Title: Fishing Vacations in Islamorada 2026 | Expedia.ca ![](https://images.trvl-media.com/place/10768/fc4588ee-e7f3-44af-8fce-e7aa6a494cda.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Islamorada Fishing Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Fishing hotel deals in Islamorada Price found within the past 48 hours. Click for updated prices. ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Amara Cay Resort Matecumbe CA $1,761 per person Jun 6 - Jun 13 found 5 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8.8/10 Excellent! (1,266 reviews) Property was truly beautiful with friendly staff and amazing amenities. The free shuttle to the other resorts was a great surprise as well. We took the Rum Runner for breakfast (shout out to Captain Dave and Bruce for being amazing). In my opinion, Amara Cay was the nicest of the three resorts if you’re looking for island luxury and a truly relaxing experience. Will definitely be visiting again! Reviewed on Mar 28, 2026 ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Islander Resort Matecumbe CA $1,952 per person Jun 6 - Jun 13 found 5 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.2/10 Wonderful! (1,007 reviews) The Islander Resort was a completely unexpected gem! The property was beautiful and well maintained; the rooms were precious - well decorated and appointed, each had it's own private patio, and very clear; the staff were all friendly; the views were fantastic; and we could not have asked for a better experience. Reviewed on Apr 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Islamorada [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-03/2026-05-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Fishing holidays in Islamorada Price found within the past 48 hours. Click for updated prices. ![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 CA $976 per person May 28 - Jun 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 7.8/10 Good! (1,002 reviews) We had an excellent stay! Reviewed on Mar 31, 2026 ![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f42604af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Drop Anchor CA $1,304 per person May 28 - Jun 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8.8/10 Excellent! (1,003 reviews) Everything was clean and in good conditions Reviewed on Mar 29, 2026 ![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/40f72f1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Jolla Resort Matecumbe CA $1,259 per person May 28 - Jun 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.2/10 Wonderful! (1,000 reviews) The property was clean and inviting. We stayed in the room above the office. It was very quiet, clean and smelled fresh. The staff was excellent; he answered our questions and was very helpful when approached. Would happily stay here again! Reviewed on Mar 11, 2026 Don't see what you're looking for? See all available trips from Columbus to Islamorada [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-03/2026-05-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Fishing Hotels in Islamorada ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Islander Resort 82100 Overseas Highway Islamorada FL - 7 min drive from Theater of the Sea 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) The Islander Resort was a completely unexpected gem! The property was beautiful and well maintained; the rooms were precious - well decorated and appointed, each had it's own private patio, and very clear; the staff were all friendly; the views were fantastic; and we could not have asked for a better ... Reviewed on Apr 3, 2026 [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cheeca Lodge & Spa 81801 Overseas Highway, Mile Marker 82 Islamorada FL - 8 min drive from Theater of the Sea 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! (1,304 reviews) From the moment we checked in with Jessica we knew we’d love Cheeca lodge. Great pools, fishing dock and rooms, along with the friendliest staff Reviewed on Apr 1, 2026 [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Creekside Inn 90611 Old Highway Tavernier FL - 15 min drive from Theater of the Sea Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. ... 7.8/10 Good! (1,004 reviews) Great location and Reviewed on Apr 1, 2026 [](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) [See all 2,209 properties in Islamorada](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=10768) 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Islamorada ](https://expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[ Islamorada Hotels ](https://expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[ Islamorada Vacation Rentals ](https://expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[ Islamorada Car Rentals ](https://expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[ Islamorada Vacations ](https://expedia.ca/Islamorada.d10768.Destination-Travel-Guides)[ Things to do in Islamorada ](https://expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app