Winston Waterways Trip

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Price found within the past 48 hours. Click for updated prices.
Hollywood Beachside Boutique Suites

Hollywood Beachside Boutique Suites

3 out of 5
Hollywood Beach
Price was ₹61,290, price is now ₹45,906 per person
₹45,906
per person
20 Apr - 24 Apr
found 16 hours ago
Return direct flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (3,270 reviews)
Staff was nice. Room was clean. Directly across from GG’s, Georgio’s and the gorgeous sunset. I was quite pleased with this property.

Reviewed on 1 Feb 2026

Soleado Hotel

Soleado Hotel

3 out of 5
East Fort Lauderdale
Price was ₹85,198, price is now ₹61,302 per person
₹61,302
per person
20 Apr - 24 Apr
found 16 hours ago
Return direct flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (642 reviews)
We would recommend Soleado. It's perfect for two ppl. The rooms were very clean and spacious. It is a 4 minute walk to the beach. 2 beach chairs and 4 beach towels were provided. There are restaurants within walking distance. Pool area is lovely. The only negatives for us were that you could not flush toilet paper in the toilet - it had to go in a waste can; the other was that while housekeeping did make the bed, take trash and handle towel service every day, nothing else was done (sweeping, wiping up in bathroom, replenish shampoo, soap, etc.

Reviewed on 29 Jan 2026

Embassy Suites by Hilton Fort Lauderdale 17th Street

Embassy Suites by Hilton Fort Lauderdale 17th Street

3.5 out of 5
East Fort Lauderdale
Price was ₹86,747, price is now ₹63,195 per person
₹63,195
per person
20 Apr - 24 Apr
found 16 hours ago
Return direct flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (674 reviews)
The room was clean and the amenities are wonderful. I hope definitely stay here again!

Reviewed on 31 Jan 2026

Beachcomber Resort & Club

Beachcomber Resort & Club

4 out of 5
Price was ₹81,664, price is now ₹62,666 per person
₹62,666
per person
20 Apr - 24 Apr
found 16 hours ago
Return direct flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (2,028 reviews)
Great stay and location. Wonderful live music

Reviewed on 31 Jan 2026

Pier Sixty-Six (Pier 66)

Pier Sixty-Six (Pier 66)

5 out of 5
East Fort Lauderdale
Save 100% on your flight
Price was ₹165,602, price is now ₹127,580 per person
₹127,580
per person
20 Apr - 24 Apr
found 16 hours ago
Return direct flight included
Boston (BOS) to Miami (MIA)
9.8/10 Exceptional! (273 reviews)
The property is beautiful. The staff excellent! Had a wonderful time!

Reviewed on 27 Jan 2026

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
Safety Harbor, Florida

Rock Harbor

1 out of top 10 points of interest in this area

While there might not be top attractions in Rock Harbor, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.

Find hotels in Rock Harbor

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 ₹16,622 per night from 2 Feb to 3 Feb
₹16,622
₹23,874 total
2 Feb - 3 Feb
includes taxes & fees
9.2/10 Wonderful! (1,652 reviews)
Awesome place!!

Reviewed on 30 Jan 2026

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 ₹14,655 per night from 3 Feb to 4 Feb
₹14,655
₹19,075 total
3 Feb - 4 Feb
includes taxes & fees
8.4/10 Very Good! (1,703 reviews)
Clean room, excellent location.

Reviewed on 31 Jan 2026

Marina Del Mar Resort and Marina
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 ₹28,425 per night from 2 Feb to 3 Feb
₹28,425
₹35,658 total
2 Feb - 3 Feb
includes taxes & fees
9.2/10 Wonderful! (1,337 reviews)
Yes

Reviewed on 26 Jan 2026

Reefhouse Resort & Marina
See all 2,327 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 ₹45,906, 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.