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 $1,192

per person

Mar 16 - Mar 19

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

The kitchen had nothing in it, so plan ahead. No silverware at all. The room was as pictured, and the pool.and beach areas were very nice. Lots of restaurants super close. Shopping nearby as well

Reviewed on Jan 12, 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 $3,017

per person

Mar 15 - Mar 19

found 3 hours ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Overall our stay was fabulous. Some small gripes are the shower heads were built up with mineral deposits and didn’t spray properly and there was a leak in our ceiling above the toilet. However it is a beautiful resort. Lots of amenities, fun for the whole family

Reviewed on Jan 11, 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 $1,854

per person

Mar 16 - Mar 20

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

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

The condition of the rooms, ie; air conditioning, humidity and heat where an ongoing issue, so much so the floors where wet everyday. The housekeeping staff was less than adequate. However on the upside Salt and Ash and Angler and Ale were great! I special shout out to the resturant staff, Johnny, Hendry and all the manangement were wonderful and selectively I would give 10 stars to each member!

Reviewed on Jan 12, 2026

![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 $3,910

per person

Mar 15 - Mar 21

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

The resort was very beautiful and clean. Beach access and staff were amazing.

Reviewed on Jan 11, 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 $2,970

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,002 reviews)

Great location! Nice pool area. No beach access and no recycling available, except for aluminum. Easy walk into town.

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/2026-02-13/2026-02-20/?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 $3,017

per person

Mar 15 - Mar 19

found 3 hours ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Overall our stay was fabulous. Some small gripes are the shower heads were built up with mineral deposits and didn’t spray properly and there was a leak in our ceiling above the toilet. However it is a beautiful resort. Lots of amenities, fun for the whole family

Reviewed on Jan 11, 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/2026-02-13/2026-02-20/?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 $1,192

per person

Mar 16 - Mar 19

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

The kitchen had nothing in it, so plan ahead. No silverware at all. The room was as pictured, and the pool.and beach areas were very nice. Lots of restaurants super close. Shopping nearby as well

Reviewed on Jan 12, 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 $1,426

per person

Mar 20 - Mar 23

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

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

The condition of the rooms, ie; air conditioning, humidity and heat where an ongoing issue, so much so the floors where wet everyday. The housekeeping staff was less than adequate. However on the upside Salt and Ash and Angler and Ale were great! I special shout out to the resturant staff, Johnny, Hendry and all the manangement were wonderful and selectively I would give 10 stars to each member!

Reviewed on Jan 12, 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 $2,970

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,002 reviews)

Great location! Nice pool area. No beach access and no recycling available, except for aluminum. Easy walk into town.

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/2026-02-13/2026-02-20/?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 $947

per person

Mar 15 - Mar 19

found 3 hours ago

Roundtrip flight included

Montreal (YMQ) 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

![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 $3,017

per person

Mar 15 - Mar 19

found 3 hours ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Overall our stay was fabulous. Some small gripes are the shower heads were built up with mineral deposits and didn’t spray properly and there was a leak in our ceiling above the toilet. However it is a beautiful resort. Lots of amenities, fun for the whole family

Reviewed on Jan 11, 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 $1,576

per person

Mar 16 - Mar 20

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

The kitchen had nothing in it, so plan ahead. No silverware at all. The room was as pictured, and the pool.and beach areas were very nice. Lots of restaurants super close. Shopping nearby as well

Reviewed on Jan 12, 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/2026-02-13/2026-02-20/?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)

So much luxury!

Reviewed on Jan 10, 2026

[](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! (1,287 reviews)

Generally nice place. Leftover food and drinks in our hotel refrigerator upon arrival. Understaffed at dining facilities meaning long waits and order mistakes.

Reviewed on Jan 8, 2026

[](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! (1,000 reviews)

Yes ... the room was perfect for our needs

Reviewed on Jan 5, 2026

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

[See all 8,367 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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