Cow Key Vacations from ￥204,261

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    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

The Latest Cow Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Shelborne By Proper

The Shelborne By Proper

4 out of 5
South Beach
Save 100% on your flight
per person
Sep 11 - Sep 16
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
10/10 Exceptional! (3 reviews)
Everything was amazing- The accommodations, the property decor, the staff like Adrian and Chef Luis were very personable and welcoming. Our room was upgraded from partial ocean view to full as we were celebrating our 23rd wedding anniversary, so that was a nice touch. We would definitely book again.

Reviewed on May 31, 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Sep 11 - Sep 16
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.2/10 Wonderful! (1,184 reviews)
Simply the best hotel in Miami!

Reviewed on Jun 24, 2025

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Mid Beach
per person
Sep 11 - Sep 16
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.6/10 Excellent! (1,165 reviews)
Good clean good service

Reviewed on Jun 20, 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
Sep 11 - Sep 16
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.2/10 Wonderful! (3,155 reviews)
It’s a nice property. The quality has went down since my first two visits. They need to work on valet parking. Other than that it was decent. I’m going to try another hotel next time in the area.

Reviewed on Jun 24, 2025

Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

5 out of 5
Downtown Miami
per person
Sep 11 - Sep 16
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.8/10 Excellent! (1,848 reviews)
Great hotel . We love the service and the food . The location was great too.

Reviewed on Jun 23, 2025

Find the Best Cow Key Vacation Packages

Cow Key Hotel Deals

Beachside Resort & Residences
Beachside Resort & Residences
3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥54,570 per night from Jul 16 to Jul 17
￥54,570
￥72,882 total
Jul 16 - Jul 17
includes taxes & fees
8.4/10 Very Good! (1,231 reviews)
"My trip was nice and for my bday I got a champagne bottle and that was so nice! Thanks guys!"

Reviewed on Jun 22, 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥33,142 per night from Jul 14 to Jul 15
￥33,142
￥47,068 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (2,537 reviews)
"Friendly staff clean rooms"

Reviewed on Jun 22, 2025

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥35,226 per night from Jul 13 to Jul 14
￥35,226
￥48,829 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,735 reviews)
June Trip
"It was a very pleasant stay, nice staff, close and clean beach."

Reviewed on Jun 23, 2025

Margaritaville Beach House Key West
See all 3,147 properties in Cow Key
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 Cow Key vacation package cost?
Offering great value package deals from ￥204,261 on Expedia, you'll be pleasantly surprised at how much a vacation to Cow Key costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cow Key?
You're likely to find reduced prices and greater availability in January, February and August. Take a look at our cheap Cow Key vacation packages and you could score some excellent off-season deals.
How many days is enough for Cow Key?
Generally, a handful of days is enough to tick off the major sights during your Cow Key vacation. But if you prefer to have some time to rest or take day tours, consider extending your itinerary.
How to find the best Cow Key package deals?
Use Expedia's filters to help you find some unbeatable Cow Key package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Cow Key package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Cow Key vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can customize your Cow Key escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Cow Key?
If you've got your Cow Key travel dates confirmed, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Cow Key?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Cow Key.
  2. Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Cow Key.
  3. Decide how long to go for: Now that you know more about Cow Key, you can work out the ideal length of your break. Create a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Cow Key vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.