Cross Key Waterways Vacations from ￥286,196

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The Latest Cross Key Waterways Vacation Packages

Price found within the past 48 hours. Click for updated prices.
President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Price was ￥334,530, price is now ￥286,196 per person
￥286,196
per person
Apr 10 - Apr 12
found 17 hours ago
Roundtrip flight included
Sapporo (CTS) to Miami (MIA)
8.2/10 Very Good! (997 reviews)
Room was clean only had a problem with the toilet it took them awhile to come fix it the breakfast was good and staff definitely did everything they could to make our stay comfortable even until check out they held our bags for us because we had a later flight from our check out.

Reviewed on Feb 15, 2026

Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was ￥388,538, price is now ￥341,126 per person
￥341,126
per person
Apr 10 - Apr 12
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
9.2/10 Wonderful! (394 reviews)
A reasonably priced art deco hotel in a popular tourist area. Hotel and rooms are stylishly designed. Restaurant food was ok. Maria was a fabulous server. On the downside, there is no pool or fitness center.

Reviewed on Jan 12, 2026

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was ￥345,591, price is now ￥289,163 per person
￥289,163
per person
Apr 10 - Apr 12
found 17 hours ago
Roundtrip flight included
Sapporo (CTS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Bed was comfortable. Vibe was funky and cool. Staff was friendly and helpful.

Reviewed on Feb 12, 2026

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was ￥339,754, price is now ￥288,604 per person
￥288,604
per person
Apr 10 - Apr 12
found 17 hours ago
Roundtrip flight included
Sapporo (CTS) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
Great location and I messed up our reservation dates and they graciously worked with me to change to the correct dates

Reviewed on Feb 14, 2026

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was ￥334,530, price is now ￥286,196 per person
￥286,196
per person
Apr 10 - Apr 12
found 17 hours ago
Roundtrip flight included
Sapporo (CTS) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
Clean room, good location, close to ocean. Room was in a side building with card security on elevator. Nothing fancy, but met our needs for a pre-cruise place. Lots of fun restaurants a stroll away.

Reviewed on Feb 14, 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
Safety Harbor, Florida

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.

Find hotels in Rock Harbor

Cross Key Waterways Hotel Deals

Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is ￥53,292 per night from Feb 23 to Feb 24
￥53,292
￥66,062 total
Feb 23 - Feb 24
includes taxes & fees
9.2/10 Wonderful! (1,355 reviews)
Beautiful resort, friendly staff

Reviewed on Feb 11, 2026

Reefhouse Resort & Marina
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 ￥59,261 per night from Mar 1 to Mar 2
￥59,261
￥75,258 total
Mar 1 - Mar 2
includes taxes & fees
9.2/10 Wonderful! (1,654 reviews)
Just perfect

Reviewed on Feb 12, 2026

Chesapeake Beach Resort
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 out of 5
527 Caribbean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
The price is ￥29,762 per night from Mar 1 to Mar 2
￥29,762
￥37,777 total
Mar 1 - Mar 2
includes taxes & fees
8.4/10 Very Good! (1,730 reviews)
Staff was wonderful and ver accommodating! Room was very clean and the grounds are beautiful. Breakfast by pool is wonderful!

Reviewed on Feb 10, 2026

Marina Del Mar Resort and Marina
See all 2,241 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.

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 ￥286,196. 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.