Cross Key Waterways Vacations from $769
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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.
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was $1,475, price is now $769 per person
$769
per person
Apr 16 - Apr 21
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,002 reviews)
The Cavalier is a quirky, fun hotel in the art deco district. It’s near the quieter end, so it’s perfect for adults, they provide beach access and free chairs, the restaurant is great- a mix of American and Italian. The employees are nice, Philip checked us in and Lester was our wonderful bar tender and server and had our drinks waiting! We should be back in six months for our bi annual girls trip! The rooms are quirky and cute and really loved the stylized feel with the older touches they preserved! Room was super clean, breakfast cost less than Starbucks and was so much better! Loved the original elevator- a must try- and just the whole vibe! This is old Miami at its best!
Reviewed on Mar 5, 2026
Casablanca Miami Beach
North Beach
Price was $5,390, price is now $2,262 per person
$2,262
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.8/10 (320 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026
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
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$439 nightly
The price is $489 total per night from Mar 8 to Mar 9
$489 total
Mar 8 - Mar 9
Total with taxes and fees
9.4/10 Exceptional! (1,402 reviews)
I would not recommend this property as most staff seem miserable, the property is dated, the beach is mostly inaccessible due to sea grass and bushes and when I complained at 8.30am about the very loud peteol smelling leaf blower below our seafront room I was told it was business hours and so. Nothing ...
Reviewed on Mar 7, 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$370 nightly
The price is $417 total per night from Apr 6 to Apr 7
$417 total
Apr 6 - Apr 7
Total with taxes and fees
9.2/10 Wonderful! (1,673 reviews)
Clean room. Friendly staff, friendly guests.
Reviewed on Mar 6, 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$546 nightly
The price is $614 total per night from Mar 12 to Mar 13
$614 total
Mar 12 - Mar 13
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
staff was great. room had some wear but not horrible. i wish real coffee was available before 7am
Reviewed on Mar 6, 2026
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.