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Key West Bachelorette Weekend: Sun, Sand, and Sipping!

Updated: May 22, 2023

Escape to paradise with your besties for the most legendary bachelorette weekend in Key West, Florida! With its vibrant nightlife, stunning beaches, and endless activities, this tropical paradise has everything you need to create unforgettable memories with your closest girlfriends. From sun-soaked days lounging on the beach to wild nights out on Duval Street, a bachelorette party in Key West has it all. So pack your bags, grab your best friends, and get ready for an epic adventure in one of the most beautiful destinations in the world!

Key West Bachelorette Party Itinerary


When it comes to finding the perfect place to stay in Key West for a bachelorette party, there are plenty of options to choose from. For those seeking a more luxurious experience, there are several high-end hotels and resorts offering ocean views and top-notch amenities. Alternatively, many vacation rental homes and condos are available throughout the island, providing a comfortable and convenient home base. Staying in the heart of downtown Key West means easy access to the island's lively nightlife scene, vibrant restaurants, and exciting shipping options. I recommend staying within walkable distance to Duval Street! That’s where all the action is as far as nightlife and restaurants go. Being able to walk or ride bikes to and from your accommodation will be extremely convenient then having to Uber everywhere.

Bachelorette party in Key West
@ Pier House Resort & Spa

Our bachelorette party stayed at the Pier House Resort and Spa and the hotel is right on the water at the very start of Duval Street. The resort offers a private beach and pool with beach service and a beach bar and restaurant. We loved this hotel for its location! The resort is ocean front and walking distance to bars and restaurants on Duval Street. It was truly the perfect mix of relaxation and nightlife.

Personally, we had trouble finding an Air bnb accommodation that was affordable, fit our needs, and also had a great location. This hotel is considered to be high end and to make this work financially we had four girls to a room splitting the cost evenly. In a room full of girls things can get messy pretty quickly! Here are some of my favorite packing items to keeping things organized.

Best place to stay in Key West for a Bachelorette Party
@ Pier House Resort & Spa


Visit the most southern point, here you will be as far south in the U.S you can get and only 90 miles to Cuba. Be warned, if you'd like to take a picture with the landmark you'll most likely be waiting in a very long line of people.

How to visit the Most Souther Point in Key West Florida
@ The Most Southern Point

Up the street a bit is the Butterfly and Nature Conservatory! Here you will learn about the life cycle of a Monarch Butterfly and witness its different stages. Walk through hundreds of different butterflies and a tropical garden. You'll even see some flamingos and other species of birds!

Renting a boat for the day is a must! We used Key West Boat Rentals. We also hired a Captain so we could all enjoy some cocktails without having to worry, as well as take us to the coolest spots! Captain Diana took us to a stunning sand bar! We hung out there all day long, 10/10 recommend. It was the highlight of the trip!

Where to rent a boat in Key West
Sand bar in Key West

Sunset Pier is a great place to grab some drinks and watch the sunset. It is on the water and is booming with people. If you’re lucky you’ll be able to spot some fish off the pier while enjoying the view.

Sunset Pier in Key West
@ Sunset Pier

Talking about sunset, Mallory Square is famously known for its sunset celebration every day of the year! It is located on the waterfront of Key West’s historic Old Town and is filled with food vendors, street art, and performers.

Go to Aqua Nightclub! If you’re looking for a wild night you can’t miss the Drag Queens work the stage. Great drinks, huge laughs, and a blast to watch!


  • El Mason De Pepe (Dinner)

  • Blue Heaven (Breakfast, Lunch, & Dinner)

  • Moondog Cafe (Breakfast, Lunch, & Dinner)

  • Two Friends Patio (Breakfast, Lunch, & Dinner)

  • The Breakfast Club, too (Breakfast)

the breakfast club too in key west
@ The Breakfast Club Too
Blue Heaven best key lime pie in Key West
@ Blue Heaven


Anywhere you go out in Key West you’ll find awesome live bands playing! If Margaritaville was an actual place, this is it. Casual beach vibes, great live music for dancing, & the drinks are flowing!

  • The Smallest Bar in Key West

  • Kevin’s Irish Pub

  • The Bull (3rd floor is a nude bar)

  • Sloppy Joe’s

The Smallest Bar in Key West
@ The Smallest Bar in Key West
Where to go in Key West for live Music
@ Sloppy Joe's

I’ve created a shareable Google Map with all of my favorite restaurants & destinations. Feel free to save it to your maps to make navigating easier!

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