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.

![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 $1,689

per person

Feb 5 - Feb 9

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) 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

![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 $2,144

per person

Mar 8 - Mar 15

found 11 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Miami (MIA)

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

property is nice, but they dont have it in good conditions, very disappointing service, beginning with mannager with bad attitude with our celiac allergy. Would not recommend anyone with allergies to visit this property, the have no staff prepared for it. Rooms area are dirty and overall the staff isnt friendly at all.

Reviewed on Jan 6, 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 $2,492

per person

Mar 8 - Mar 15

found 11 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) 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 $2,537

per person

Mar 17 - Mar 22

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Breakfast was fantastic

Reviewed on Jan 6, 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 $2,407

per person

Mar 8 - Mar 15

found 11 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Miami (MIA)

8.8/10 Excellent! (1,275 reviews)

The staff was amazing, but there just aren't enough people. The room had dust bunnies in corners, behind couches and doors. We saw housekeeping once in our five days, and regularly ran out of towels, tissues and toilet paper. When we arrived at 8:00 pm, our room wasn't ready yet. In fairness, this was the busy week between Christmas and New Years, so maybe it's cleaner and more organized when it's slower. I read a review (after the fact) that said this is really a two star hotel pretending to be a four star hotel, and nothing is further from the truth. There are four or five amazing staff who seem to run the whole place, but they can't keep up with it all. As a result, you run out of beach and room towels, trash is overflowing, etc. For the price we paid, I would have expected more.

Reviewed on Jan 6, 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/2026-02-06/2026-02-13/?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 $2,537

per person

Mar 17 - Mar 22

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Breakfast was fantastic

Reviewed on Jan 6, 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/2026-02-06/2026-02-13/?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.

![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 $1,722

per person

Feb 13 - Feb 16

found 12 hours ago

Roundtrip non-stop 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

![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 $2,511

per person

Feb 13 - Feb 16

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Breakfast was fantastic

Reviewed on Jan 6, 2026

![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 $2,810

per person

Feb 13 - Feb 16

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) 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

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/2026-02-06/2026-02-13/?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 $952

per person

Apr 2 - Apr 6

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

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

Staff good Room with problems: toilet, safe vault, tv, no closet, no chair, too small

Reviewed on Jan 6, 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 $1,337

per person

Mar 23 - Mar 27

found 12 hours ago

Roundtrip non-stop flight included

Fredericton (YFC) to Miami (MIA)

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

property is nice, but they dont have it in good conditions, very disappointing service, beginning with mannager with bad attitude with our celiac allergy. Would not recommend anyone with allergies to visit this property, the have no staff prepared for it. Rooms area are dirty and overall the staff isnt friendly at all.

Reviewed on Jan 6, 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 $2,216

per person

Apr 2 - Apr 6

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Breakfast was fantastic

Reviewed on Jan 6, 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/2026-02-06/2026-02-13/?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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[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

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Things to do in Florida Keys

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

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