Filtering by: “Social Experience”
Yin Yoga
May
5

Yin Yoga

Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness. 

FREE!

View Event →
Key West Playwrights Festival
May
7
to May 8

Key West Playwrights Festival

Join us for an engaging evening of original short plays at Williams Hall, showcasing fresh voices and new works from a diverse group of playwrights. This intimate festival highlights the power of live performance, where compelling storytelling and imaginative perspectives take center stage. Each piece offers a unique glimpse into the creativity of today’s writers, brought to life in a setting that invites audiences to connect closely with the work.

View Event →
Acupuncture
May
11

Acupuncture

Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.

FREE!

View Event →
Casino Night MMXXVI
May
16

Casino Night MMXXVI

Join the Rotary Club of Key West on May 16, 2026, for Casino Night: Roaring ’20s Speakeasy! 🥂

Step back in time at the Beachside Resort for a night of blackjack, jazz, and specialty cocktails. All proceeds benefit local scholarships. 🎓 Dress your best for a chance to win prizes! Transport yourself back to the 1920s for a night of high-stakes fun and prohibition-style elegance! The Rotary Club of Key West invites you to our annual Casino Night gala. This year, we’re transforming the Beachside Resort into a secret Speakeasy where the jazz is hot, the drinks are cold, and the gaming is for a great cause.

View Event →
Group Meditation Circle
May
18

Group Meditation Circle

Group meditation is the practice of meditating collectively with others in a physical space. Participants gather together to meditate simultaneously, cultivating a shared energy that enhances the overall experience. Classes typically consist of 20-30 minutes of active meditation, with space and time allowed for check-in and integration. This communal practice can take various forms including guided meditation, silent meditation, or meditation accompanied by music or chanting. The essence of group meditation lies in the synergy created, as individuals come together to explore mindfulness and elevate their consciousness.

FREE!

View Event →
Yin Yoga
May
19

Yin Yoga

Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness. 

FREE!

View Event →
Swing Dance Night with the Paradise Swing Band
May
19

Swing Dance Night with the Paradise Swing Band

Step back in time for an unforgettable evening of music and dance! Williams Hall proudly presents Swing Dance Night featuring the high-energy sounds of The Paradise Swing Band, directed by Joe Dallas.

 Joining him on stage will be Donna DeForrest, Mark Rose, Skipper Kripitz, and Tony Elitcher—keeping the dance floor alive with classic swing rhythms.

View Event →
Sons and Daughters of Italy Key West Lodge 47th Birthday Party & Wine Tasting
May
20

Sons and Daughters of Italy Key West Lodge 47th Birthday Party & Wine Tasting

Join the Sons and Daughters of Italy, Key West Lodge, for an evening of wine, music, and celebration as we mark our 47th anniversary on Wednesday, May 20, 2026. We invite you to Grand Vin Wine Bar at 1107 Duval Street from 5:30 PM to 7:30 PM for an Italian wine tasting paired with delicious antipasto and, of course, birthday cake.

View Event →
Acupuncture
May
25

Acupuncture

Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.

FREE!

View Event →
Yang Yoga
May
26

Yang Yoga

Yang yoga is the active, dynamic style of yoga that builds strength and stamina through flowing movements, unlike the passive, static poses of Yin yoga. It is characterized by rhythmic sequences that generate heat, such as those found in Vinyasa, Ashtanga, and Power Yoga, focusing on muscles and circulation to strengthen and lengthen them. 

FREE!

View Event →
Yin Yoga
Jun
2

Yin Yoga

Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness. 

FREE!

View Event →
Swing Dance Night with the Paradise Swing Band
Jun
2

Swing Dance Night with the Paradise Swing Band

Step back in time for an unforgettable evening of music and dance! Williams Hall proudly presents Swing Dance Night featuring the high-energy sounds of The Paradise Swing Band, directed by Joe Dallas.

 Joining him on stage will be Donna DeForrest, Mark Rose, Skipper Kripitz, and Tony Elitcher—keeping the dance floor alive with classic swing rhythms.

View Event →
Official Key West Pride Kick-off
Jun
3

Official Key West Pride Kick-off

Presented by the Key West Business Guild and Gay Key West, this year's Pride event carries the overarching theme of “Color the island: A Celebration of Identity Through Color & Creativity.” Join us for a vibrant kick-off to Pride 2026 as we transform the island into a living canvas of self-expression, artistry, and community. Color the Island is more than an event; it’s an immersive celebration of identity, where every hue tells a story, and every voice adds to the theme. The celebration features local DJ Mr. Enjoy, local vendors, delicious food, and unlimited drinks! All included with your entry! Come ready to color the island with pride!

View Event →
A Mojito Masterclass
Jun
5

A Mojito Masterclass

Join us at Tropicado Mojito Bar at La Concha Hotel for an immersive, hands-on mojito experience in the heart of Key West!

Shake, “slap”, and sip your way through the art of crafting the perfect mojito as you explore Papa’s rum, fresh ingredients, and the vibrant spirit of Havana. This interactive class is a must-do for cocktail enthusiasts, curious beginners, and anyone looking to elevate their island experience.

View Event →
Paint the Town Proud Pub Roll
Jun
6

Paint the Town Proud Pub Roll

Join us on the Old Town Trolley Tour for the "Paint the Town Proud Pub Roll", an exciting adventure outside Key West's historic and vibrant Gayborhood. This unique event celebrates the island's LGBTQ+ cultural heritage while you enjoy specially curated Pride-themed drinks at each stop. Be sure to dress in your favorite color of the rainbow to win best dressed! We'll kick off the tour at Bobby's Monkey Bar, where you can enjoy delicious breakfast bites and a welcome drink. A cash bar is also available for mimosas, Bloody Marys, or any other drinks you might want to have before the tour begins!

View Event →
Acupuncture
Jun
8

Acupuncture

Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.

FREE!

View Event →
Yin Yoga
Jun
16

Yin Yoga

Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness. 

FREE!

View Event →
Acupuncture
Jun
22

Acupuncture

Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.

FREE!

View Event →
Summer with the Symphony Chamber Music Featuring Piano Trios by Farrenc & Pejačević
Jun
28

Summer with the Symphony Chamber Music Featuring Piano Trios by Farrenc & Pejačević

South Florida Symphony’s popular chamber music series comes to Key West, bringing cool sounds to a sultry summer afternoon with an intimate, candlelit concert. Farrenc’s and Pejačević’s piano trios sparkle with undeniable charm -- as piano, violin, and cello mingle in a playful exchange of musical ingenuity. (Huifang Chen, violin; Claudio Jaffe, cello; and Catherine Lan, piano)

Enjoy a special post-concert meet-and-greet reception with the musicians, featuring a refreshing champagne spritzer and sweet treats — all part of the experience.

View Event →
Lobsterfest Trivia
Aug
5

Lobsterfest Trivia

Get ready to test your knowledge at the Key West Lobsterfest, featuring an evening of Pub Style Trivia with a Lobster Twist. For $50 per person, attendees can enjoy the competitive atmosphere along with a fresh lobster roll and a drink included with their entry.

View Event →
Key West oktoBREWfest
Oct
3

Key West oktoBREWfest

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 and cocktails for those who want to change it up!

VIP tickets: early 3pmadmission to beat the crowd, comes with a commemorative poster, special stainless steel VIP mug, and a Bavarian themed buffet - $125

GA tickets:  $50 (5-8pm)

Designated Driver: includes admission, soft drinks and a coupon good for 1 food item - $20

View Event →

Group Meditation Circle
May
4

Group Meditation Circle

Group meditation is the practice of meditating collectively with others in a physical space. Participants gather together to meditate simultaneously, cultivating a shared energy that enhances the overall experience. Classes typically consist of 20-30 minutes of active meditation, with space and time allowed for check-in and integration. This communal practice can take various forms including guided meditation, silent meditation, or meditation accompanied by music or chanting. The essence of group meditation lies in the synergy created, as individuals come together to explore mindfulness and elevate their consciousness.

FREE!

View Event →
One Night of Queen
May
3

One Night of Queen

One Night of Queen is a spectacular live concert that perfectly recreates the look, sound, pomp and showmanship of the greatest rock band of all time: Queen.
Gary Mullen & The Works bring the spirit and passion of rock icon Freddie Mercury to life on stage. As Brian May, original member of Queen, states, "(Gary Mullen has) more than a likeness." Hailed as the world's premiere Queen tribute band, they have received rave reviews from audiences worldwide. Fans of Queen will revel in this note-for-note experience of mega-hits like "Bohemian Rhapsody," "We Are the Champions," "Killer Queen" and many more. They will rock you and are guaranteed to blow your mind—the show does go on!

View Event →
Songwriters Soul Brunch: Sunday Songs
May
3

Songwriters Soul Brunch: Sunday Songs

Join us to celebrate the end of Songwriters Festival with a Southern-style brunch at Williams Hall's Unity Table before the "Sunday Songs: Music & Mimosas"

Brunch includes exclusive balcony seating for the show.

View Event →
Swing Dance Night with the Paradise Swing Band
Apr
28

Swing Dance Night with the Paradise Swing Band

Step back in time for an unforgettable evening of music and dance! Williams Hall proudly presents Swing Dance Night featuring the high-energy sounds of The Paradise Swing Band, directed by Joe Dallas.

 Joining him on stage will be Donna DeForrest, Mark Rose, Skipper Kripitz, and Tony Elitcher—keeping the dance floor alive with classic swing rhythms.

View Event →
Yang Yoga
Apr
28

Yang Yoga

Yang yoga is the active, dynamic style of yoga that builds strength and stamina through flowing movements, unlike the passive, static poses of Yin yoga. It is characterized by rhythmic sequences that generate heat, such as those found in Vinyasa, Ashtanga, and Power Yoga, focusing on muscles and circulation to strengthen and lengthen them. 

FREE!

View Event →
Acupuncture
Apr
27

Acupuncture

Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.

FREE!

View Event →
Sunshine at the Sandbar with a Sunset
Apr
27

Sunshine at the Sandbar with a Sunset

Kick Off Songwriters Week on the Water with Erica "Sunshine" Lee! ☀️🎤

Get ready for the ultimate private concert experience! We’re hitting the waves for 6 hours of sun, music, and good vibes. Catch a live 1-hour performance by Erica "Sunshine" Lee while we cruise.

View Event →
Conch-tail Party: Dinner and Sunset Toast
Apr
21

Conch-tail Party: Dinner and Sunset Toast

Get ready to shell-ebrate 44 years of independence at the Conch-Tail Party, Dinner & Sunset Toast!

Join the fun on April 21 from 6:00 PM to 9:00 PM at the legendary Sunset Pier for an evening of harborside dining and island tradition. You’ll be mingling with Admirals, Generals, and local legends while enjoying live tunes from Reggae Lou and Sir CW Colt.

Between the official 21 Conch Shell Salute and the sunset toast, it’s the most festive way to honor the Republic.
Grab your tickets for $50 before the price jumps to $60 after April 10.

View Event →
Yin Yoga
Apr
21

Yin Yoga

Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness. 

FREE!

View Event →
Group Meditation Circle
Apr
20

Group Meditation Circle

Group meditation is the practice of meditating collectively with others in a physical space. Participants gather together to meditate simultaneously, cultivating a shared energy that enhances the overall experience. Classes typically consist of 20-30 minutes of active meditation, with space and time allowed for check-in and integration. This communal practice can take various forms including guided meditation, silent meditation, or meditation accompanied by music or chanting. The essence of group meditation lies in the synergy created, as individuals come together to explore mindfulness and elevate their consciousness.

FREE!

View Event →
Conch Republic Military Muster
Apr
20

Conch Republic Military Muster

Stand at ease and prepare for a sovereign celebration like no other!

As part of the 44th Annual Conch Republic Independence Celebration, we invite you to the official Military Muster. This is your exclusive opportunity to rub elbows with the "High Command" from all seven prestigious branches of our military forces—all decked out in their finest full regalia. In true Conch Republic fashion, we fight our battles with humor, heart, and a side of conch fritters.
Whether you are a long-time citizen or a newly arrived "alien," come share in the community spirit as we defend our borders from "Key to Shining Key." 

Admission to this community event is $20 plus a potluck donation to share with your fellow patriots.

View Event →
Conch Crawl Pub Stroll
Apr
18

Conch Crawl Pub Stroll

Celebrate the spirited independence of the Conch Republic with the ultimate Old Town stroll! As part of the 44th Anniversary celebration, the annual Conch Crawl invites you to experience the best of Key West’s legendary bar scene while supporting a great cause.

The Lineup
Your ticket grants you access to nine of Old Town’s most famous establishments:
801 Bourbon Bar, Mango’s, Hank’s Hair of the Dog, Kaya’s Backyard Bar, Doc’s on Duval, Irish Kevin’s Bar, Rick’s Downstairs Bar, Salty Frog’s Bar & Grill - Plus, stay for the official After Party!

View Event →
4th Annual FRLA Monroe R.O.S.E Awards
Apr
16

4th Annual FRLA Monroe R.O.S.E Awards

The ROSE (Recognition of Service Excellence) Awards recognizes Monroe County front line hospitality employees who demonstrate excellent customer service. These industry champions showcase the region’s commitment to creating an extraordinary visitor experience.

Sponsorship opportunities available.

View Event →
Yang Yoga
Apr
14

Yang Yoga

Yang yoga is the active, dynamic style of yoga that builds strength and stamina through flowing movements, unlike the passive, static poses of Yin yoga. It is characterized by rhythmic sequences that generate heat, such as those found in Vinyasa, Ashtanga, and Power Yoga, focusing on muscles and circulation to strengthen and lengthen them. 

FREE!

View Event →
Acupuncture
Apr
13

Acupuncture

Community Acupuncture is an accessible way to experience the healing benefits of acupuncture in a shared space. In this group setting, individuals receive personalized treatment while relaxing alongside others. Whether you’re seeking relief from stress, pain, or other health concerns, community acupuncture offers a peaceful, supportive environment to promote healing and well-being for everyone. Vitamin injections and ear tacks may also be available during these times.

FREE!

View Event →
"Endless Summer" Fundraiser with Howard Livingston & friends
Apr
11

"Endless Summer" Fundraiser with Howard Livingston & friends

In the words of a classic Howard Livingston song, “There’s still a lot of magic in Key West.” That magic will be on full display Saturday, April 11, when Howard and his Mile Marker 24 Band take audiences on a lively musical journey around the island city and the entire Florida Keys. The two-hour concert will showcase the band’s trop-rock melodies that capture the essence of saltwater days and rum-kissed nights — paired with visuals and stories to immerse listeners in a multi-sensory Keys experience.

Very special guests, surprises and Howard’s 1952 Johnson outboard motor “margarita machine” will add to the fun. The evening benefits the nonprofit Care Camps Foundation, funding special summer camps where kids diagnosed with cancer can find hope and happy times.

View Event →
Yin Yoga
Apr
7

Yin Yoga

Yin yoga is a slow-paced, meditative style of yoga where passive poses are held for a long duration, typically 3 to 5 minutes or longer. This practice targets deep connective tissues like ligaments, joints, and fascia, contrasting with more active styles that focus on muscles. The long holds encourage a state of stillness to increase flexibility, improve joint mobility, and foster a deeper mental and physical awareness. 

FREE!

View Event →
Group Meditation Circle
Apr
6

Group Meditation Circle

Group meditation is the practice of meditating collectively with others in a physical space. Participants gather together to meditate simultaneously, cultivating a shared energy that enhances the overall experience. Classes typically consist of 20-30 minutes of active meditation, with space and time allowed for check-in and integration. This communal practice can take various forms including guided meditation, silent meditation, or meditation accompanied by music or chanting. The essence of group meditation lies in the synergy created, as individuals come together to explore mindfulness and elevate their consciousness.

FREE!

View Event →
Habitat for Humanity's Tropical Gala
Apr
2

Habitat for Humanity's Tropical Gala

Habitat for Humanity of Key West and Lower Florida Keys provides affordable homeownership opportunities to low-income working families and critical home repairs to our community’s vulnerable elderly population. We are dedicated to empowerment, not entitlement, and bringing people together to build homes, communities, and hope. As a locally supported nonprofit the work we do is only made possible through support from the community. Proceeds from Habitat’s 2025 sold-out gala helped provide 9 families with affordable, safe homes to call their own, 5 senior household with critical home repairs allowing them to age in place, and 27 families with affordable rentals.

Our 2026 event will feature a delicious dinner, creative libations, and inspiring program, games, auctions, dancing and an all-around memorable evening. We invite you to attend, sponsor, and be recognized as we come together again in 2026 for a fun evening to change lives and build a better community.

View Event →
Stories & Supper With Lucy Burdette
Mar
27

Stories & Supper With Lucy Burdette

Join us for a special literary evening featuring Lucy Burdette, USA Today bestselling author of the beloved Key West Food Critic mystery series. Enjoy a live reading of one of Lucy’s short stories by local creative and actress Erin McKenna, followed by dinner prepared by Chef Martha and conversation celebrating storytelling and community.

View Event →
The College of the Florida Keys 60th Anniversary Celebration
Mar
27

The College of the Florida Keys 60th Anniversary Celebration

Toast to six decades of educational excellence at The College of the Florida Keys’ milestone 60th Anniversary Celebration, featuring fine dining, cocktails, historical exhibit, live music by Bay Kings Band, and dancing in honor of the College's rich legacy and continued commitment to student success.

View Event →