Title: Fishing Vacations in Florida Keys 2026 | Expedia.ca

![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Florida Keys Fishing Vacations

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## Flight and Fishing hotel deals in Florida Keys

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

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hawks Cay Resort

CA $1,143

per person

Feb 3 - Feb 8

found 13 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

Overall a great stay. Very nice and clean condo with its own small pool. The property is beautiful and we enjoyed the tennis and pickleball facilities. Only areas for improvement were the initial delay in room being available from housekeeping and need for more service staff around the pool area.

Reviewed on Jan 4, 2026

![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/16bbce87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

CA $1,200

per person

Feb 3 - Feb 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8.8/10 Excellent! (1,275 reviews)

Great. Key lime martinis were the best.

Reviewed on Dec 31, 2025

![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

CA $1,701

per person

Feb 3 - Feb 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9/10 Wonderful! (108 reviews)

No balcony. We walked out right to the beach. IT WAS EVEN BETTER!!

Reviewed on Dec 27, 2025

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Siesta Resort & Villas

Matecumbe

CA $1,577

per person

Feb 3 - Feb 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

Many things did not work in the room including the Internet, the heater (it was very cold at night), the electric outlets on the night table, the bathroom was very old and decrepit. However, customer service by Marilyn and her team was amazing and prompt. Despite all the challenges we faced, she provided adequate and quite appropriate and timely support with a beautiful everlasting smile.

Reviewed on Jan 4, 2026

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

CA $1,627

per person

Feb 3 - Feb 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Room had great views and layout but so dated and damages on furniture, sliding doors etc… also towels, pillows and sheets not great quality. Def not worth that price. The property is really nice and good for kids.

Reviewed on Jan 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-04/2026-02-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Fishing holidays in Florida Keys

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

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

CA $1,627

per person

Feb 3 - Feb 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Room had great views and layout but so dated and damages on furniture, sliding doors etc… also towels, pillows and sheets not great quality. Def not worth that price. The property is really nice and good for kids.

Reviewed on Jan 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-04/2026-02-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Fishing holidays in Florida Keys

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

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hawks Cay Resort

CA $763

per person

Feb 10 - Feb 13

found 18 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

Overall a great stay. Very nice and clean condo with its own small pool. The property is beautiful and we enjoyed the tennis and pickleball facilities. Only areas for improvement were the initial delay in room being available from housekeeping and need for more service staff around the pool area.

Reviewed on Jan 4, 2026

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

CA $1,653

per person

Mar 20 - Mar 23

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Room had great views and layout but so dated and damages on furniture, sliding doors etc… also towels, pillows and sheets not great quality. Def not worth that price. The property is really nice and good for kids.

Reviewed on Jan 3, 2026

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Siesta Resort & Villas

Matecumbe

CA $1,216

per person

Mar 20 - Mar 23

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

Many things did not work in the room including the Internet, the heater (it was very cold at night), the electric outlets on the night table, the bathroom was very old and decrepit. However, customer service by Marilyn and her team was amazing and prompt. Despite all the challenges we faced, she provided adequate and quite appropriate and timely support with a beautiful everlasting smile.

Reviewed on Jan 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-04/2026-02-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Fishing holidays in Florida Keys

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

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

CA $732

per person

Feb 16 - Feb 20

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

We went on our honeymoon and had a blast close to everything

Reviewed on Jan 3, 2026

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hawks Cay Resort

CA $1,243

per person

Mar 15 - Mar 19

found 18 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

Overall a great stay. Very nice and clean condo with its own small pool. The property is beautiful and we enjoyed the tennis and pickleball facilities. Only areas for improvement were the initial delay in room being available from housekeeping and need for more service staff around the pool area.

Reviewed on Jan 4, 2026

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Siesta Resort & Villas

Matecumbe

CA $1,236

per person

Feb 16 - Feb 20

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

Many things did not work in the room including the Internet, the heater (it was very cold at night), the electric outlets on the night table, the bathroom was very old and decrepit. However, customer service by Marilyn and her team was amazing and prompt. Despite all the challenges we faced, she provided adequate and quite appropriate and timely support with a beautiful everlasting smile.

Reviewed on Jan 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-04/2026-02-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Fishing Hotels in Florida Keys

![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Islander Resort

82100 Overseas Highway Islamorada FL

- 3 hours drive from Duval Street

Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

9.2/10 Wonderful! (1,005 reviews)

Clean room and resort. So much to do. Absolutely beautiful

Reviewed on Dec 28, 2025

[](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

- 3 hours drive from Duval Street

Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...

9.2/10 Wonderful! (1,279 reviews)

Good property but a little dated and understaffed. They are trying and they are hospitable but not a 5 star experience. Still one of the nicer resorts in the area.

Reviewed on Dec 29, 2025

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Captain Pips Marina & Hideaway](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/8ef9dce3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Captain Pips Marina & Hideaway

1480 Overseas Hwy Marathon FL

- 2 hours drive from Duval Street

Stay at this hotel in Marathon. Enjoy free WiFi, a marina, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...

8.8/10 Excellent! (1,004 reviews)

Everything was great overall. The room was clean, comfortable, and had a beautiful ocean view. I would have given 5 stars, but I’d rate it 4.5 due to some stains on the sofa that could use cleaning.

Reviewed on Dec 29, 2025

[](https://expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information)

[See all 8,416 properties in Florida Keys](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6023765)

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.

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## More Vacations Ideas

[Flights to Florida Keys

](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[

Florida Keys Hotels

](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[

Florida Keys Vacation Rentals

](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[

Florida Keys Car Rentals

](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[

Florida Keys Vacations

](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides)[

Things to do in Florida Keys

](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)

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