Ready to put together a legendary Key West girls’ trip itinerary? The great thing about a Key West girls’ trip is that the setting does most of the work for you! From the lively bars of Duval Street to the thrill of standing at the southernmost point of the United States, your group will love having such a fun trip in this tropical paradise. Your group will have time to bond over sunsets, spa days, fun boat rides, and forkful after forkful of Key lime pie!
With so much to choose from when planning a Key West girl’s trip, you might be wondering how to start planning your time in the Florida Keys. Check out nine great ideas for a perfect girls’ trip to Key West.
1) Plan A Boat Trip For Your Key West Girls Trip
One girls’ trip Key West bucket list item you don’t want to miss is a boat tour! Available as private or shared boat tours, our highly-rated Key West excursions are perfect for a girls’ weekend to remember! Key West Boat Trips offers nine unforgettable experiences to choose from when booking your tour.
Our experienced boat captains, top-notch fleet, super-fast bookings, and amazing destinations have made us one of Key West’s preferred boat-tour operators. Just wait until you tell the girls that you’ll be experiencing one of these great options during your Key West girl’s trip:
Sandbar hopping with stops at Mud Keys and Snipe Point to explore mangrove trails and mingle with locals
Key West sunset cruise that takes you into backcountry waters, where you can witness the breathtaking sight of the sun setting
Key West dinner cruise or lunch cruise with fresh seafood and beautiful scenery
Mud Keys mangrove safari with plenty of time for swimming and exploring sandbars and the mangrove forests
Boca Grande Island exploration and snorkeling. Guests can even enjoy the option of exploring neighboring Woman Key and Ballast Key.
Each experience offers plenty of anchor time to allow you to explore sandbars, snorkel, or simply wade in the warm, clear water that surrounds you! In fact, you can take amazing photos while relaxing in waist-high water in most spots.
Key West Boat Trips crafts the experience of a lifetime! In addition to offering amazing itineraries that you won’t find anywhere else, we offer so many ways to customize your trip to make it perfect for a Key West girls’ trip.
However, we do warn you that dates can fill up quickly. Book your fun trip among the sandbars or a relaxing sunset cruise today!
2) Have An Unforgettable Meal At The Half Shell Raw Bar
Known as the original Key West seafood restaurant, Half Shell Raw Bar sets the bar for dining in Key West. Enjoy a casual fish house with waterside seating at a former shrimp facility while having what is likely to be the best meal of your girls’ trip to Key West.
Half Shell is one of the best spots to try the legendary Key West pink shrimp that you may have heard about! If you aren’t in the know already, this delicious shrimp from the shallow waters of the Gulf of Mexico gets its sweet flavor and distinct pink color from nibbling on pink coral.
If you come for dinner, you’ll love watching boats arrive in the harbor while orange-pink streaks in the sky usher in a Key West sunset.
3) Visit The Key West Lighthouse
The Key West Lighthouse is a nonnegotiable stop during any Florida Keys vacation! First completed in 1825, this 65-foot stunner now invites guests to climb its 88 steps to enjoy one of the best views of the island and the surrounding waters.
The lighthouse is found at 938 Whitehead Street. It’s open for ticketed visitors from 10 a.m. to 5 p.m. daily.
Pro tip: The picturesque backdrop of the lighthouse and the sparkling waters of Key West will make for a perfect photo opportunity. Gather the girls, strike a pose, and capture this special moment to cherish forever.
4) Take Some Excursions Around The Florida Keys Archipelago
You don’t have to stay in Key West for every minute of your girls’ trip just because this is where you’re booking your hotel or rental house. Key West’s location makes visiting other spots easy! Consider jumping over to these spots for a fun day trip:
Big Pine Key (29 miles from Key West): Home to one of the clearest and most beautiful reefs for snorkeling and diving in the Keys, Big Pine Key offers incredible ways to connect with nature during your girls’ weekend. It’s also home to the National Key Deer Refuge, a sanctuary for the endangered Key deer. Take a break from the water activities and keep your eyes out for these cute and rare creatures roaming freely in their natural habitat.
Stock Island (3.3 miles from Key West): People who visit Stock Island say that it feels like a version of Key West before it became a popular tourist destination. This beautiful destination has a thriving art scene. It is also home to 10 marinas and boat yards, two craft breweries, a distillery, and the Key West Golf Club.
Duck Key (60 miles from Key West): Nestled between Conch Key and Grassy Key, Duck Key is a more secluded spot that is known for its marinas and Caribbean-style cottages. It’s also one of the best spots to swim with dolphins in the Florida Keys.
Sunset Key (2 miles from Key West): Located just a few yards away from Key West, Sunset Key is a 27-acre community known for its beautiful and luxury oceanfront cottages.
5) Visit The Southernmost Point Buoy For An Iconic Girls’ Trip Photo
Head down to Whitehead Street to snap a quick photo of the group in front of the Southernmost Point Buoy. This anchored concrete buoy marks the southernmost point in the continental United States! One fun fact is that you’ll be perched just 90 miles north of Cuba when you stand in this spot.
After snapping your photo, take some time to explore the surrounding area. Whitehead Street is full of cute shops, and cafes to get some retail therapy or a refreshing drink. Get into the Key West vibe and soak up the energy of the streets.
Pro tip: Don’t forget to share your Southernmost Point Buoy photo on social media and let your friends and followers join in on the excitement of your girls’ trip!
6) Do A Key Lime Pie Challenge
Why not see how many famous bakeries you can dip into to taste Key lime pie during your girls’ trip? This irresistible dessert is made with egg yolks, condensed milk, and juice from tiny limes. Traditionally, Key Lime Pies are finished with either a meringue topping or whipped cream.
Here’s a sneak peek at the best bakeries to satisfy your sweet tooth:
Kermit’s Key West Key Lime Shoppe – Elizabeth Street
Blue Heaven – Thomas Street
Key West Key Lime Pie Company – Greene Street
Moondog Cafe & Bakery – Whitehead Street
Mattheessen’s – Duval Street
Go on a Key Lime Pie tasting adventure with your girlfriends and taste the flavors of Key West. Each bakery offers its unique twist on this classic dessert, leaving you craving for more.
7) See A Classic Florida Keys Sunset At Mallory Square During Your Girls’ Trip
One enduring aspect of Florida Keys tourism is the nightly sunset celebration at Mallory Square. Going strong since the 1960s, this event is actually a continuation of a centuries-long tradition of enjoying stunning Key West sunsets that have been enjoyed by Ernest Hemingway, Tennessee Williams, and more.
Food trucks and street performers show up at Mallory Square about an hour before sunset each night. It’s so much fun to enjoy live music and nibble on street food as you begin a night out in Key West facing the ocean at Mallory Square!
Pro tip: You’ll be in the perfect position to head over to Old Town Key West for some drinks and live music once the sun goes down.
A Daytime Or Sunset Cruise Is The Perfect Addition To A Florida Keys Girls’ Trip
No place on Earth lets you enjoy a girls’ weekend that includes street performers, exotic sea life, lighthouses, and sandbar cruises without ever having to polish your passport. Key West is a tropical paradise that’s close to home.
Let Key West Boat Trips make your girls’ weekend or extended girl’s trip truly unforgettable with our private boat tours that provide elite on-the-water experiences at reasonable rates. This is a girls’ trip you’ll be talking about for years to come. Book your spot with us today!
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