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Saturday Event Schedule
“All events not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.”
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Bottomless Bloodys, Bubbles & Bellinis
Big Cheezees Pub and Grub
8:00 AM
$7.69
Escape to Big Cheezees on Saturday, August 31st, from 8am to 2pm for a Brunch & Bottomless Bubbles, Bloody's & Bellinis extravaganza that'll definitely get your day started in the right direction!
Sway to the rhythm of the steel drums as you indulge in a full brunch menu featuring island-inspired dishes that will make your taste buds sing! And let's not forget the main event – our legendary $7.69 bottomless mimosas, bloody marys, and bellinis that will keep the good times flowing all morning long.
So grab your shades, slip on your flip-flops, and join us at Big Cheezees for a laid-back, tropical brunch experience like no other. It's a party you won't want to miss, where the drinks are cold, the food is hot, and the good times are endless!
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Parrots & Margaritas 5k Run/Walk
Irish Kevins
8:00 AM
$44.99
Grab your tropical attire and run/walk your way through Key West. Join us after for drinks and food at Irish Kevins! Registration includes:
• Party T-Shirt to all participants
• Margarita Souvenir Glass
• 1 FREE Margarita / Landshark Beer
• FREE Post-race Party Food at Irish Kevin's including Cheeseburger Sliders and Tator Tots
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Trop Rock Island Tour with Key Lime Bike Tours
Key Lime Bike Tours
9:30 AM
$50
Join us for a tropical escape as we pedal through the colorful streets of Key West on a Trop Rock Island bicycle tour! Get ready to experience the laid-back island vibes, enjoy the sunshine, and embrace the carefree spirit of old Key West We'll stop at the Historic Key West seaport, Louie's backyard and Captain Tony's. Next we'll ride down duval street, past the charming La-tee-da venue, known for its vibrant entertainment and lively spirit that echoes the island's carefree vibe, and we'll have a picture-perfect moment at the iconic Margaritaville restaurant, where you can raise a toast to paradise living. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!
Dress up in your best tropical attire and embark on a journey filled with island rhythms, tropical breezes, and the essence of Margaritaville on our Trop Rock Themed Island tour! Get ready to pedal, sing, and unwind on this Bike Tour!
*Bicycles are single speed beach cruisers with back pedal brakes. Included is a basket for your belongings, bottled water, sunscreen, and a slice of award winning Key Lime Pie at the end of the tour.
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Just a Few Friends Walking Tour
Shrimp Boat Sound Studio
10:00 AM
$35
90 minute guided walking tour taking you to some of the most celebrated Key West haunts frequented by our favorite son over his expansive history here. You'll visit the outside of his beloved music studio where you may leave your momento or sticker, and hear stories about his pirate life in the Keys.
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Back to the Island Bar Beach Party
Bourbon Street Bar
11:00 AM
FREE
Have you ever seen a bar FILLED with sand? Stop by 801 Bourbon Bar for a toes in the sand trop rock beach party right on Duval Street. Tiki Man Radio will be on hand, great drink specials and cool vibes. Sponsored by the Greeen House and 801. Part of the Margarita Bar Stroll.
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Margarita Bar Crawl
Big Cheezees
2:00 PM
$40
Who has the best margaritas in Key West?
Find out on the Margarita Bar Stroll with Just a Few Friends!
Join old friends and new as you make your way through nine iconic Key West bars to sample their best margarita, or a brew, if you prefer. Don’t miss out – only 200 tickets available so grab your fellow fans and register today!
When: Saturday, August 31
Time: 2pm to 6pm
Bars Visited: 11 (yes there's a bonus!)
Beverage: 6 oz margarita or beer at each stop
Participants: Limited to 200
Event day...
1. Check in at our headquarters [side bar next to Big Cheezees, 404 Southard] to receive your t-shirt and tasting guide. You can check in anytime from 11 am to 2 pm.
If you have tickets to the Cheeseburger Concert on the Beach Friday evening, you can grab your packet from the information tent 5pm to 7pm.
2. T-shirts were all pre-ordered by the size you requested.
3. The bar crawl starts at 2 pm. After you have your tasting guide, walk or bike to any bar on the list to start. There will be a local guide stationed at each location for fun and to help answer any questions.
4. There's a total of 11 bars who will mark your tasting guide and serve your choice of a 6 oz specialty margarita or a 6 oz beer. That's a lot of booze so pace yourself and drink plenty of water. Please remember to tip your hardworking bartenders!
5. Hang out at each bar as long as you like. Order shots. Get some food. Meet new people. Have fun with the guides and take lots of selfies. There will be a scavenger hunt aspect to the stroll announced at registration.
6. Rate each drink as you go; when you’re done, use the QR code to vote for your favorite margarita. The winning bar will get a trophy and prizes.
7. The bar crawl ends at 6pm which conveniently is happy hour at a lot of places on the list!
8. Grand prize winner in the scavenger hunt portion of the crawl will win round trip tickets for 2 on the Key West Express, a limited edition signed bottle of Key West Taste Like Vacation Agave Spirits from First Legal Rum Company and a swag bag of treats from the Greeen House Dispensaries of Florida. The winner will be drawn and notified Sunday morning!
Participating bars - Plan your route:
801 Bourbon Bar – 801 Duval
Big Cheezees Pub and Grub – 404 Southard (between the 500 & 600 block of Duval)
Hard Rock Café -- 213 Duval
Key West First Legal Rum Distillery – 105 Simonton Street
La Concha – 430 Duval
Shots & Giggles – 201 Ann Street
Southernmost Pint Brew Pub – 522 Front Street
Sunset Pier – 0 Duval Street (at Ocean Key Resort)
Surly Siren Saloon -- 308 Front Street
The Chart Room –1 Duval Street (inside the Pier House Resort)
Viva Argentinian Steakhouse – 903 Duval
Proudly serving Key West Taste Like Vacation Agave Spirits! Limited edition bottles available at Key West First Legal Rum.
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Brewfest presented by Sunrise Rotary Foundation
Southernmost Beach Resort
3:00 PM
$50/$100
Note: This is not an official Just a Few Friends event but an annual labor day celebration hosted by the Sunrise Rotary. Visit website keywestbrewfest.com for more information.
VIP Ticket includes early entry (3PM), official Brewfest t-shirt, tasting glass, and unlimited beer tastings.
21 and over only event.
General Admission includes a tasting glass and unlimited beer tastings (5PM-8PM).
21 and over only event.
Sorry, no pets, no refunds, no rain checks.
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Cayman and the Lost Shakers Poolside at Ocean's Edge
Ocean's Edge Resort & Marina
4:00 PM
FREE
Saturday 4pm - 6pm: Join Cayman and the Lost Shakers poolside outside of Yellowfin Bar and Kitchen located at the Ocean's Edge Resort. Enjoy our monstrous Cheeseburger special all day (lunch/dinner) $25 with Sauce, Lettuce, Tomato, Bacon, Pineapple, Fried Egg & Shoestring Fries
• 12pm – 3pm: DJ Jamz Poolside
• 4pm – 6pm Cayman and the Lost Shakers on the Yellowfin Bar and Kitchen Patio
o Dulce Vida Margarita Bar: Sweet, Spicy & Flavored
Cayman Smith-Martin, a Key West native, has a very interesting and long Jimmy Buffett background - his mother, Sunshine, was JB's business partner in the inception of Margaritaville! Come hear Cayman and his Lost Shakers perform classic hits and tell stories about 'back in the days'.
Read the story here ==>
https://ourkeywest.com/remember-when-margaritaville-was-a-mom-pop-shop/
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Latitude Adjustment Sunset Sail
Argo Navis
6:15 PM
111
JUST ADDED! DON'T MISS THE BOAT (DRINKS!)
Join hosts Jill & Sean Saturday for a relaxing sunset sail on the beautiful 75' luxury catamaran SV Argo Navis with other guests attending the Just a Few Friends celebration. This luxurious, all-inclusive sailing experience includes unlimited fine wines, craft beers, specialty cocktails and non-alcoholic options, along with delicious passed appetizers—all served by our skilled crew while you just sit back, relax and enjoy. This stable and comfortable catamaran allows you to wander the vessel and take in stunning views from both inside and out. A fully equipped galley, and hotel-style restrooms set this yacht apart from the rest. Plus, our crew sets the sails every evening so our guests are able to experience all the sensations of sailing– from the tranquil movement across the water to the sounds of the wind and waves.
Hosts Jill and Sean, who were part of the Argo team for two years (with Sean still serving as an Argo relief Captain), invite you to join them for a memorable evening as we sail into the beautiful Key West sunset.
The Argo Navis is docked at the end of Margaret Street at the Historic Key West Seaport. There is a city parking lot a half block away in front of the Waterfront Brewery with a pay station that takes credit cards. There’s also a parking garage located at the corner of Grinnell and Caroline. Please be at the docks about 15 minutes prior to the departure time so we can get you checked in. Guests who arrive after boarding time will miss the boat.
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A Sailor's Sun Sunset Cruise
Historic Seaport
6:30 PM
Adults $69.95
Youth 6-12 $39.95
𝑺𝒐𝒓𝒓𝒚, 𝒕𝒉𝒊𝒔 𝒆𝒗𝒆𝒏𝒕 𝒊𝒔 𝒔𝒐𝒍𝒅 𝒐𝒖𝒕. Check out
https://www.justafewfriendskeywest.com/saturday-schedule/latitude-adjustment-sunset-sail for another great option
Experience the Magic of a Key West Sunset with an Unforgettable Tropical Vibe!
Set sail on The Sandie Cat, for an evening you won’t forget. As the sun dips below the horizon painting the sky with brilliant hues, indulge in an UNLIMITED open well bar featuring rum-runners, margaritas, mixed drinks, draft beer, wine, champagne, and soft drinks.
Savor a selection of delicious appetizers as you glide through the crystal-clear tropical waters. Feel the rhythm of the islands with live music from one of Key West’s top trop rock entertainers, setting the perfect backdrop for your sunset cruise.
With a tropical mixed drink in hand, dance the evening away and immerse yourself in the legendary beauty of a Key West sunset. This is more than just a trip – it’s an experience that captures the true essence of island paradise. Don’t miss out on this ultimate sunset celebration!
Open Well Bar Includes
-Unlimited Well Mixed Drinks
-Draft Beer
-Margaritas
-Wine
-Champagne
-Rum Runners
-Soft Drinks
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Outdoor movie "Beach Bum" & Costume contest
Southernmost Pint Brewpub
8:00 PM
FREE
Join us at the Pint for a screening of one of the cheesiest movies ever made in the Keys: "The Beach Bum," starring Matthew McConaughey, Snoop Dogg, and Jimmy Buffett. This film has the potential to become the newest conch cult favorite! Dress up as your favorite character and join us for an evening of fun, including photo opportunities, prizes, and entertainment. The event kicks off at 8 pm, with the costume contest at 8:30 pm, and the movie starting around 9 pm.
Our hosts at the Southernmost Pint are a very small and family owned cozy brewpub & restaurant, where they make Blast Beer craft beers in house along with an ever changing menu of delicious gluten free dishes. Blast Beer Company started in 1990 as the brainchild of beer-loving Purdue University student Tadd Maudlin. With the craft brew movement just kicking off, Tadd drove hundreds of miles to find ingredients and bought books to learn all about how great beers are made. After educating himself with a little-known brewing process that breaks down gluten in beer he's brewed in Mexico, traveled the Caribbean extensively with his wife Lindsay, sailed their catamaran across the Atlantic Ocean to the UK, over to Europe, down to Africa and back again. Since then, he has enjoyed brewing beer and sharing the process with friends and family. We look forward to serving you, as well!