Title: Honeymoon 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 Honeymoon 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 Honeymoon 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 $1,148 per person May 29 - Jun 1 found 6 hours ago Roundtrip non-stop 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 ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $1,513 per person May 29 - Jun 1 found 6 hours ago Roundtrip non-stop flight included Toronto (YTO) to Miami (MIA) 9.2/10 Wonderful! (1,304 reviews) Great resort! We will be back! Clean, plenty to do, beautiful scenery. Reviewed on Apr 5, 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/2026-05-05/2026-05-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Honeymoon holidays in Islamorada Price found within the past 48 hours. Click for updated prices. ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $1,513 per person May 29 - Jun 1 found 6 hours ago Roundtrip non-stop flight included Toronto (YTO) to Miami (MIA) 9.2/10 Wonderful! (1,304 reviews) Great resort! We will be back! Clean, plenty to do, beautiful scenery. Reviewed on Apr 5, 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/2026-05-05/2026-05-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Honeymoon holidays 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 $1,148 per person May 29 - Jun 1 found 6 hours ago Roundtrip non-stop 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 ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $1,513 per person May 29 - Jun 1 found 6 hours ago Roundtrip non-stop flight included Toronto (YTO) to Miami (MIA) 9.2/10 Wonderful! (1,304 reviews) Great resort! We will be back! Clean, plenty to do, beautiful scenery. Reviewed on Apr 5, 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/2026-05-05/2026-05-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Honeymoon holidays 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 $1,803 per person Jun 26 - Jun 30 found 1 day ago Roundtrip flight included Saskatoon (YXE) 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 ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chesapeake Beach Resort Matecumbe CA $1,870 per person Jun 26 - Jun 30 found 1 day ago Roundtrip flight included Saskatoon (YXE) to Miami (MIA) 9.2/10 Wonderful! (1,678 reviews) My husband and I stayed at the resort for a week at the end of March. The room was spacious and comfortable. The morning breakfast was much more than just a continental breakfast. Cook-to-order omelets, pancakes and french toast were also available. A shout-out to José and Chris who served us daily! We stayed in an ocean view room. I don’t think I would have enjoyed a room in the building closest to the road as it may be noisy from the street traffic. They were many terrific restaurants nearby + a Publix. We would definitely stay here again! 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/2026-05-05/2026-05-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Honeymoon Hotels in Islamorada ![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! (1,308 reviews) Great resort! We will be back! Clean, plenty to do, beautiful scenery. Reviewed on Apr 5, 2026 [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Casa Morada](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/180cb0c9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Casa Morada 136 Madeira Road Islamorada FL - 6 min drive from Theater of the Sea Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ... 9.4/10 Exceptional! (431 reviews) Easily accessible from the highway - but tucked away in quiet corner - Casa Morada is a peaceful retreat. Good parking. Clean beautiful room/suite. Easy access to pool and lounging area. No beach. Reviewed on Mar 22, 2026 [](https://expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chesapeake Beach Resort 83409 Overseas Hwy Islamorada FL - 22 min walk from Theater of the Sea Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ... 9.2/10 Wonderful! (1,682 reviews) My husband and I stayed at the resort for a week at the end of March. The room was spacious and comfortable. The morning breakfast was much more than just a continental breakfast. Cook-to-order omelets, pancakes and french toast were also available. A shout-out to José and Chris who served us daily! ... Reviewed on Apr 3, 2026 [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) [See all 2,225 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