A bridge over a river with boats docked along the shore.

Cross Key Waterways Vacations from $573

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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.
  • A beach with rows of sun loungers and umbrellas, a lifeguard tower, and the ocean in the background.
    Feb 3 - Feb 7

    Henrosa Hotel + Flight

    South Beach
    4 nights
    3.5 star property
    8.4/10 - Very good (963 reviews)
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - MIA • Nonstop FLL - BOS • Nonstop
    $1,097
    $573
    per traveler
    found 1 day ago
    Henrosa Hotel
  • A poolside area with lounge chairs, a table with a beverage, and a view of the ocean.
    Jan 28 - Feb 2

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    5 nights
    5.0 star property
    8.0/10 - Very good (1 review)
    "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."
    Reviewed June 22, 2016
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop MIA - BOS • Nonstop
    $21,377
    $10,019
    per traveler
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • A modern living room with a large window, a flat-screen TV, a potted plant, a candle, and a view of a city skyline.
    Jan 16 - Jan 21

    501 First Studio Balcony by Palermo Home + Flight

    Downtown Miami
    5 nights
    2.0 star property
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop FLL - BOS • Nonstop
    $1,555
    $769
    per traveler
    found 1 day ago
    501 First Studio Balcony by Palermo Home
  • A modern hotel room with a sofa, a small table with a telephone, a desk with a lamp, a bed with patterned bedding, a TV on the wall, and a large window with a city view.
    Dec 16 - Dec 19

    Avi Lux Stay + Flight

    East Fort Lauderdale
    3 nights
    4.5 star property
    7.6/10 - Good (10 reviews)
    "If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE. "
    Reviewed August 28, 2025
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - MIA • 1 stop MIA - BOS • 1 stop
    Save 100% on your flight
    $1,152
    $588
    per traveler
    found 1 day ago
    Avi Lux Stay
  • A hotel room with a large window offering a city view, a bed, a tray with croissants, strawberries, a glass of orange juice, and a cup.
    Jan 16 - Jan 21

    Miami Vacation Rentals - Downtown + Flight

    Downtown Miami
    5 nights
    5.0 star property
    9.0/10 - Wonderful (125 reviews)
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop FLL - BOS • Nonstop
    $1,647
    $869
    per traveler
    found 1 day ago
    Miami Vacation Rentals - Downtown

Where to stay in Cross Key Waterways

Find the best Cross Key Waterways areas and neighborhoods for the activities you enjoy most.
A beachside resort with lounge chairs, a thatched-roof hut, and palm trees.
Photo by Samantha Shoemaker
Open Photo by Samantha Shoemaker

Rock Harbor

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.

Silver Shores

If you're looking for some top things to see and do in Silver Shores and surrounding area, you can visit Bluefin Rock Harbor Marina and Harry Harris Park.

A white speedboat on a blue ocean with a tropical island in the background.

Key Largo Village

While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jacob's Aquatic Center and Jimmy Johnson's Big Chill.

An aerial view of a coastal area with RVs parked along the shore, a small beach, and a clear view of the ocean.

Key Largo Park

Though Key Largo Park might not have many top sights, you can venture to the surrounding area to see attractions like Jacob's Aquatic Center and Jimmy Johnson's Big Chill.

Anglers Park

While there might not be top attractions in Anglers Park, you can explore the larger area and discover places like MarineLab Undersea Laboratory and Caribbean Club Bar.

What to do near Cross Key Waterways

Florida: Key West Overseas Highway Self-Driving Tour

Florida: Key West Overseas Highway App-Based Driving Audio Tour

$17
per traveler
88% of travelers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
See all activities near Cross Key Waterways

Cross Key Waterways Hotel Deals

A beach with palm trees, lounge chairs, and a clear view of the ocean.

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
1.1 mi from Cross Key Waterways
8.8 out of 10, Excellent, (1,132 reviews)
$130 nightly
The price is $147
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
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.
See all properties in Cross Key Waterways
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.