Get The Most Out of a 3 Day Weekend In Key West

Now, this little island we call Key West, is more than just a party and we can help you get the most out of a three day weekend. Party in Key West! This 126-mile drive from Miami that skips across an archipelago of 1,700-plus keys, islets and islands; vistas of breathtaking blue water, crossing from more than 40 bridge and osprey’s-eye view of coral reefs and tidal flats. Toss in kayaks, conch fritters, quirky diners, secret hot spots, unique characters and opulent hotels, and we can only be in one place—the Key West, Florida

For many Florida Keys weekend visitors or day road-trippers, there are quite a few questions that arise; Where’s the beach? Who has the best Rum Runner or Key Lime Pie? Where do the locals hang out? Where do I go for dinner? What watersport adventure do I choose? Well, here is a weekend plan that will make your trip to Key West fulfilling and leave you for wanting oh soooooo much more! With only one weekend and so much to do, we can help you narrow down the many choices to help ensure you have the BEST weekend in Key West EVER!

Only a Weekend in Key West? Here's what you can't miss!

The Do It All Key West Watersport Adventure

Love the water? Love to snorkel? Kayak? Ride a Banana Boat? How about NOT choosing one and do them ALL! If you love the water, then you must hit  Sunset Watersport’s Do It All Watersports adventure! A day of watersports all in one day – without breaking the bank! And the best thing is, you’ll have the memories of a lifetime! Go to Sunset Watersports Key West‘s Website for more information.

sunset watersports key west

Going to Key West without seeing its legendary sunsets is like missing the Eiffel Tower on a trip to Paris. Sure, you can get plenty of pictures and time to ooh and aah at the Mallory Square Key West sunset celebration, but why not get up close and personal with a sunset sail? Watching the Key West sun slide gently below the horizon is a beautiful experience, especially with your friends, family or sweetie by your side. Find A Key West Sunset SailKey West Sunset Sail

Jetski Around the Island of Key West

Yes, you heard it! You flew in and saw the island. Now, you MUST ride around the island! If you think this is fun, then you must do the “Ultimate Island Tour” with Key West Water Tours. They have an exciting 26 mile tour around Key West and neighboring islands. They have very fun guides who are experienced and professional. There are so many great things about this trip with Key West Water Tours (the best tour on the Island, btw)… how to choose? The waters are always warm and inviting! See the wildlife, sunsets, dolphins, famous landmarks as you jetski around Key West on the Gulf of Mexico and the Atlantic Ocean in one trip! You will, for sure, have a great time! GO TO: Key West Water Tour‘s Jetski Rental Page here.

key west water tours

 

Going to Key West without seeing its legendary sunsets is like missing the Eiffel Tower on a trip to Paris. Sure, you can get plenty of pictures and time to ooh and aah at the Mallory Square sunset celebration, but why not get up close and personal with a sunset sail? Watching the Key West sun slide gently below the horizon is a beautiful experience, especially with your friends, family or sweetie by your side.  Find a Romantic Sunset Sail in Key West or a Party Boat Sunset Sail in Key West

key west boat rentals sunset watersports

One show you don’t want to miss is the famous nightly sunset celebration on the Key West waterfront. As the sun dips low over the Gulf of Mexico, crowds fill Mallory Square, once the anchorage of Keys’ pirates. Today the wharf is a scuttle of vendors, jugglers, escape artists, gymnasts, psychics and magicians, each holding their own spellbound audiences – all for the price of an applause (or the much-more appreciated tip). GO TO: More Info about about Key West Sunset Celebration

 

life is a party key west saying

Whether you’re an expert at Key West fishing or you’ve never picked up a pole in your life, there are many fishing captains who can accommodate your fishing expertise (or lack thereof!). The fishing in Key West is so good, it’s a rare day that you don’t go out and actually catch something. The best thing is about it…you can take your catch to many local restaurants and they will cook your fish up (inexpensively!) for your dinner. Find your fishing captain here: GO TO: Find a Key West Fishing Charter

This classic sightseeing train has been around long enough to give Key West legend Ernest Hemingway a ride! It’s actually a motorized trolley on wheels rather than a train, and it will take you around to every major sight on the Island with an entertaining guided tour. It’s a great way to get a feel for the town, and to enjoy the sights without having to exert yourself. The staff is super friendly, and the company prides itself on an enjoyable ride – so much so, they offer a no-questions-asked, money back guarantee. You can also purchase a photo of you and your traveling companions on the train as a souvenir! Find Key West Things To Do here.

Want to hit the warm, tropical waters of Key West? See Dolphins? Catch one of our amazing  for more information.
sunsets? Rent a boat? Booze Cruise? Snorkel? Dive? Parasail? Whatever your heart’s desire, Key West has everything you could possibly want to do on the water! Find a Snorkel Trip in Key West or a Diving Charterboat in Key West here

key west diving

Feeling like just taking in the scenery and laying low for the day? Well, take a stroll along the famous Duval Street is a definite must. Duval Street is to Key West what Bourbon Street is to New Orleans. In other words, it’s the center of all the action! This street stretches the width of the Island – from Gulf to ocean – and along it you will find a slew of bars, restaurants, shops and cafes. This is the ultimate Key West party experience, and as you stroll, you can stop every few feet to cool off at an outdoor bar with an ice cold frozen libation under refreshing water misters. FIND Things To Do in Key West 0n Duval Street

key west duval street sign

And last, but never, ever least…we get to the party! After spending the day doing watersports, enjoying the beach, or relaxing with a book by your hotel’s pool, it’s time to let your hair down and embrace the outrageousness of the Conch Republic’s capital that we call Key West!

You can hit up the local favorite hot spots like Schooner’s Wharf, Conch Republic Seafood aka The Conch Farm, and the Half Shell Raw Bar and drink like a local. There are many favorite watering holes in Key West. If you ask Key West lover’s, every person has a favorite bar. A favorite bar (and must-stop) is the Smallest Bar in Key West…got to see how many people you can fit in at once…and then get that famous photo to brag!

For most people, though, Key West partying means hitting Old Town’s Duval Street, crowded big-name bars like Sloppy Joe’s, Hog’s Breath, the Bull & Whistle, Captain Tony’s, Willy T’s and Jimmy Buffett’s Margaritaville. If you can hit all of these famous bars in one night, it’s called the Duval Crawl! Get your crawl on! FIND Key West Bars

key west duval street

Resources for planning your Party in Key West vacation:

Party in Key West – Online Key West guide for anything and everything to do in Key West, Florida.
Key West The Right Way

Only a Weekend In Key West? Here Are Your Must-Do’s! 

http://PartyInKeyWest.com Your Key West Destination Guide for where to stay, what to do, where to eat, and where the party in Key West, Florida is happening.

Upcoming Events
Dec
16
Mon
2024
9:00 pm Drunken Spelling Bee Contest @ M...
Drunken Spelling Bee Contest @ M...
Dec 16 @ 9:00 pm – 11:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s BarMonday Nights at 9 PM!Hosted by Comedy Key West’s Joe Madaus, Tony Hughes, and Steve Crane.Shot rounds, speed rounds and we don’t even know what else yet. It will[...]
Dec
18
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2024
7:30 pm Wednesdays! The MadHouse at Bott...
Wednesdays! The MadHouse at Bott...
Dec 18 @ 7:30 pm – 10:00 pm
Wednesdays!The MadHouse at BottlecapEnjoy comedy, variety, and impropriety featuring local “open mic” standup & who knows what else… Bring your own talent and you might be part of the show! If you’re interested in performing,[...]
Dec
23
Mon
2024
9:00 pm Drunken Spelling Bee Contest @ M...
Drunken Spelling Bee Contest @ M...
Dec 23 @ 9:00 pm – 11:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s BarMonday Nights at 9 PM!Hosted by Comedy Key West’s Joe Madaus, Tony Hughes, and Steve Crane.Shot rounds, speed rounds and we don’t even know what else yet. It will[...]
Dec
25
Wed
2024
7:30 pm Wednesdays! The MadHouse at Bott...
Wednesdays! The MadHouse at Bott...
Dec 25 @ 7:30 pm – 10:00 pm
Wednesdays!The MadHouse at BottlecapEnjoy comedy, variety, and impropriety featuring local “open mic” standup & who knows what else… Bring your own talent and you might be part of the show! If you’re interested in performing,[...]
Dec
30
Mon
2024
9:00 pm Drunken Spelling Bee Contest @ M...
Drunken Spelling Bee Contest @ M...
Dec 30 @ 9:00 pm – 11:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s BarMonday Nights at 9 PM!Hosted by Comedy Key West’s Joe Madaus, Tony Hughes, and Steve Crane.Shot rounds, speed rounds and we don’t even know what else yet. It will[...]
Jan
1
Wed
2025
7:30 pm Wednesdays! The MadHouse at Bott...
Wednesdays! The MadHouse at Bott...
Jan 1 @ 7:30 pm – 10:00 pm
Wednesdays!The MadHouse at BottlecapEnjoy comedy, variety, and impropriety featuring local “open mic” standup & who knows what else… Bring your own talent and you might be part of the show! If you’re interested in performing,[...]
Jan
6
Mon
2025
9:00 pm Drunken Spelling Bee Contest @ M...
Drunken Spelling Bee Contest @ M...
Jan 6 @ 9:00 pm – 11:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s BarMonday Nights at 9 PM!Hosted by Comedy Key West’s Joe Madaus, Tony Hughes, and Steve Crane.Shot rounds, speed rounds and we don’t even know what else yet. It will[...]
Jan
8
Wed
2025
7:30 pm Wednesdays! The MadHouse at Bott...
Wednesdays! The MadHouse at Bott...
Jan 8 @ 7:30 pm – 10:00 pm
Wednesdays!The MadHouse at BottlecapEnjoy comedy, variety, and impropriety featuring local “open mic” standup & who knows what else… Bring your own talent and you might be part of the show! If you’re interested in performing,[...]