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.

![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 $1,352

per person

Mar 16 - Mar 20

found 10 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

![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 $1,425

per person

Feb 19 - Feb 23

found 12 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

![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Centric Key West Resort and Spa

Key West Historic District

CA $2,648

per person

Feb 12 - Feb 15

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,002 reviews)

Room with a view clean and a great location

Reviewed on Dec 16, 2025

![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 $2,152

per person

Mar 16 - Mar 20

found 5 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) 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

![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 $1,496

per person

Feb 19 - Feb 23

found 12 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8.8/10 Excellent! (1,275 reviews)

Hot water and newer bicycles would be good

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/2026-02-05/2026-02-12/?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 $2,152

per person

Mar 16 - Mar 20

found 5 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) 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/2026-02-05/2026-02-12/?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.

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

CA $2,345

per person

Mar 13 - Mar 16

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

Everything was amazing. Staff was great and service was top notch. Weather this time of year is paradise. Only thing is bring your wallet, it ain’t cheap.

Reviewed on Dec 27, 2025

![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Centric Key West Resort and Spa

Key West Historic District

CA $2,648

per person

Feb 12 - Feb 15

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,002 reviews)

Room with a view clean and a great location

Reviewed on Dec 16, 2025

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/2026-02-05/2026-02-12/?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 $839

per person

Feb 16 - Feb 20

found 9 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

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

The staff were very friendly and helpful

Reviewed on Jan 5, 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 $1,425

per person

Feb 19 - Feb 23

found 12 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 $1,352

per person

Mar 16 - Mar 20

found 10 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/2026-02-05/2026-02-12/?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! (1,006 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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