Cinco De Mayo In Key West - Let The Margaritas Flow And The Party Begin!

Cinco De Mayo In Key West

Are you ready to experience Cinco de Mayo in Key West? While Key West is a great place to party any time of year, enjoying delicious margaritas and Mexican food in paradise on this festive day is so much fun.

With the average daily temperature hovering around 85 degrees Fahrenheit in May, Key West offers sunny and mild conditions for enjoying some outdoor seating with a perfect margarita in hand!

This guide to the top attractions and best margaritas in Key West will help you plan an unforgettable time!


1) Take A Key West Sandbar Cruise

While you may be on the hunt for the best margaritas in Key West, enjoying a great Cinco de Mayo is also about drinking some great views. That’s why the first suggestion on this list is to book a spot on a Key West sandbar charter!

Did you know that the waters surrounding Key West are teeming with magical sandbars where you can relax with friends or loved ones in seclusion? During these postcard-perfect excursions, passengers can swim, soak up the sun, or catch a sunset. Key West Boat Trips is the premier provider of private Key West sandbar tours!

We bring guests away from crowded beaches to experience rare views. Our guests can choose from a number of experiences that include:

  • Hopping from sandbar to sandbar while traveling between Mud Key and Snipe Point

  • Our signature Mud Key Mangrove Safari brings you through Key West’s backcountry

  • A Key West sunset cruise that anchors at a sandbar to let guests watch the sun descend from what feels like the middle of the ocean

We can’t wait to show you the side of Key West that not everyone gets to see! When you book with Key West Boat Trips, our experienced captains will prepare for your every need. Book your excursion for the week of Cinco de Mayo today!

Key West Sandbar Tours


2) Enjoy Mexican Food And Great Drinks At Old Town Mexican Cafe And Tequila Bar

This iconic Duval Street restaurant definitely needs to be on your list if you’re in pursuit of the best margarita in Key West! Using the finest tequilas and freshest lime juice, Old Town Mexican Cafe crafts famous margaritas that are never made with powders or imitation flavors. If you’d like to try the signature Old Town Margarita with a twist, ask for the prickly pear margarita.

A delicious menu full of scrumptious Southwest-inspired meals makes this Mexican restaurant an iconic spot for ringing in Cinco de Mayo!

In fact, Old Town Mexican Cafe is regarded for being the best Mexican restaurant in Key West. If you’re a fan of Mexican food, you won’t want to miss the chance to try the street-style corn, carne asada, pulled pork chimichanga, lime cilantro shrimp, and fish tacos!

Enjoy Mexican Food - Cinco De Mayo In Key West


3) Chill At Southernmost Beach Cafe

If you’re dreaming of good margaritas with outdoor seating, this open-air beachfront cafe will definitely ring your bell! Southernmost Beach Cafe combines flavors of the Caribbean with Americana cuisine using locally sourced ingredients.

The Key lime margaritas made with Patron Blanco, KeKe lime liqueur, orange juice, and sour mix make this a very fun place to be on Cinco de Mayo. If you’re more about spicy than sweet, go with the spicy margarita made with jalapeno!

There’s also a skinny margarita that keeps things simple with Don Julio Blanco, fresh lime juice, and agave.

Margaritas And Mexican Food At Southernmost Beach Cafe


4) Get Lively At Sloppy Joe’s Bar

Live music and a vibrant vibe help to make Sloppy Joe’s one of the best bars on Duvall Street. On a typical night, the cold beer and great food are enough to draw in the crowds. However, it’s this spot’s reputation for offering some of the best margaritas on the island that will lure you in on Cinco de Mayo!

Sloppy Joe’s Bar isn’t just famous for offering a delicious margarita. It’s famous for offering more than a dozen different types of margaritas. The unmatched list of famous margaritas here includes:

  • Sloppy Rita

  • Agave Margarita

  • Casamigos Blanco Margarita

  • Casamigos Reposado Margarita

  • Don Julio Blanco Margarita

  • Golden Margarita

  • Hornitos Reposado Margarita

  • Milagro Silver Margarita

  • Patron Reposado Margarita

  • Patron Silver Margarita

  • Skinny Margarita

  • Spicy Margarita

  • Spicy Watermelon Margarita

Of course, Sloppy Joe’s always makes the perfect margarita using lime juice and top-notch liquor!

The same care that goes into making some of the best margaritas in Key West also goes into crafting the delicious food served here. Let loose with some conch fritters, peel-and-eat shrimp, wings, Cajun fries, Cuban sandwiches, burgers, and more.

The best-kept secret about this popular Key West bar and restaurant is that the lime juice here isn’t just for margaritas. Sloppy Joe’s is also home to the best Key lime pie!

Sloppy Joes Bar Key West


5) Savor The Flavors At The White Tarpon Bar & Restaurant

While there are many places on the island where you can get delicious food and the best margaritas, White Tarpon makes its classic margaritas made with tequila, agave, and lime juice available in watermelon, peach, blueberry, strawberry, berry-berry, or pineapple.

While it’s understandable if you’re solely focused on finding the best margaritas when celebrating Cinco de Mayo in Key West, White Tarpon’s world-famous Key lime martini just might inspire you to branch out for at least one round of drinks!

Cocktails At White Tarpon Bar & Restaurant


6) See What All The “Slush” Is About At Fogarty’s And The Flying Monkeys Saloon

In addition to being the slushie spot for adults on the island, Fogarty’s is home to the best-frozen margaritas in Key West! You can also nibble on conch fritters, blackened fish tacos, Key lime shrimp, Caribbean steak, burgers, and other favorites from the menu while enjoying outdoor seating on the giant patio.

Frozen Margarita


7) Rum Wild At Willie T’s

We didn’t forget about you if a margarita just isn’t your thing!

If you’re the type who prefers rum over tequila, you won’t be out of luck on Cinco de Mayo once you know where to go for the best rum cocktails in Key West. Of all the drinks on Willie T’s menu, nothing tastes as good on Cinco de Mayo as the frozen Key lime pie made with Parrot Bay Key lime rum! Willie T’s also offers 30 different mojito flavors.

Rum Cocktails


Plan A Perfect Cinco De Mayo In Key West, FL

You can probably taste a Key lime margarita on your lips already! From the best margaritas to laid-back outdoor seating, Key West restaurants and bars really know how to offer an authentic Mexican experience on Cinco de Mayo.

While some ways of celebrating might make your memories of Cinco de Mayo a little bit fuzzy, we promise that an early summer cruise to Key West’s amazing sandbars with Key West Boat Trips is something you will never forget!

We make planning unforgettable experiences with your group affordable and easy. You’ll also have plenty of time to get back on land to celebrate at popular bars and restaurants. Book your tickets today to experience the magic of Key West’s sandbars with us!

3 to 4 hours
Group Size
Up to 12

Sandbar Tour For Large Groups

If your group is larger than 6 and you have a hard time finding a boat ride to the sandbars because of the 6 passengers limit, we are here to help. You can book our 2 identical Hurricane 27 foot deck boats and our captains will drive them side by side so you can take cool photos and they will raft up the boats on the sandbars so you can enjoy and share this amazing time together.

3 to 4 hours
Group Size
Up to 6

Hopping Sandbars In Key West

What a perfect day to take a boat ride! You will see not one but several different sandbars on this tour! It will only take 25 minutes to get there on our epic adventure, and we can stop as long as you want at those sandbars that interest you the most. This is something you cannot miss!

Experience the mangrove trails of Mud Keys and hang out with locals at Snipe Point after. You won't want the day to end.

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2 hours
Group Size
Up to 6

Key West Sunset Cruise

Ocean, meet our captain! One of the best things about the backcountry waters is how it’s never too crowded. So jump in and enjoy the peacefulness and remoteness as you stand in the "middle of the ocean" with nothing but water around you. Optionally, bring some champagne to enjoy with the sunset as a backdrop. Then, just sit back and relax as you cruise on out into the middle of nowhere, leaving behind any stress or worries.

2 hours
Group Size
Up to 6

Mud Key Mangrove Safari

It's time for some adventure and excitement with a boat trip through the backcountry. After only a short ride, we'll take you on a leisurely cruise down to Mud Key Sanctuary, where you can enjoy the countryside and take in all the wonders of nature that surround you. Stop by the sandbar for a refreshing dip or just stroll around and soak up the sun. Capture your memories and cherish them forever.