Beach

Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores
Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Venture Key.

Find hotels in Cutthroat Harbor Estates

Top hotels in Sugarloaf Shores

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 £156 per night from 29 Jun to 30 Jun
£156
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (2,307 reviews)
"Very clean and well taken care of. Very family friendly. We will be back."

Reviewed on 29 May 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is £219 per night from 29 Jun to 30 Jun
£219
29 Jun - 30 Jun
includes taxes & fees
8.8/10 Excellent! (3,334 reviews)
"Great location, tough to get a lounger by the pool, but love the atmosphere!"

Reviewed on 29 May 2026

Southernmost Beach Resort and Guesthouses
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
The price is £239 per night from 8 Jun to 9 Jun
£239
8 Jun - 9 Jun
includes taxes & fees
8.8/10 Excellent! (1,803 reviews)
"We loved our stay! Would definitely be back again!"

Reviewed on 29 May 2026

Margaritaville Beach House Key West
See all 3,450 properties in Sugarloaf Shores
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 Shores travel package cost?
From just , you can build your own Sugarloaf Shores package the way you want. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Sugarloaf Shores travel package?
If your travel plans in Sugarloaf Shores have been upended, it's a relief to know that it is possible to cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. For more information, check our Customer Service Portal.
How do I get a cheap travel package to Sugarloaf Shores?
Crafting your own Sugarloaf Shores travel package with Expedia is a simple way to save. We have over 550 partner airlines and 1,000,000 hotels across the globe. With such a huge range to select from, you'll have no trouble creating your dream trip.
Does Expedia offer Book Now, Pay Later Sugarloaf Shores holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fantastic getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying a little each month sounds right for you, pick this option at checkout.
  • Pay in instalments holidays: If you'd like to pay off your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is much easier with this payment plan. Simply put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Sugarloaf Shores?
A holiday in Sugarloaf Shores isn't complete without checking out Upper Sugarloaf Key, Upper Sugarloaf Sound and Sugarloaf Beach. Spend your nights near these top sights and make sightseeing simple.
What are the top hotels in Sugarloaf Shores?
Get your trip off to a flying start by locking in a room at Sugar Loaf Lodge. It's one of most sought-after properties in Sugarloaf Shores. Another comfortable option is Palms Resort - Green House.
How far in advance should I book my Sugarloaf Shores holiday?
While prices do change, we generally advise booking your spot as soon as possible. Most international airfares can be compared on Expedia up to a year in advance. If circumstances have left you booking last minute, you may still get lucky. Cheap journeys to Sugarloaf Shores sometimes occur in the weeks prior to departure.
What does an Expedia Sugarloaf Shores travel package include?
Packages include hotels, rental cars and flights, but you can combine any of them to create your dream Sugarloaf Shores getaway. You can also add on some tours and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a Sugarloaf Shores travel package?
You can save big by combining your hotels, airfares and rental cars. Once you've made your booking, add on fun stuff like tours and activities. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Sugarloaf Shores Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our travel packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.

Things to do

Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

£41
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

£20
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

£53
per traveller
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
See all activities in Summerland Key

Explore a world of travel with Expedia

* 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.