Winston Waterways Holidays

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Price found within the past 48 hours. Click for updated prices.
President Hotel

President Hotel

3.5 out of 5
South Beach
Price was €1,072, price is now €768 per person
€768
per person
10 Oct - 15 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Miami (MIA)
8.4/10 Very Good! (1,779 reviews)
I absolutely love the president’s hotel. I actually stay there every time I go to Miami.

Reviewed on 2 Sep 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was €1,405, price is now €856 per person
€856
per person
10 Oct - 15 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Miami (MIA)
8.2/10 Very Good! (946 reviews)
Was going to rent a car but I’m so glad I didn’t. We Uber the whole time. Traffic was crazy fast. Seth stay was everything. Shopping was also everything.

Reviewed on 2 Sep 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Price was €1,793, price is now €1,164 per person
€1,164
per person
10 Oct - 15 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Miami (MIA)
9.2/10 Wonderful! (3,330 reviews)
Good service by staff

Reviewed on 2 Sep 2025

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Price was €1,580, price is now €1,113 per person
€1,113
per person
10 Oct - 15 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Miami (MIA)
8.2/10 Very Good! (6,915 reviews)
We paid extra for an ocean balcony. However it was not ocean front. It was ocean view. Also the people who were in the room next to us smoked and vaped on the balcony so everytime we wanted to sit outside they were out smoking and vaping so we had to go back inside because of the smell. Also there should be a designated smoking area at the pool. Too many cigarettes and cigars all around. They were letting people smoke cigars wile in the pool. Gross

Reviewed on 2 Sep 2025

Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Mid Beach
Price was €1,492, price is now €1,080 per person
€1,080
per person
10 Oct - 15 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Miami (MIA)
8.4/10 Very Good! (2,903 reviews)
The beach view from my room

Reviewed on 2 Sep 2025

Where to stay in Winston Waterways

Find the best Winston Waterways areas and neighborhoods for the activities you enjoy most. Learn more about Winston Waterways
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Key Largo Village

When in Key Largo Village, you can plan a visit to Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park, some noteworthy sights in the nearby area.

Find hotels in Key Largo Village

Top hotels in Winston Waterways

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is €166 per night from 4 Sept to 5 Sept
€166
4 Sept - 5 Sept
includes taxes & fees
Chesapeake Beach Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is €291 per night from 9 Sept to 10 Sept
€291
9 Sept - 10 Sept
includes taxes & fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

3 out of 5
99701 Overseas Hwy, Key Largo, FL
Fully refundable
The price is €135 per night from 14 Sept to 15 Sept
€135
14 Sept - 15 Sept
includes taxes & fees
Holiday Inn Key Largo by IHG
See all 2,265 properties in Winston Waterways
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.

Frequently asked questions

How much does a Winston Waterways holiday package cost?
Our Winston Waterways holiday packages, which start at just €768, are the perfect way to save precious money. Choose your preferred flights, hotels and rental cars to create a personalized escape.
How do I get a cheap travel package to Winston Waterways?
If you love scoring a bargain, bundle your bookings into a Winston Waterways holiday package. Whether you need hotels, flights, tours or rental cars, you can browse and book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 hotel options all over the world to pick from. Fly with who you prefer, stay where you like and save your hard-earned money — now that's the perfect escape!
Where should I stay in Winston Waterways?
With loads to discover in Winston Waterways, it'd be convenient for you to lock in a hotel close to its attractions. Jimmy Johnsons Big Chill, Caribbean Club Bar and MarineLab Undersea Laboratory are some fascinating ones to put on your to-do list.
How far in advance should I book my Winston Waterways holiday?
Search Expedia to compare international flights as soon as possible. You can normally purchase a ticket up to a year in advance. If it's too early for your preferred carrier, or you've left things to the last minute, don't despair. Cheap tickets to Winston Waterways sometimes emerge just weeks before the date of departure.
What does an Expedia Winston Waterways travel package include?
Select from any combination of flights, rental cars and hotels. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That's possible too. The choice is yours when it comes to arranging your dream Winston Waterways getaway.
What should I know before booking a Winston Waterways travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and score fantastic discounts. Hotels aren't your only choice, though. Book with us and take your pick of island resorts, cabins in the mountains and even ranches and treehouses!
Can I choose my airline with a Winston Waterways Expedia holiday package?
Most definitely. Expedia has access to more than 550 airlines all over the world, so you can customize your Winston Waterways holiday according to your travel needs.
If I'm not able to travel, can I cancel my Winston Waterways holiday package?
You can. We realise life happens, so we're happy to help if you need to make changes to your Winston Waterways holiday package. It may be possible to cancel or change your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.