Cow Key Vacation Packages 2026 from $442

Cow Key flight + hotel vacation packages

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

Pantera Rosa

South Beach

Save 100% on your flight

$442

per person

Sep 29 - Oct 2

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Miami (MIA)

This aparthotel features valet parking and free WiFi in public areas. Express check-in and express check-out are also provided.

Casablanca Miami Beach

North Beach

$2,826

per person

Oct 13 - Oct 16

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$4,213

per person

Oct 12 - Oct 15

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

This aparthotel features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Barcelona Studios Guesthouse

South Beach

Save 100% on your flight

$525

per person

Sep 12 - Sep 19

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Free WiFi in public areas, a garden, and a picnic area are available at this guesthouse. Express check-out and a virtual front desk are also provided.

The Local House

South Beach

Save 100% on your flight

$649

per person

Oct 18 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Miami (MIA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. A poolside bar, a coffee shop, and a terrace are also provided.

Frequently asked questions

How much are vacation packages to Cow Key?

You'll find an excellent flight and hotel bundle from just $442. With one of our Travelocity vacation packages, an escape to Cow Key has never looked more enticing! Save your time and cash and then get a start on packing those bags.

Where can I get the best vacation package deals for Cow Key?

With at least 400 partner airlines and 1,000,000 properties around the world, it's hard to top Travelocity. Look through our impressive range and score an incredible Cow Key vacation package. Don't you love it when trip planning is that easy?

Why should I book my Cow Key vacation bundle with Travelocity?

We make traveling the world easy. Whether you're after a new destination to wander around or want to ensure you get the best deal around, we're here to help. Our 24/7 support, high-quality service and Price Match Guarantee mean you can book with confidence.

Will I save money on my Cow Key car rental if I book it with my hotel or flight?

Absolutely — bundle your car, flight and hotel into a Cow Key vacation package and you'll save a ton. With so many things to do in and around Cow Key, having your own set of wheels will more than come in handy. Once you're behind the wheel, get out on the wide open road and make your way to Zoo Miami, a renowned attraction around 110 mi from Cow Key.

What is the best time of year to go to Cow Key?

January, February and March are the months when most travelers visit, while August, September and October are typically less busy. If you've got a limited budget, you'd be better off visiting during . is generally regarded as the costliest time of year to drop by.

Which airport is best for Cow Key?

The major airport for Cow Key is Key West Intl. Airport (EYW). It's situated 1 mi northeast of downtown.