Make your life happening by enrolling to entertainment events in Key West. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in Key West. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in Key West.
## Entertainment Events in Key West - **Event Name**: Will Kimbrough - Live in the Chart Room - **Description**: Will Kimbrough: Live in the Chart Room 📅 Monday, September 7, 2026 · 10:00 AM – Noon 📍 Pier House Resort & Chart Room Bar, Key West 🎟️ Limited to just 38 guests · $250 per person This may become one of the most unforgettable moments of the entire we - **Interested Audience**: - Count: 31 - **Date**: Mon Sep 07 2026 at 10:00 am – Mon Sep 07 2026 at 12:00 pm (-04:00) - **Event URL**: https://allevents.in/key-west/will-kimbrough-live-in-the-chart-room/200030098313734 - **Venue**: Pier House Resort & Spa - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy80NWYyZjYyYmIxMDkwZDk3MWIwYjA4YTJmMWRmMjc1YTY2Mzk0NDA2YTZkNWQwYTRjNDA3NjcyZWU4YTgyM2QzLXJpbWctdzEyMDAtaDYyOS1kYzA4MDgwOC1nbWlyP3Y9MTc4NzIwNjM4Mg.avif - **Categories**: entertainment, food-drinks, brunch, concerts, performances, music, art, literary-art, storytelling - **Event Name**: Second Line Memorial Walking Parade - **Description**: Second Line Memorial Procession: A Tribute to Key West’s Favorite Son 📅 Sunday · September 6 · 5:00 PM 📍 Lower 100 Block of Duval Street to Truman Waterfront Park, Key West Celebrate the life, music, and spirit of Key West’s favorite son with a joyful, t - **Interested Audience**: - Count: 275 - **Date**: Sun Sep 06 2026 at 05:00 pm – Sun Sep 06 2026 at 06:00 pm (-04:00) - **Event URL**: https://allevents.in/key-west/second-line-memorial-walking-parade/200030000288436 - **Venue**: 100 Duval St, Key West, FL 33040-6506, United States - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy80ZGM1NDhmZjNjNWNiYThjYzc1NGJjYWFlMTQ4MzA1OTY1YTA1MGIzZTQ0YjIwZTAwMzFjYTI4OThlNGJjOTIyLXJpbWctdzEyMDAtaDYyOC1kYzA4ZThlOC1nbWlyP3Y9MTc4NzExMjk2MA.avif - **Categories**: music, entertainment, nonprofit, parades, live-music, charities, virtual, parties - **Event Name**: Best Friend VIP Show ft. Nadirah Shakoor - **Description**: 📅 Sunday, September 6, 2026 ⏰ 1:00 PM – 2:30 PM 📍 Margaritaville Restaurant, 500 Duval St This intimate performance is reserved exclusively for Best Friend VIPs—an up-close moment in one of the most iconic rooms in Key West. Capacity is limited to just 1 - **Interested Audience**: - Count: 34 - **Date**: Sun Sep 06 2026 at 01:00 pm – Sun Sep 06 2026 at 02:30 pm (-04:00) - **Event URL**: https://allevents.in/key-west/best-friend-vip-show-ft-nadirah-shakoor/200030221823505 - **Venue**: Margaritaville Restaurant, Key West - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9jODM4MzliOGZhZmI2ZGE0ODUyMmU3OTMxMWYwMjEzMWRmM2ZiZDRmMGI4MzI0YWM4MGUwN2ZlZDI0NTExMzNmLXJpbWctdzEyMDAtaDYyOS1kY2Y4ZjhmOC1nbWlyP3Y9MTc4ODE4MTk2Mg.avif - **Categories**: music, entertainment - **Event Name**: Mac McAnally, Will Kimbrough, Howard Livingston & the Mile Marker 24 Band in Key West - **Description**: 🎶 Don't Miss Mac McAnally Live in Key West on Sunday, September 6, 2026! 🎶 Are you ready to experience Mac McAnally like never before? With chart-topping hits like Pirates & Parrots (feat. Mac McAnally), Down the Road an - **Interested Audience**: - Count: 1 - **Date**: Sun Sep 06 2026 at 05:00 pm – Sun Sep 06 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/key-west/mac-mcanally-will-kimbrough-howard-livingston-andamp;-the-mile-marker-24-band-in-key-west/3300030147638225 - **Venue**: 201 Duval St - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9hYmU4N2JhMC01YTY2LTExZjEtYWM2OS03YjBjNzg4OGZjZjItcmltZy13MTIwMC1oNjc1LWRjMWExODA1LWdtaXIud2VicD92PTE3Nzk5NTMyNDQ.avif - **Categories**: music, entertainment, art, sports, live-music - **Event Name**: Key West OktoBREWfest - **Description**: The main tasting event takes place on Saturday, October 3rd from 3-8pm. Expect over 60 beer vendors, more than 225 types of beers, live entertainment, and a guaranteed great time! Plus the Southernmost Beach Café will be open with beer hall food specials - **Interested Audience**: - Count: 91 - **Date**: Sat Oct 03 2026 at 03:00 pm – Sat Oct 03 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/key-west/key-west-oktobrewfest/200030044739418 - **Venue**: 1319 Duval Street, Key West, FL, United States, Florida 33040 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9jZTYxYjEwZmZmZTZkMjY4ZmM4OTY2NTE0OTEyOTVjMThlZTFhYTg2ZTMyNTE5MTQ2MzRiNmYwYzczOTFlMzc0LXJpbWctdzEyMDAtaDYyOC1kYzA4ODhjOC1nbWlyP3Y9MTc4NzQzNzE4MQ.avif - **Event Name**: Nine One Five's Fantasy Fest Parade Viewing Party - **Description**: Elevate your Fantasy Fest experience with the ultimate Parade Viewing Party at Nine One Five—right on Duval Street!About this Event🎭 Nine One Five’s Fantasy Fest Parade Viewing Party 🎉Get out - **Interested Audience**: - Count: 1 - **Date**: Sat Oct 24 2026 at 06:00 pm – Sat Oct 24 2026 at 11:00 pm (-04:00) - **Event URL**: https://allevents.in/key-west/nine-one-fives-fantasy-fest-parade-viewing-party/100001996124682660 - **Venue**: Nine One Five - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy81OWFkMDkyMjQzZmJjMGIwYjgzNGU0NmUxNjVhYmM4Zjg2MzRkMDdhYTlmYzI1NTkzNjU4Nzg0NjgzYTE4MWQxLXJpbWctdzEyMDAtaDgwMC1kYzA4MTgzOC1nbWlyLmpwZz92PTE3ODYwMjUwNTU.avif - **Price**: USD 59 - **Categories**: fitness, Festivals, food-drinks - **Event Name**: Friends of Bubba After Party featuring Aaron Luka's "Songs We Know By Heart" Piano Sing-Along - **Description**: Friends of Bubba After Party featuring Aaron Luka's "Songs We Know By Heart" Piano Sing-Along 📅 Sunday, September 6, 2026 ⏰ Immediately following Party in the Park 📍 American Legion Post 168 • 803 Emma Street, Key West When the music ends at Party in th - **Interested Audience**: - Count: 37 - **Date**: Sun Sep 06 2026 at 10:00 pm – Sun Sep 06 2026 at 11:55 pm (-04:00) - **Event URL**: https://allevents.in/key-west/friends-of-bubba-after-party-featuring-aaron-lukas-songs-we-know-by-heart-piano-sing-along/200030534166918 - **Venue**: 803 Emma St, Key West, FL 33040-7344, United States - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvMjQ3ZjVlZTQyNDM3MGJmYzlhMzdiYWE0ZTk5NDIzNjVhZGYyYWVjOTdjODk3MTk5OTVmY2Y3YWQxNzFhYTdlYy1yaW1nLXcxMjAwLWg2MjktZGMwODA4MDgtZ21pcj92PTE3ODg1MDgwNjM.avif - **Categories**: entertainment, music, parties, karaoke, live-music, performances, food-drinks - **Event Name**: Island Tiki Sunset & Music Cruise - **Description**: 🍹🌅 Island Tiki Sunset & Music Cruise 📅 Monday, September 7, 2026 ⏰ 5:45–8:15 PM 📍 Cruisin’ Tikis · 202 William St, Key West Watch Cayman & the Mango Men from the water—aboard your own floating tiki hut. This 2.5-hour cruise departs at 5:45 PM a - **Interested Audience**: - Count: 23 - **Date**: Mon Sep 07 2026 at 05:45 pm – Mon Sep 07 2026 at 08:15 pm (-04:00) - **Event URL**: https://allevents.in/key-west/island-tiki-sunset-and-music-cruise/200030132811252 - **Venue**: 200 William St, Key West, FL 33040-6645, United States - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZDZlZTUxODY3OGU4NTM2OGYyMmJjZWMwM2FiMzU4MmM2OWJhNTUyNzczOWRkMmE0ZWRhMWJhMzQwMTVjYmExNC1yaW1nLXcxMjAwLWg2MjktZGNkOGM4YzgtZ21pcj92PTE3ODcyOTQ1ODI.avif - **Categories**: concerts, music, entertainment - **Event Name**: Pool Party at La Concha - **Description**: 🏖️🍹 Pool Party at La Concha 📅 Monday, September 7, 2026 ⏰ 1:00–4:00 PM 📍 Crowne Plaza Key West-La Concha Head up to one of Key West’s most iconic rooftops for a laid-back afternoon above Duval Street. The La Concha pool deck offers sweeping views of Ol - **Interested Audience**: - Count: 63 - **Date**: Mon Sep 07 2026 at 01:00 pm – Mon Sep 07 2026 at 04:00 pm (-04:00) - **Event URL**: https://allevents.in/key-west/pool-party-at-la-concha/200030029334858 - **Venue**: La Concha Key West - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9jNzZmZjU4YjQwMmQ0Nzk1OWVkZjk5NmZmYTBlMzAzNGVhYmIyYzc1ZmUxZWFmNzlmM2UwNzQzYWM2ZmI3NDcyLXJpbWctdzEyMDAtaDYyOS1kYzA4ZThlOC1nbWlyP3Y9MTc4NzIwNjM4Nw.avif - **Categories**: parties, entertainment, pool-parties - **Event Name**: Key of Bones: Curse of the Ghost Pirate – Key West Red Carpet Premiere - **Description**: 🏴☠️ Join us for the Official Key West Red Carpet Premiere of Key of Bones: Curse of the Ghost Pirate! Celebrate the hometown premiere of the supernatural adventure comedy filmed entirely on location throughout Key West. Walk the red carpet alongside the - **Interested Audience**: - Count: 53 - **Date**: Fri Oct 02 2026 at 06:30 pm (-04:00) - **Event URL**: https://allevents.in/key-west/key-of-bones-curse-of-the-ghost-pirate-key-west-red-carpet-premiere/200030383365620 - **Venue**: Tennessee Williams Theatre - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Key+of+Bones%3A+Curse+of+the+Ghost+Pirate+%E2%80%93+Key+West+Red+Carpet+Premiere+&date=Fri+Oct+02+2026+at+06%3A30+pm&bg=1 - **Categories**: entertainment, trips-adventures, comedy - **Event Name**: A Green Parrot Beatle Tribute - **Description**: All You Need is Love… and Popcorn. Join Key West’s very own BEATLE BAND at The Green Parrot with shows at 5:30 and 9:00 and 11:00pm. Their past Beatle Tribute shows had Parrot patrons swinging from the rafters as they danced, laughed, and sang-along to a - **Interested Audience**: - Count: 48 - **Date**: Mon Oct 19 2026 at 05:30 pm – Tue Oct 20 2026 at 01:00 am (-04:00) - **Event URL**: https://allevents.in/key-west/a-green-parrot-beatle-tribute/200030636946432 - **Venue**: The Green Parrot - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy83NTI1NDc5ODMwZTk4YTVjNjk1NmIwODEyNWY3MTU5Y2QwZDRlYWY5NzA4NmU2NTYwM2EyN2I5ZmMzZDE3YzBiLXJpbWctdzEyMDAtaDY3NS1kY2Q4ZThmOC1nbWlyP3Y9MTc4ODE4MTg5MQ.avif - **Categories**: entertainment, festivals, music, parties - **Event Name**: LUV2GLOW - LIQUID FREQUENCY - FANTASY FEST 2026 at Rick's Key West - **Description**: Fantasy Fest’s ultimate immersive UV blacklight GLOW party returns for its 14th glowing year!! The Theme is “LIQUID FREQUENCY”About this Event14th ANNUAL LUV2GLOW - LIQUID FREQUENCY - **Interested Audience**: - Count: 2 - **Date**: Wed Oct 21 2026 at 08:00 pm – Thu Oct 22 2026 at 04:00 am (-04:00) - **Event URL**: https://allevents.in/key-west/luv2glow-liquid-frequency-fantasy-fest-2026-at-ricks-key-west/100001992766060932 - **Venue**: Rick's Bar - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZWZhYjJmOTdiN2RmNWYxMDc5N2RmYWI5OTk2MzY4MDVjZTI2ZTE0YzIxOTRjODQ1OTZhMTBlYmI4OTkxYzg1Yy1yaW1nLXcxMjAwLWg2MDAtZGMxYTExMzAtZ21pci5qcGc_dj0xNzgzNzgxNTI2.avif - **Price**: USD 36 to 117 - **Categories**: fitness, Entertainment, Festivals, performances, Parties, Workshops - **Event Name**: Lip Sync & Lifeguards - A Fantasy Fest Pool Party - **Description**: Where red swimsuits meet show-stopping tunes! Join the ultimate Lip Sync & Lifeguards pool party at Blue Flamingo.About this EventGrab your swimsuit, channel your inner superstar, and dive into the most over-the-top p - **Date**: Sat Oct 17 2026 at 12:00 pm – Sat Oct 17 2026 at 04:00 pm (-04:00) - **Event URL**: https://allevents.in/key-west/lip-sync-and-lifeguards-a-fantasy-fest-pool-party/100001997895287587 - **Venue**: Blue Flamingo Resort Key West - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9iM2QxMWUwYmRiMDkwMDAwMWMxZTM3OTQ2NTUxNzU4MjcwNjMwZDZiOWNkNGNjNTNiNDE5OTIxMzA3MmI2ZjZlLXJpbWctdzEyMDAtaDE1NTMtZGNmOGY4ZTgtZ21pci5qcGc_dj0xNzg2Njc2NDU0.avif - **Price**: Free - **Categories**: festivals, entertainment, parties, pool-parties, performances, art, theatre - **Event Name**: The Fright Crawl | Key West Halloween Bar Crawl 2026 | Thurs, Oct. 29 - **Description**: Key West's craziest Halloween bar crawl on Thursday, October 29th. Featuring the city's best bars & clubs, live DJs, and no cover! - **Date**: Thu Oct 29 2026 at 07:30 pm – Fri Oct 30 2026 at 02:00 am (-04:00) - **Event URL**: https://allevents.in/key-west/the-fright-crawl-key-west-halloween-bar-crawl-2026-thurs-oct-29/100001998617701346 - **Venue**: TBA - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy81MDQxMmQyMWQ5MDQ2OGRiMTA1ZjI3MGMxMDk1ZTYyNDI0ODc1MWRhNWIxMGJiNWY1OTI0ODk2NWNmM2FiOGQxLXJpbWctdzEyMDAtaDYwMC1kY2Y4ZjhmOC1nbWlyLmpwZz92PTE3ODc4MzkyNjU.avif - **Price**: USD 8 to 50 - **Categories**: parties, entertainment, bar-crawls, halloween, halloween-parties, costume-parties, contests, pub-crawl, holiday - **Event Name**: Southernmost Slow Riders in the Fantasy Fest parade - **Description**: Our theme - Saturday Night Fever at Studio 54 Step back into the VIP lounge of the legendary 1970s. Once in the club & past the velvety ropes, you'll find funky vibes with disco balls, glitter and champagne 🥂🍾 We'll be blasting all your favorite d - **Interested Audience**: - Count: 75 - **Date**: Sat Oct 24 2026 at 05:00 pm (-04:00) - **Event URL**: https://allevents.in/key-west/southernmost-slow-riders-in-the-fantasy-fest-parade/200030516688445 - **Venue**: Truman Annex - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9lM2UzOTdlMzZhZGUwNTIyMmFlNDA5ZGVkOWVhNjdiY2YyZDBiNjE1OTY4ZDBlYTg0NTMxMzUzZTFmMDJiODFhLXJpbWctdzYxMi1oNjEyLWRjMDgwODA4LWdtaXI_dj0xNzg4NjA4MDYz.avif - **Categories**: parties, entertainment, festivals, parades, meetups ## Trending Events in Key West - **Event Name**: Will Kimbrough - Live in the Chart Room - **Description**: Will Kimbrough: Live in the Chart Room 📅 Monday, September 7, 2026 · 10:00 AM – Noon 📍 Pier House Resort & Chart Room Bar, Key West 🎟️ Limited to just 38 guests · $250 per person This may become one of the most unforgettable moments of the entire we - **Venue**: Pier House Resort & Spa - **Banner**: https://cdn-az.allevents.in/events5/banners/45f2f62bb1090d971b0b08a2f1df275a66394406a6d5d0a4c407672ee8a823d3-rimg-w1200-h629-dc080808-gmir?v=1787206382 - **Event Name**: Second Line Memorial Walking Parade - **Description**: Second Line Memorial Procession: A Tribute to Key West’s Favorite Son 📅 Sunday · September 6 · 5:00 PM 📍 Lower 100 Block of Duval Street to Truman Waterfront Park, Key West Celebrate the life, music, and spirit of Key West’s favorite son with a joyful, t - **Venue**: 100 Duval St, Key West, FL 33040-6506, United States - **Banner**: https://cdn-az.allevents.in/events4/banners/4dc548ff3c5cba8cc754bcaae148305965a050b3e44b20e0031ca2898e4bc922-rimg-w1200-h628-dc08e8e8-gmir?v=1787112960 - **Event Name**: Gov't Mule & Ziggy Marley - **Description**: Gov't Mule & Ziggy Marley Venue: Coffee Butler Amphitheater Key West, FL Date: Sep 30, 2026 - 06:00 PM - **Venue**: Key West, Florida - **Banner**: https://cdn-az.allevents.in/events1/banners/f4078e4fd9bed35c68cc3c2fcc5c22ba3a419f6e5689f35a81dc26d19e5cc721-rimg-w1024-h768-dc181818-gmir?v=1788249903 - **Event Name**: Best Friend VIP Show ft. Nadirah Shakoor - **Description**: 📅 Sunday, September 6, 2026 ⏰ 1:00 PM – 2:30 PM 📍 Margaritaville Restaurant, 500 Duval St This intimate performance is reserved exclusively for Best Friend VIPs—an up-close moment in one of the most iconic rooms in Key West. Capacity is limited to just 1 - **Venue**: Margaritaville Restaurant, Key West - **Banner**: https://cdn-az.allevents.in/events5/banners/c83839b8fafb6da48522e79311f02131df3fbd4f0b8324ac80e07fed2451133f-rimg-w1200-h629-dcf8f8f8-gmir?v=1788181962 - **Event Name**: Come Monday: Cayman & the Mango Men - **Description**: 🌅🎶 Sunset Pier Concert: Come Monday with Cayman & the Mango Men 📅 Monday, September 7, 2026 ⏰ 6:00–8:00 PM 📍 Sunset Pier · 0 Duval St, Key West There’s no better place to close out the weekend than Sunset Pier—where the sun drops into the Gulf and t - **Venue**: Sunset Pier, Key West, FL 33040, United States - **Banner**: https://cdn-az.allevents.in/events7/banners/e84340a1c13c8f50a0f3542f251b29ed21c00f51b78fb0415f9b83450fd3dcca-rimg-w1200-h629-dcf8f8f8-gmir?v=1787596381 - **Event Name**: Deep Eddy Vodka 2026 Fantasy Fest Parade - **Description**: Join 70,000 exuberant partygoers as this year’s Key West Fantasy Fest parade rolls down Duval Street. Featuring glittering floats, spectacular costumes and dazzling dancing groups! It doesn’t get any wilder than this! Parade steps off at 7 PM; FREE. Plus - **Venue**: Duval St, Key West, FL 33040, United States - **Banner**: https://cdn-az.allevents.in/events9/banners/e097be6a5846e949e56e5bf53e24c491e60feef67257b83832b6d56916e4c466-rimg-w1200-h452-dcf8f8f8-gmir?v=1788510772 - **Event Name**: Key West Artisan Market at the Party in the Park - **Description**: 🛍️🌴 Key West Artisan Market Pop-Up at Party in the Park 📅 Sunday, September 6, 2026 ⏰ During Party in the Park 📍 Truman Waterfront Park · Key West As the energy builds at Party in the Park, take a stroll through the Key West Artisan Market pop-up. Disc - **Venue**: Truman Waterfront Park - **Banner**: https://cdn-az.allevents.in/events7/banners/3537b604979d51fc878d7df3c187e3b42cf61373ae300dd20553bc1db1daccec-rimg-w1200-h629-dc182848-gmir?v=1787663591 - **Event Name**: Bubbles Brunch Sail with Will & Jessica - **Description**: 🥂⛵ Bubbles Brunch Sail 📅 Sunday, September 6, 2026 ⏰ 10:00 AM – 12:00 PM 📍 The Dock at Sunset Pier · 0 Duval St, Key West Set sail in style aboard the 75' Argo Navis for a one-of-a-kind brunch on the water—an easy, elevated way to start your Sunday in K - **Venue**: S/V Argo Navis - **Banner**: https://cdn-az.allevents.in/events1/banners/9536b7adc8fbd8f5d944fc1c6fcc9dc0aa47f565afd6beb28037c09b69a2bd9e-rimg-w1200-h629-dc08e8e8-gmir?v=1787122917 - **Event Name**: Island Adventure & Sunset Cruise Combo - **Description**: 🌅🌊 Island Adventure Sandbar – Sunset Edition 📅 Monday, September 7, 2026 ⏰ 5:00–8:30 PM (approx. 4:30–8:00 PM sail time) 📍 Historic Seaport · Key West Close out the weekend on the water with a backcountry escape that shows you a different side of Key We - **Venue**: Fury Water Adventures Key West - **Banner**: https://cdn-az.allevents.in/events2/banners/f5b7c880665cd242daabcbabb3bdc37231d6663be2cf48e0436252ff03eb736b-rimg-w1200-h629-dcf8f8f8-gmir?v=1788355496 ## Browse Entertainment Events by Date - [Entertainment Events Today in Key West](https://allevents.in/key-west/entertainment--today) - [Entertainment Events This Weekend in Key West](https://allevents.in/key-west/entertainment--this-weekend) - [Entertainment Events in September in Key West](https://allevents.in/key-west/entertainment--september) - [Entertainment Events in October in Key West](https://allevents.in/key-west/entertainment--october) ## FAQs - **Q**: What are the top Entertainment events in Key West? - **A:** Will Kimbrough - Live in the Chart Room (Mon Sep 07 2026 at 10:00 am at Pier House Resort & Spa), Second Line Memorial Walking Parade (Sun Sep 06 2026 at 05:00 pm at 100 Duval St, Key West, FL 33040-6506, United States), Best Friend VIP Show ft. Nadirah Shakoor (Sun Sep 06 2026 at 01:00 pm at Margaritaville Restaurant, Key West), Mac McAnally, Will Kimbrough, Howard Livingston & the Mile Marker 24 Band in Key West (Sun Sep 06 2026 at 05:00 pm at 201 Duval St), Key West OktoBREWfest (Sat Oct 03 2026 at 03:00 pm at 1319 Duval Street, Key West, FL, United States, Florida 33040). - **Q**: What are the top free Entertainment events in Key West? - **A:** Lip Sync & Lifeguards - A Fantasy Fest Pool Party (Sat Oct 17 2026 at 12:00 pm at Blue Flamingo Resort Key West). - **Q**: What Entertainment events are happening in Key West today September 06, 2026? - **A:** Second Line Memorial Walking Parade (Sun Sep 06 2026 at 05:00 pm at 100 Duval St, Key West, FL 33040-6506, United States), Best Friend VIP Show ft. Nadirah Shakoor (Sun Sep 06 2026 at 01:00 pm at Margaritaville Restaurant, Key West), Mac McAnally, Will Kimbrough, Howard Livingston & the Mile Marker 24 Band in Key West (Sun Sep 06 2026 at 05:00 pm at 201 Duval St), Friends of Bubba After Party featuring Aaron Luka's "Songs We Know By Heart" Piano Sing-Along (Sun Sep 06 2026 at 10:00 pm at 803 Emma St, Key West, FL 33040-7344, United States). - **Q**: What Entertainment events are happening in Key West this weekend September 4–6, 2026? - **A:** Second Line Memorial Walking Parade (Sun Sep 06 2026 at 05:00 pm at 100 Duval St, Key West, FL 33040-6506, United States), Best Friend VIP Show ft. Nadirah Shakoor (Sun Sep 06 2026 at 01:00 pm at Margaritaville Restaurant, Key West), Mac McAnally, Will Kimbrough, Howard Livingston & the Mile Marker 24 Band in Key West (Sun Sep 06 2026 at 05:00 pm at 201 Duval St), Friends of Bubba After Party featuring Aaron Luka's "Songs We Know By Heart" Piano Sing-Along (Sun Sep 06 2026 at 10:00 pm at 803 Emma St, Key West, FL 33040-7344, United States). - **Q**: What Entertainment events are happening in Key West in September 2026? - **A:** Will Kimbrough - Live in the Chart Room (Mon Sep 07 2026 at 10:00 am at Pier House Resort & Spa), Second Line Memorial Walking Parade (Sun Sep 06 2026 at 05:00 pm at 100 Duval St, Key West, FL 33040-6506, United States), Best Friend VIP Show ft. Nadirah Shakoor (Sun Sep 06 2026 at 01:00 pm at Margaritaville Restaurant, Key West), Mac McAnally, Will Kimbrough, Howard Livingston & the Mile Marker 24 Band in Key West (Sun Sep 06 2026 at 05:00 pm at 201 Duval St), Friends of Bubba After Party featuring Aaron Luka's "Songs We Know By Heart" Piano Sing-Along (Sun Sep 06 2026 at 10:00 pm at 803 Emma St, Key West, FL 33040-7344, United States). - **Q**: How can I find Entertainment events in Key West? - **A:** You can discover upcoming Entertainment events in Key West on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Entertainment events in Key West? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Entertainment events in Key West? - **A:** Some popular venues hosting Entertainment events in Key West include Pier House Resort & Spa, 100 Duval St, Key West, FL 33040-6506, United States, Margaritaville Restaurant, Key West. - **Q**: What is the price range for Entertainment events in Key West? - **A:** Prices for Entertainment events in Key West range from USD 8 to USD 117. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Key West? - **A:** Popular organizers hosting Entertainment events in Key West include Just A Few Friends Key West, Sound Curator, Southernmost Beach Resort. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Entertainment events in Key West? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Key West. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Explore Events in Nearby Cities - [Entertainment events in Marathon](https://allevents.in/marathon-fl/entertainment) - [Events in Marathon](https://allevents.in/marathon-fl)