Cross Key Waterways Vacations from $371
Book a Hotel + Flight or Car together to unlock savings
Your Cross Key Waterways Vacation
Cross Key Waterways is beckoning! Whatever type of break you're organizing, you can experience and see more of this neighborhood with a Cross Key Waterways vacation package. Not sure where to go during your trip to Cross Key Waterways? Nearby attractions such as John Pennekamp Coral Reef State Park, Caribbean Club Bar and MarineLab Undersea Laboratory are good places to begin. Expedia is here to put your plans into action. Book your ultimate Cross Key Waterways vacation now.
The Latest Cross Key Waterways Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Le Particulier Miami
Mid Beach
Price was $899, price is now $371 per person
$371
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
20/10 Exceptional! (1 review)
Room was nice. Building was a little dated. Very small elevator especially because it was the only one. Staff was very nice and the front area was great. Nice location. Price was a little high.
Reviewed on Nov 23, 2025
Bay Breeze Premium Apartments By Eskape Collection
Price was $1,445, price is now $557 per person
$557
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
17.2/10 Exceptional! (189 reviews)
Will be nice if the hotel can think about what a new hotel guest will be going through. They will usually drive up to the hotel and look for parking. Then they will look into how to check-in and how to get to their room. It will be nice to mention in the welcome text to fill out the registration and the credit card authorization, AND also mention if we have a vehicle, what shall we do. Also will be helpful if the text will let us know the office in the building will be closed on Saturdays (and Sundays?) We were trying to figure all these out while carrying our luggages under strong winds, lucky it didn't rain. Will also be helpful to text us that we need to submit those 2 forms, then we will receive our gate and door codes. Restroom didn't smell fresh. Other than the aforementioned, the stay was good.
Reviewed on Oct 27, 2025
Cavalier Hotel South Beach
South Beach
Price was $1,424, price is now $589 per person
$589
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
16.8/10 Exceptional! (1,001 reviews)
The room was not well soundproofed. Too much noise late at night and early in the morning made it difficult to rest.
Reviewed on Nov 22, 2025
Casablanca Miami Beach
North Beach
Price was $1,314, price is now $584 per person
$584
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
11.6/10 Exceptional! (311 reviews)
I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly
Reviewed on Nov 12, 2025
Where to stay in Cross Key Waterways
Find the best Cross Key Waterways areas and neighborhoods for the activities you enjoy most. Learn more about Cross Key Waterways
Rock Harbor
1 out of top 10 points of interest in this area
While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.
Cross Key Waterways Hotel Deals
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $201 total per night from Dec 2 to Dec 3
$201 total
Dec 2 - Dec 3
Total with taxes and fees
9.2/10 Wonderful! (1,585 reviews)
Room was very clean, view was amazing, breakfast was great, and restaurants and activities nearby. Only issue was hot tub not working. Would’ve enjoyed that amenity!
Reviewed on Nov 24, 2025
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $141 total per night from Dec 4 to Dec 5
$141 total
Dec 4 - Dec 5
Total with taxes and fees
8.8/10 Excellent! (1,123 reviews)
Great place to stay!
Reviewed on Nov 16, 2025
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $264 total per night from Dec 1 to Dec 2
$264 total
Dec 1 - Dec 2
Total with taxes and fees
9.2/10 Wonderful! (1,328 reviews)
Beautiful property. Ideal for a weekend trip to Key Largo. Comfortable rooms. Great service from all staff.
Reviewed on Nov 23, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.