Winston Waterways Holidays from AU$1,000

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Your Winston Waterways Holiday

Planning your next travel adventure just got a lot easier with a holiday package to Winston Waterways. Immerse yourself in the very best this neighbourhood has to offer while creating fond memories you'll replay for years. Begin your trip to Winston Waterways by visiting nearby attractions such as Jimmy Johnsons Big Chill, John Pennekamp Coral Reef State Park and Caribbean Club Bar. Don't just imagine it — make it happen! Book your perfect Winston Waterways holiday with Expedia and experience travel your way.

Top Holiday Package Deals in Winston Waterways

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

Casa Boutique Hotel

3 out of 5
South Beach
Save 100% on your flight
per person
7 Feb - 11 Feb
found 22 hours ago
Return direct flight included
Toronto (YTO) to Miami (MIA)
9/10 Wonderful! (1,058 reviews)
Surprising neat. The welcome wine at the room was a nice touch.

Reviewed on 14 Nov. 2024

Carillon Miami Wellness Resort

Carillon Miami Wellness Resort

5 out of 5
North Beach
Save 100% on your flight
per person
7 Feb - 11 Feb
found 22 hours ago
Return direct flight included
Toronto (YTO) to Miami (MIA)
8.8/10 Excellent! (674 reviews)
I loved the small details. They knew it was my birthday and sent a cake to the room so sweet.

Reviewed on 4 Nov. 2024

Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Save 100% on your flight
per person
7 Feb - 11 Feb
found 22 hours ago
Return direct flight included
Toronto (YTO) to Miami (MIA)
8.4/10 Very Good! (1,154 reviews)
Love the comfortable accommodations and the staff is friendly and helpful

Reviewed on 15 Nov. 2024

Boulan South Beach

Boulan South Beach

4.5 out of 5
South Beach
Save 100% on your flight
per person
7 Feb - 11 Feb
found 22 hours ago
Return direct flight included
Toronto (YTO) to Miami (MIA)
8.2/10 Very Good! (1,016 reviews)
What we liked: the area around the hotel was a great location for the beach and other activities. The room itself had the potential to be great, and the towels were good. What we didn’t like: the condition of the room was quite poor. A lot of the skirting boards, fixtures and bed frame were clearly old and not in good condition. The room itself just wasn’t in a great condition. Other than that it was good.

Reviewed on 11 Nov. 2024

Hotel AKA Brickell

Hotel AKA Brickell

5 out of 5
Downtown Miami
Save 100% on your flight
per person
7 Feb - 11 Feb
found 22 hours ago
Return direct flight included
Toronto (YTO) to Miami (MIA)
9/10 Wonderful! (624 reviews)
No welcome cocktail as promised. But otherwise was smooth.

Reviewed on 13 Nov. 2024

Our guide on 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 Jacob's Aquatic Center, some noteworthy sights in the nearby area.

Find hotel + flight trips in Key Largo Village

Our pick of the best Winston Waterways Hotel Deals

Marina Del Mar Resort and Marina
Marina Del Mar Resort and Marina
2.5 out of 5
527 Caribbean Drive, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 27 Nov to 28 Nov
AU$192
includes taxes & fees
27 Nov - 28 Nov
8.2/10 Very Good! (1,205 reviews)
"Great location for the views! Off the main road so it wasn't that loud. Beds were great, pillows, so-so."

Reviewed on 13 Nov. 2024

Marina Del Mar Resort and Marina
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 AU$548 per night from 1 Dec to 2 Dec
AU$548
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (1,002 reviews)
Love this hotel will come back!
"This was our second trip and well worth coming back! Love that we can bring the pup everywhere! Love how many trees are on property and so many shady secluded spots."

Reviewed on 12 Nov. 2024

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Holiday Inn Key Largo, an IHG Hotel
Holiday Inn Key Largo, an IHG Hotel
3 out of 5
99701 Overseas Hwy, Key Largo, FL
Fully refundable
The price is AU$296 per night from 27 Nov to 28 Nov
AU$296
includes taxes & fees
27 Nov - 28 Nov
8.2/10 Very Good! (1,005 reviews)
"Lovely groynds and comfortable room"

Reviewed on 9 Nov. 2024

Holiday Inn Key Largo, an IHG Hotel
See all 2,241 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Winston Waterways holiday package cost?
Our Winston Waterways holiday packages, which start at just AU$1,000, 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.