Title: Windley Key Fishing Vacations 2026 | Expedia.com

![](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Windley Key Fishing Vacations

## Book a Fishing Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
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Better together  
Save up to $1,045 when you book a flight and hotel together\*
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Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
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Rest easy  
Plan, book, and manage your trip all in one place

## Top Fishing vacation packages in Windley Key

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

![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Villas At Hawks Cay Resort

Save 100% on your flight

$1,228

per person

May 5 - May 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (174 reviews)

Property was clean and staff were helpful. Would stay again.

Reviewed on Mar 11, 2026

![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/854776a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tranquility Bay Beachfront Hotel and Resort

Save 100% on your flight

$1,389

per person

Jun 8 - Jun 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,000 reviews)

We stayed in a villa and enjoyed the water activities, plus Publix is nearby! We rested, recharged in a secure and peaceful environment… truly magical.

Reviewed on Mar 16, 2026

![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel South Beach

South Beach

Save 100% on your flight

$1,552

per person

May 23 - May 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,455 reviews)

This hotel is so beautiful and the staff is so kind and accommodating. The pool and beach areas are stunning, the food is delicious, the rooms are spacious, the beds are so comfortable, and the location is perfect. It’s the best hotel experience I’ve ever had, and I can’t wait to go back again!

Reviewed on Mar 7, 2026

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/8671ba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hawks Cay Resort

Save 100% on your flight

$1,276

per person

Jun 8 - Jun 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,015 reviews)

4.5 of 5 stars - very nice resort

Reviewed on Mar 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Windley Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-18/2026-04-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Fishing vacations in Windley Key

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

![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel South Beach

South Beach

Save 100% on your flight

$1,552

per person

May 23 - May 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,455 reviews)

This hotel is so beautiful and the staff is so kind and accommodating. The pool and beach areas are stunning, the food is delicious, the rooms are spacious, the beds are so comfortable, and the location is perfect. It’s the best hotel experience I’ve ever had, and I can’t wait to go back again!

Reviewed on Mar 7, 2026

![Andaz Miami Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/170000/166700/166633/8886fffd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Andaz Miami Beach Resort & Spa

Mid Beach

Save 100% on your flight

$1,672

per person

May 23 - May 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (198 reviews)

It’s a decent resort that was overpriced for what it offered. There’s no real lobby, the staff is average, the rooms are ok and the food is ok . Nothing upscale except the beach which is Miami Beach . Was expecting a lot more for what I paid .

Reviewed on Mar 15, 2026

Don't see what you're looking for?

See all available trips from Columbus to Windley Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-18/2026-04-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Fishing vacations in Windley Key

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

![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Villas At Hawks Cay Resort

Save 100% on your flight

$987

per person

May 28 - May 31

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

8.4/10 Very Good! (174 reviews)

Property was clean and staff were helpful. Would stay again.

Reviewed on Mar 11, 2026

![Kimpton Surfcomber Hotel by IHG](https://images.trvl-media.com/lodging/1000000/20000/16000/15996/93c84cb9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kimpton Surfcomber Hotel by IHG

South Beach

Save 100% on your flight

$1,004

per person

May 29 - Jun 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,007 reviews)

Smallish rooms but very clean and fabulous outdoor amenities including pool and restaurant bar.

Reviewed on Mar 10, 2026

Don't see what you're looking for?

See all available trips from Columbus to Windley Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-18/2026-04-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Fishing vacations in Windley Key

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

![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cavalier Hotel South Beach

South Beach

Save 100% on your flight

$580

per person

Apr 27 - May 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,007 reviews)

Everything was perfect . I would stay there again

Reviewed on Mar 16, 2026

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

$621

per person

May 2 - May 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

7.8/10 Good! (1,027 reviews)

Older, but near our kayaking. On the canal & near several restaurants- walkable. Quiet, cool

Reviewed on Mar 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Windley Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-18/2026-04-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Find amazing fishing vacations in Windley Key

####  How to plan for a fishing trip in Windley Key? 

 When planning your fishing vacation to Windley Key, it's a good idea to decide on the time of year you plan to go. Different seasons can have a big effect on the type of fish you'll catch. Be sure to consider the equipment you'll need, too. Check that your accommodation is near fishing spots and places to rent lines. Luckily, Expedia's search filters and wide range of accommodations make planning a piece of cake. You'll find more ideas and pointers on the [vacation planning](https://www.expedia.com/lp/b/vacations/payment-plans) page. 
  
####  What amenities should I look for when booking a mountain resort in Windley Key? 

 Look to see if where you'll be staying on your Windley Key fishing vacation has a place to store the equipment. If you're keen on something special, you can book a room with a view over the water, too. Other important amenities to look out for include parking and breakfast included. The good news is Expedia's search filters mean pinning down a property with the amenities is a cinch. 
  
####  Why should I choose a package for my fishing vacation in Windley Key? 

 Compared to booking your flights and hotels separately, you could score a big package saving with a Windley Key fishing vacation package. The green label in Expedia's search results shows you just how much you're saving. Another benefit of booking a package is flexibility. Many allow you to change or cancel for free and you can often book by paying a small deposit. This gives you peace of mind in case your 2026 plans need to change. 
  
####  What does a Windley Key package typically include? 

 When you book a Windley Key fishing vacation package, your return flights, accommodation and applicable taxes are usually included. If you're staying at a fishing resort, you may get equipment and guides included, too. All-inclusive Windley Key vacation packages include all meals and drinks, making them a popular choice for a headache-free trip. All deals are different though, so be sure to read the inclusions before booking. On Expedia, this information is transparent before you pay for you trip. 
  
####  How can I book my Windley Key on Expedia? 

 Start by comparing some of the best Windley Key fishing vacation packages using the search wizard. You can customize your booking by using the search filters. There's even a handy maximum price filter that lets you view trips within your budget, as well as ones for property type and location. When you've nailed down your dream Windley Key fishing vacation, click through to the booking page. It takes just a few moments to confirm your trip. Best of all, you can select Expedia [payment plans](https://www.expedia.com/lp/b/vacations/planning) to spread the cost over several months. 
  
####  Why book your Windley Key mountain vacation with Expedia? 

 Expedia offers you some of the widest choices of flights and accommodation, meaning your fishing vacation to Windley Key is just a few clicks away. With juicy savings exclusive to Expedia, you can score some of the best deals, too. The [One Key](https://www.expedia.com/welcome-one-key) rewards program is another reason to book your Windley Key fishing vacation package with Expedia. Join for free to unlock huge member-only discounts on thousands of hotels. 24/7 support and booking protection offer you peace of mind before and during your trip. 
  
####  Can I cancel my fishing vacation package booking? 

 Yes, log in to your Expedia account and follow the easy steps to cancel your Windley Key vacation in case your 2026 plans change. The good news is many of Expedia's packages allow for free cancellation. There's even a search filter for this, too. Each package has its own booking conditions though, so be sure to glance over the cancellation policy before confirming your trip. Luckily, Expedia makes this easy to view before you reach checkout. 
  
####  What types of accommodations are available in Windley Key? 

 On your Windley Key vacation, you'll encounter a vast array of accommodation, including everything from luxury hotels to inviting bed and breakfasts. If you have a specific preference, you can use the property type filter to tailor your search. You can even filter for a room with a view, breakfast included, or all-inclusive meal plans. 

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## More Vacation Ideas

[Flights to Windley Key

](https://expedia.com/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[

Windley Key Hotels

](https://expedia.com/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[

Vacation Rentals in Windley Key

](https://expedia.com/Windley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals)[

Car Rentals in Windley Key

](https://expedia.com/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)[

Windley Key Vacations

](https://expedia.com/Windley-Key.d553248635976197663.Destination-Travel-Guides)[

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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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