Make your life happening by enrolling to entertainment events in Sanibel. 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 Sanibel. 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 Sanibel.
## Entertainment Events in Sanibel - **Event Name**: Caloosa Comedy Nights with Headliner Al Ernst - **Description**: Caloosa Comedy welcomes Carnival Cruise Lines Entertainer of the Year, Al Ernst to the Caloosa Comedy Club!About this EventHeadliner Al ErnstAl Ernst has been named Carnival Cruise - **Date**: Fri Dec 04 2026 at 07:30 pm – Sat Dec 05 2026 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-al-ernst/100002000016381837 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9iMmY1NmI0OTY0Njk4ZjQzM2UzOWVlNzkyYmMzMTBmNjg2OTU3OGNjNWNlOTdiMzJkYzYxMmU3YmJlMTJmMjRjLXJpbWctdzEyMDAtaDYwMC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODg4MTg1ODU.avif - **Price**: USD 30 - **Categories**: comedy, carnivals, entertainment, workshops, sports - **Event Name**: Caloosa Comedy Nights with Headliner Lenny Clarke - **Description**: Whether it's movies, TV or live on stage, Lenny Clarke is a comedy icon! He's bringing his "No Holds Barred" Tour to Caloosa Feb 25-27!About this EventHeadliner Lenny ClarkeHe’s on - **Date**: Thu Feb 25 2027 at 07:30 pm – Sat Feb 27 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-lenny-clarke/100002000603065624 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy80ZDM1MWI0M2Y4OThhMjhiYzI1OGYzYjY1NTBiNDlkM2YzM2U5NWRhZGFmOGJmZmFkNThlYzcwOGNjNjI0OGVmLXJpbWctdzEyMDAtaDU4Mi1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODkyMTczNTM.avif - **Price**: USD 42 - **Categories**: fitness, comedy, Entertainment, performances, Art, Festivals, Theatre - **Event Name**: Caloosa Comedy Nights with Headliner Bonnie McFarlane - **Description**: With an HBO special, 2 Comedy Central specials and 3 appearances on Letterman, don't miss the very funny Bonnie McFarlane Apr 8-10!About this EventHeadliner Bonnie McFarlaneBonnie - **Date**: Thu Apr 08 2027 at 07:30 pm – Sat Apr 10 2027 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-bonnie-mcfarlane/100002000653396164 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy83ZTc4ZjRiOWQ1MzgyOTBkNzQ5YTI3MTc2ZGQ4NzE0NGM4NWM1YWU2YmYyZDgzOTc5MTgwYzE1N2I1ZmY4NGI5LXJpbWctdzEyMDAtaDU4NC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODkyMTczNTM.avif - **Price**: USD 42 - **Categories**: comedy, entertainment - **Event Name**: Caloosa Comedy Nights with Headliner Joe Bartnick - **Description**: From the big screen to the small screen, from arenas to clubs, Joe Bartnick is one of the funniest comics in the country! See him Feb 18-20!About this EventHeadliner Joe BartnickJo - **Date**: Thu Feb 18 2027 at 07:30 pm – Sat Feb 20 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-joe-bartnick/100002000638561794 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9lNmU2OTc5NmYzNmIzMGFjOWU5YzcwN2YwZDE0MDczODRjN2JkZDhhMWFjYmQ0YjJmZTNiOTdiNGY3ZTZjZmMzLXJpbWctdzEyMDAtaDU4NC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODkyMTczMjE.avif - **Price**: USD 42 - **Categories**: fitness, Sports, Art, Theatre, Entertainment, comedy, literary-art - **Event Name**: Caloosa Comedy Nights with Headliner Big Irish Jay Hollingsworth - **Description**: Big Irish Jay Hollingsworth brings BIG laughs to Sanibel! ☘️ Catch this comedy powerhouse live at Caloosa Comedy Club, Mar 4–6!About this EventHeadliner Big Irish Jay Hollingsworth - **Date**: Thu Mar 04 2027 at 07:30 pm – Sat Mar 06 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-big-irish-jay-hollingsworth/100002000641340104 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9lZmQzZDU1MzNjZGZkM2Q0ZTFhODVmM2Q5Yjk4YjlmOTFkODRhY2JhZWI4NTk2Zjg0YmYxMTQzYzA1ZjFlNGY0LXJpbWctdzEyMDAtaDU4NC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODkyMTczNDk.avif - **Price**: USD 36 - **Categories**: fitness, comedy, Entertainment, Art, Contests, Theatre, literary-art - **Event Name**: Caloosa Comedy Nights with Headliner Collin Moulton - **Description**: BACK BY POPULAR DEMAND!! Collin Moulton returns to Caloosa Mar 11-13 and if you missed him last year, don't make the same mistake again!About this EventHeadliner Collin MoultonColl - **Date**: Thu Mar 11 2027 at 07:30 pm – Sat Mar 13 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-collin-moulton/100002000642632971 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy82OTY2YWViYmViMjhhZjAxZDJkZGMzMDAzNTZkMDNmNzI0NGM1ZjhjNGU5ZTBhMjdlZWJlYjI0ZGIyY2RiYTFmLXJpbWctdzEyMDAtaDU4NC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODkyMTczMjc.avif - **Price**: USD 36 - **Categories**: fitness, comedy, Entertainment, Art, fine-arts - **Event Name**: Caloosa Comedy Nights with Headliner Brian Glowacki - **Description**: A Caloosa Comedy favorite is back!! The loveable, relatable and very funny Brian Glowacki returns to Caloosa Comedy April 1-3About this EventHeadliner Brian GlowackiBrian Glowacki' - **Date**: Thu Apr 01 2027 at 07:30 pm – Sat Apr 03 2027 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-brian-glowacki/100002000644677085 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9mOTRlZDVkY2Y4NDhkODAwNjZjMmYzMTM0NWZmMWQ0NzczYjc0MjBjOWE0YmY5ZGYxMTgyMjYyZWQ4OWEwNjBkLXJpbWctdzEyMDAtaDU4NC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODkyMTczNDc.avif - **Price**: USD 36 - **Categories**: fitness, comedy, Festivals, Entertainment, Art, Theatre, Workshops - **Event Name**: Caloosa Comedy Nights with Headliner Rob Little - **Description**: Rob Little has won more awards in comedy than Martin Scorsese has won Oscars! Come see why Jan 21-23 at Caloosa Comedy!!About this EventHeadliner Rob LittleRob uses his training fr - **Date**: Thu Jan 21 2027 at 07:30 pm – Sat Jan 23 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-rob-little/100002000636599926 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8yNTUwMjM1NjJjMWE4YjU4NWRkNzYyN2YxMTcwMWZmMDBmYjVlMjc3YTRmNmZhZjZkYTFmMGU1YzllMTU4MDZiLXJpbWctdzEyMDAtaDU4NC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODkyMTczNTM.avif - **Price**: USD 36 - **Categories**: fitness, comedy, Entertainment, Workshops, performances - **Event Name**: Caloosa Comedy Nights with Headliner RC Smith - **Description**: The greatest crowd work comic in Florida, RC Smith, makes his return to the Caloosa Comedy Club April 22-24!About this EventHeadliner RC SmithR.C. has been making audiences laugh f - **Date**: Thu Apr 22 2027 at 07:30 pm – Sat Apr 24 2027 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-rc-smith/100002000612970249 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy8wNjNhNjMxNjQ0MWI2ZTNiMTA0YmY0OTU0NmQ1MjA3OGM4ZmQzNDMyYTNhNmNhNGJiOGNiOTUzNjIyNDRlYjA3LXJpbWctdzEyMDAtaDU2NS1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODkyMTczNDM.avif - **Price**: USD 30 - **Categories**: fitness, comedy, Entertainment - **Event Name**: Caloosa Comedy Nights with Headliner Nathan Wallace - **Description**: When he's not opening for Henry Cho all over the world, he's one of our favorite local headliners, Nathan Wallace is BACK at Caloosa!!About this EventWhat do you get when you get two completely different styles of comedy? - **Date**: Thu Jan 07 2027 at 07:30 pm – Sat Jan 09 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-headliner-nathan-wallace/100002000017195270 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9mMjJhNzU0NjRjYjc3NDEwN2IxYTZlMGNjN2U3MTAwNGViYjdkYjBjODA3MTVmZjQyNmIzZGE5M2E0NzkwYzhhLXJpbWctdzEyMDAtaDYwMC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODg4MTg1MjY.avif - **Price**: USD 30 - **Categories**: comedy, entertainment, contests - **Event Name**: Caloosa Comedy Nights with Tim the Dairy Farmer - **Description**: Tim the Dairy Farmer brings farm-fresh laughs to Caloosa Comedy Club Jan. 14–16. Country comedy that’s udderly hilarious!About this EventHeadliner Tim the Dairy FarmerTim the Dairy - **Date**: Thu Jan 14 2027 at 07:30 pm – Sat Jan 16 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/sanibel/caloosa-comedy-nights-with-tim-the-dairy-farmer/100002000037379642 - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvNGQxYTRmNGIwZGJjZTI0MTBhMzMxNTJkNmQyNmU5YzFmMjE1NDc2NjljNWYwMDRiMWE3YWFlMjJjYTM3ZWI5NC1yaW1nLXcxMjAwLWg2MDAtZGMwODA4MDgtZ21pci5qcGc_dj0xNzg4ODE4NTI3.avif - **Price**: USD 30 - **Categories**: fitness, comedy, Entertainment, Festivals, Music, performances ## Trending Events in Sanibel - **Event Name**: Caloosa Comedy's "Next Big Thing" Comedy Competition - Qualifying Round - **Description**: Caloosa Comedy's 1st Annual "Next Big Thing" is a comedy competition unlike any other! Who will be crowned the winner??About this EventCaloosa Comedy's "Next Big Thing" Comedy Competition Qualifying Round - **Venue**: Caloosa Comedy Club - **Banner**: https://cdn-az.allevents.in/events3/banners/2de4f61576183ee5a5041c682175292718ae29b0e32ef9d04d8c46e254807755-rimg-w1200-h480-dc16181d-gmir.jpg?v=1783777936 - **Event Name**: Annual Pink Out Picnic: Health & Hope Expo - **Description**: FREE EVENT! Free lunch for all. Plus Health & Hope informational vendors from around the area to keep you healthy in body, mind, and spirit.About this EventFREE COMMUNITY EVENT! Help - **Venue**: 2173 Periwinkle Way - **Banner**: https://cdn-az.allevents.in/events3/banners/fa16689810bc11960dba67e6ad37ad7c28ff2344412322d6913c45173af02085-rimg-w1200-h600-dcf8f8f8-gmir.jpg?v=1788214796 - **Event Name**: STAGE 2 SOCIETY pres. FRI3NDS AND FAM (OCTOBER 2026) - **Description**: STAGE 2 SOCIETY presents FRI3NDS AND FAM! Join S2S on San Carlos Bay Beach, right in front of the Bimini Bait Shack. (Do not park on the road, please park entirely on the sand.) This is a full day event so be prepared to face the elements. Water, food, s - **Venue**: San Carlos Bay - **Banner**: https://cdn-az.allevents.in/events7/banners/b2deb398b881e6d4e71ed1a1f1bbdb55ff8d8773995d9602a04f9ac72478c584-rimg-w1200-h675-dce8e8e8-gmir?v=1790703302 - **Event Name**: Revive! Trash to Fashion: The Couture Collection - **Description**: In partnership with the Tribby Arts Center at Shell Point. Get ready to be amazed by upcycled fashion like never before!About this EventRevive! Trash to Fashion: The Couture Collection - **Venue**: Sundial Beach Resort & Spa - **Banner**: https://cdn-az.allevents.in/events7/banners/af417a2ba8f03d77743ed3b01fcff31a7ad72a554e6388fcc547ffd593408dfc-rimg-w1200-h600-dcb8b8c8-gmir.jpg?v=1785821355 - **Event Name**: Random Acts of Kindness Spree in Sanibel Island - **Description**: Give back, spread kindness, and discover hidden gems of Sanibel Island with a remote interactive host.About this EventTurn your time in Sanibel Island into a ripple of good.Our Random Acts of Kindness Spree is a on - **Venue**: Palm Ridge Road - **Banner**: https://cdn-az.allevents.in/events6/banners/0a2529528e58b2516d6bfdc3d019bdefa93033a7661994ea93e34d854aa4246c-rimg-w1200-h900-dc884898-gmir.jpg?v=1789352453 - **Event Name**: Art In The Wild Birding and Photograph Tours - **Description**: Special small-group birding and photography tours with two of Sanibel’s best wildlife specialists and photographers.About this Event https://cdn-az.allevents.in/events6/banners/ca13c5e0-bdc0-11f1-ad07-a917a2e98392-rimg-w1110-h740 - **Venue**: J.N. "Ding" Darling National Wildlife Refuge - **Banner**: https://cdn-az.allevents.in/events10/banners/323e7d738a10e4a7b85e050c652cdac74732ef81b8da35930764122a8a3cb454-rimg-w1200-h1066-dcf8f8f8-gmir.jpg?v=1790877126 - **Event Name**: Beginner Watercolor Class - **Description**: Join us at The Community House for a lesson by Paulette Boudreau in the beautiful art of watercolor painting!About this EventPainting with Paulette is fast-moving, encouraging, and definitely fun! You'll start by getting - **Venue**: 2173 Periwinkle Way - **Banner**: https://cdn-az.allevents.in/events7/banners/9550675aaf9c8f413a220aa8a309d949cefe2cbd950cbaf98accc0fc3b977efa-rimg-w704-h914-dcc8d8d8-gmir.jpg?v=1786517962 - **Event Name**: Exploring the Wines of France - **Description**: Taste and learn about France's iconic winesAbout this EventOoh La La - Let's Learn About French WinesJoin French Wine Scholar Anne Arnold for a fun and educational evening where we - **Venue**: Island Time Wine - **Banner**: https://cdn-az.allevents.in/events8/banners/563535fee6728e98b4ea39889dbadb1dbc0c924e3d482cb015e86332618d6c47-rimg-w1200-h800-dc180808-gmir.jpg?v=1788214708 - **Event Name**: Right Plant in Every Place on the Island @ Sanibel - **Description**: Grow smart! Make it easier on yourself by learning how to match your plants to the conditions in your landscape.About this EventA thriving landscape starts with one simple rule: the right plant in the right place. - **Venue**: Sanibel Public Library - **Banner**: https://cdn-az.allevents.in/events3/banners/0e530c9e3a71eef7647b21fb4ee77f440b01cb73e0074f84251629c90d2d25ba-rimg-w1200-h342-dc080808-gmir.jpg?v=1789743426 ## Browse Entertainment Events by Date - [Entertainment Events Today in Sanibel](https://allevents.in/sanibel/entertainment--today) - [Entertainment Events This Weekend in Sanibel](https://allevents.in/sanibel/entertainment--this-weekend) - [Entertainment Events in October in Sanibel](https://allevents.in/sanibel/entertainment--october) - [Entertainment Events in November in Sanibel](https://allevents.in/sanibel/entertainment--november) ## FAQs - **Q**: What are the top Entertainment events in Sanibel? - **A:** Caloosa Comedy Nights with Headliner Al Ernst (Fri Dec 04 2026 at 07:30 pm at Caloosa Comedy Club), Caloosa Comedy Nights with Headliner Lenny Clarke (Thu Feb 25 2027 at 07:30 pm at Caloosa Comedy Club), Caloosa Comedy Nights with Headliner Bonnie McFarlane (Thu Apr 08 2027 at 07:30 pm at Caloosa Comedy Club), Caloosa Comedy Nights with Headliner Joe Bartnick (Thu Feb 18 2027 at 07:30 pm at Caloosa Comedy Club), Caloosa Comedy Nights with Headliner Big Irish Jay Hollingsworth (Thu Mar 04 2027 at 07:30 pm at Caloosa Comedy Club). - **Q**: What Entertainment events are happening in Sanibel in October 2026? - **A:** Caloosa Comedy's "Next Big Thing" Comedy Competition - Qualifying Round (Sat, 10 Oct at 07:30 pm at Caloosa Comedy Club). - **Q**: How can I find Entertainment events in Sanibel? - **A:** You can discover upcoming Entertainment events in Sanibel 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 Sanibel? - **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 Sanibel? - **A:** Some popular venues hosting Entertainment events in Sanibel include Caloosa Comedy Club. - **Q**: What is the price range for Entertainment events in Sanibel? - **A:** Prices for Entertainment events in Sanibel range from USD 13 to USD 42. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Sanibel? - **A:** Popular organizers hosting Entertainment events in Sanibel include Rob Churchill. - **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 Sanibel? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Sanibel. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Fort Myers Beach](https://allevents.in/fort-myers-beach/entertainment) - [Entertainment events in Saint James City](https://allevents.in/saint-james-city/entertainment) - [Entertainment events in Harlem Heights](https://allevents.in/harlem-heights/entertainment) - [Entertainment events in Cape Coral](https://allevents.in/cape-coral/entertainment) - [Entertainment events in Captiva](https://allevents.in/captiva/entertainment) - [Entertainment events in Pine Manor](https://allevents.in/pine-manor/entertainment) - [Entertainment events in Estero](https://allevents.in/estero/entertainment) - [Entertainment events in Three Oaks](https://allevents.in/three-oaks-fl/entertainment)