Florida Keys Honeymoon Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Honeymoon hotel deals in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Price was CA $1,256, price is now CA $1,123 per person
CA $1,123
per person
Aug 16 - Aug 19
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.6/10 Excellent! (1,122 reviews)
La propiedad está falta de mantenimiento., en general . La piscina se puede mejorar las condiciones. Las alfombras están un poco sucia y deterioradas. El servicio de limpieza en las habitaciones es insuficiente. No me hicieron la habitación , ni tampoco el cambio de toallas. Estuve con las toallas sucias x dos días.
Reviewed on Jul 14, 2026
Hawks Cay Resort
Price was CA $1,683, price is now CA $1,317 per person
CA $1,317
per person
Sep 18 - Sep 22
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8.2/10 Very good! (1,006 reviews)
My daughter and I also take a trip to the keys every year and it has been 2 years since we had vacation at Hawks Cay. This recent stay was perfect like always! We will be back soon!
Reviewed on Jul 14, 2026
Tranquility Bay Beachfront Hotel and Resort
Price was CA $2,741, price is now CA $2,366 per person
CA $2,366
per person
Aug 15 - Aug 19
found 2 hours ago
Roundtrip flight included
Edmonton (YEG) to Miami (MIA)
8.8/10 Excellent! (1,004 reviews)
I never actually stayed at the property. Two days before my family trip, my young son had to have emergancy surgery. We had to postpone our trip. The manager at Tranquility was extremely helpful and willing to refund our money. I couldn’t be more impressed with how easy the resort made it for me and my family in our time of need. Good people help good people. Thank you Tranquility!
Reviewed on Jul 12, 2026
The Gardens Hotel
Old Town Key West
Price was CA $3,122, price is now CA $2,752 per person
CA $2,752
per person
Aug 15 - Aug 19
found 2 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
We loved everything about this place from the charm and character of the house and rooms to the staff and all the amenities. 5 STAR PLACE and only a block from Devall.
Reviewed on Jul 14, 2026
Don't see what you're looking for?
See all available trips from Pretty Prairie to Florida Keys
View all trips5* Honeymoon holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Pretty Prairie to Florida Keys
View all trips3 Night Honeymoon holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort
Price was CA $1,186, price is now CA $1,037 per person
CA $1,037
per person
Aug 16 - Aug 19
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.2/10 Very good! (1,006 reviews)
My daughter and I also take a trip to the keys every year and it has been 2 years since we had vacation at Hawks Cay. This recent stay was perfect like always! We will be back soon!
Reviewed on Jul 14, 2026
The Gardens Hotel
Old Town Key West
Price was CA $1,401, price is now CA $1,229 per person
CA $1,229
per person
Aug 16 - Aug 19
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
We loved everything about this place from the charm and character of the house and rooms to the staff and all the amenities. 5 STAR PLACE and only a block from Devall.
Reviewed on Jul 14, 2026
Don't see what you're looking for?
See all available trips from Pretty Prairie to Florida Keys
View all trips4 Night Honeymoon holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort
Price was CA $1,683, price is now CA $1,317 per person
CA $1,317
per person
Sep 18 - Sep 22
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8.2/10 Very good! (1,006 reviews)
My daughter and I also take a trip to the keys every year and it has been 2 years since we had vacation at Hawks Cay. This recent stay was perfect like always! We will be back soon!
Reviewed on Jul 14, 2026
Pier House Resort & Spa
Key West Historic District
Price was CA $3,020, price is now CA $2,567 per person
CA $2,567
per person
Aug 15 - Aug 19
found 2 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9/10 Wonderful! (1,199 reviews)
Very nice place with great food and excellent customer service. We had a wonderful experience and would definitely return.
Reviewed on Jul 15, 2026
Don't see what you're looking for?
See all available trips from Pretty Prairie to Florida Keys
View all tripsHoneymoon Hotels in Florida Keys
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
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 ...
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
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.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $64
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $112
per adult
96% of travellers recommend
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
