Cross Key Waterways Vacation Packages

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Top Holiday Package Deals in Cross Key Waterways

Price found within the past 48 hours. Click for updated prices.
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Oct 9 - Oct 13
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.6/10 Excellent! (1,119 reviews)
Overall, our stay was great. The resort was clean, quaint, and had a very relaxing atmosphere. The staff was friendly, and everything felt well-maintained and peaceful — perfect for a quiet getaway. That said, the pricing structure was a bit frustrating. While the base rate was already on the expensive side, we were surprised to find that many things you’d typically expect to be included — like beach access, pool use, and other basic amenities — came with additional charges. It felt like we were constantly paying extra for features that should be standard at this price point. Despite the added costs, we enjoyed our time there. Just be prepared to budget more than expected if you want to take full advantage of everything the property offers.

Reviewed on Jul. 20, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Oct 7 - Oct 13
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
8/10 Very Good! (1 review)
Embassy Suites by Hilton Deerfield Beach Resort & Spa

Embassy Suites by Hilton Deerfield Beach Resort & Spa

3.5 out of 5
Save 100% on your flight
per person
Aug 24 - Aug 31
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
8.2/10 Very Good! (1,017 reviews)
The beach area was not the best, and property was under construction

Reviewed on Jul. 20, 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Sep 26 - Sep 30
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9.4/10 Exceptional! (1,212 reviews)
Good stay, hotel was accommodating whenever I needed something. Great location in south beach. Will be back

Reviewed on Jul. 20, 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Save 100% on your flight
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9.2/10 Wonderful! (3,202 reviews)
Hayley recommended excellent location

Reviewed on Jul. 18, 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
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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 Jimmy Johnson's Big Chill and Jacob's Aquatic Center.

Find hotels in Key Largo Village

Cross Key Waterways Hotel Deals

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Aug 20 to Aug 21
CA $195
CA $297 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (1,481 reviews)
"Great view! Sweet ppl that work there!"

Reviewed on Jul. 19, 2025

Chesapeake Beach Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is CA $432 per night from Aug 14 to Aug 15
CA $432
CA $561 total
Aug 14 - Aug 15
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"The resort was beautiful and although it was sold out it never seemed med to crowded."

Reviewed on Jul. 20, 2025

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

2.5 out of 5
102400 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Aug 17 to Aug 18
CA $162
CA $182 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Love this hotel. The staff is amazing and the room was large and comfortable. They property is a little older but it is very clean, renovated and maintained extremely well."

Reviewed on Jul. 19, 2025

Hampton Inn Key Largo Manatee Bay
See all 2,191 properties in Cross Key Waterways
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.

All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does a Cross Key Waterways vacation package cost?
We make it simple for everyone to travel, with Cross Key Waterways vacation packages starting from just CA $784. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate escape, why not add some experiences and tours to your travel itinerary?
How do I get a cheap travel package to Cross Key Waterways?
Just imagine all the amazing things you could do in Cross Key Waterways with a pile of extra cash in your pocket. Watch your savings stack up when you combine your flights, hotels and extras into a Cross Key Waterways vacation package. You have loads of choice when you book your trip with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1,000,000 hotels throughout the world. Whether you're taking off with the entire family or surprising your special someone, organizing a getaway to Cross Key Waterways is better with a package.
Where should I stay in Cross Key Waterways?
It makes sense to stay near the action. Many travelers book hotels within easy reach of popular attractions, like Florida Keys Visitor Center, Caribbean Club Bar and MarineLab Undersea Laboratory.
What are the top hotels in Cross Key Waterways?
Get your escape off to a flying start by staying at Key Breeze Waterfront Home - Water View With Therapy Spa. It's one of most popular hotels in Cross Key Waterways. Another welcoming option is Modern Key Largo Waterfront Bayside Home.
How far in advance should I book my Cross Key Waterways vacation?
Travelers are normally able to browse international airfares on Expedia within 12 months of the departure date. Booking late? With a bit of luck, it's still possible to nab a cheap ticket only weeks before your flight.
What does an Expedia Cross Key Waterways travel package include?
With Expedia, you can select a combination of flights, hotels and car rentals to build your ideal Cross Key Waterways package. Once you've made your booking, you can add on fun stuff like sightseeing tours and activities. Don't forget, the more you bundle, the more discounts you'll get!
What should I know before booking a Cross Key Waterways travel package?
Bundling your bookings into a Cross Key Waterways vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Cross Key Waterways Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Cross Key Waterways vacation package?
Yes, you can cancel your Cross Key Waterways booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.