Winston Waterways Vacations from ￥259,504

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The Latest Winston Waterways Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Nomada Residences

Nomada Residences

4 out of 5
Northeast Miami
Price was ￥398,830, price is now ￥259,504 per person
￥259,504
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.2/10 Wonderful! (531 reviews)
Nice place. Better key / instructions at the beginning would have been my only big critique.

Reviewed on Nov 16, 2025

The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Save 100% on your flight
Price was ￥727,076, price is now ￥474,522 per person
￥474,522
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
19.2/10 Exceptional! (53 reviews)
Staff super friendly and welcoming and helpful, room ready

Reviewed on Nov 16, 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was ￥400,254, price is now ￥266,506 per person
￥266,506
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
17.2/10 Exceptional! (371 reviews)
Loved the hotel. Staff were very accommodating, amenities were lovely as was the food at the restaurants.

Reviewed on Nov 15, 2025

THesis Hotel Miami Coral Gables, Curio Collection by Hilton

THesis Hotel Miami Coral Gables, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was ￥463,724, price is now ￥311,012 per person
￥311,012
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (1,009 reviews)
Hotel was very clean. Staff was pleasant. And the surrounding neighborhood was beautiful

Reviewed on Nov 11, 2025

72 Park - Miami Beach by Nomada

72 Park - Miami Beach by Nomada

4.5 out of 5
North Beach
Price was ￥404,918, price is now ￥279,818 per person
￥279,818
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.8/10 Excellent! (64 reviews)
This place is beautiful and the views are spectacular! Our unit was very well laid out, stocked with everything you need but food and drinks. (I did see there is a service that could shop and stock up for you before the arrive) Great location, parking garage was appreciated! Having a washer and dryer was a wonderful perk. The only negative for us was the insulation was not great to keep out the noise of other units, traffic, sirens, road work, and so much honking that started early in the moring. Part of living in the city I suppose. Highly recommend! We would be glad to stay there again should we return to Miami Beach❤️

Reviewed on Nov 13, 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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Rock Harbor

1 out of top 10 points of interest in this area

While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.

Find hotels in Rock Harbor

Winston Waterways Hotel Deals

Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is ￥35,392 per night from Nov 18 to Nov 19
￥35,392
￥45,999 total
Nov 18 - Nov 19
includes taxes & fees
9.2/10 Wonderful! (1,318 reviews)
Great

Reviewed on Nov 10, 2025

Reefhouse Resort & Marina
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 ￥20,783 per night from Nov 17 to Nov 18
￥20,783
￥32,074 total
Nov 17 - Nov 18
includes taxes & fees
9.2/10 Wonderful! (1,564 reviews)
Nice place, good location, friendly staff, clean room, good food, beat views, easy access to pool and beach.

Reviewed on Nov 9, 2025

Chesapeake Beach Resort
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 ￥15,761 per night from Nov 20 to Nov 21
￥15,761
￥22,077 total
Nov 20 - Nov 21
includes taxes & fees
8.4/10 Very Good! (1,628 reviews)
Nice rooms facing the canal and marina. Staff were friendly.

Reviewed on Nov 15, 2025

Marina Del Mar Resort and Marina
See all 2,328 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 vacation package cost?
Our Winston Waterways vacation packages, which start at just ￥259,504, 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 vacation 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 vacation?
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 vacation package?
Most definitely. Expedia has access to more than 550 airlines all over the world, so you can customize your Winston Waterways vacation according to your travel needs.
If I'm not able to travel, can I cancel my Winston Waterways vacation package?
You can. We realize life happens, so we're happy to help if you need to make changes to your Winston Waterways vacation 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.