Valentine's Day BOGO Paddle Rentals in Orlando💘
2026-02-14 08:00 - 17:00 (America/New_York) | Wekiva Island, 1014 Miami Springs Drive, Longwood, FL, 32779, United States
Valentine’s Day Outdoor Activities in Orlando
Canoe, Kayak & Paddleboard BOGO Rentals
Celebrate Valentine’s Day in Orlando with an outdoor adventure made for two. Enjoy Buy One, Get One FREE rentals on canoes, kayaks, and paddleboards—perfect for couples, best friends, and Galentine’s Day crews.
Whether you’re planning a romantic paddle or a laid-back hang with your BFF, this Valentine’s Day BOGO rental special is an easy, fun way to celebrate.
💗 BOGO on canoe, kayak, and paddleboard rentals
💗 Valentine’s Day only
💗 No reservations needed — just show up!
💗 Located in the Orlando / Central Florida area

Sounds of Wekiva: Mark & Jena
2026-02-14 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Mark & Jena!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Sparkle Silk 10 AM to 3 PM
2026-02-15 10:00 - 15:00
$2 per strand, for appointments contact: Christiana Gonzalez Call or text: 407-864-7075
Walk-ins always Welcome!

Sounds of Wekiva: Jason Thomas & Billy Varnes
2026-02-20 19:00 - 23:00, 2026-03-20 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Jason & Billy!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Sounds of Wekiva: Scott Davidson
2026-02-21 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Scott Davidson!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

The Wekiva Paint Out
2026-02-23, 2026-02-24, 2026-02-25, 2026-02-26, 2026-02-27, 2026-02-28
The Wekiva Paint Out hosted by Wekiva Island
Experience live painting and Florida nature at The 20th Annual Wekiva Paint Out. Watch talented artists from all over the United States paint on site while capturing the Wild & Scenic Wekiva River, lush landscapes and the signature Wekiva Island atmosphere.
This outdoor art event invites guests to explore the wet room gallery at Wekiva Island, meet the artists, enjoy food and drinks and immerse themselves in a vibrant week of creativity, community, charity and natural beauty.
This is a must-see art event in Central Florida.
See the full schedule here

Sparkle Silk POP-UP 10 AM to 2 PM
2026-02-25 10:00 - 14:00
$2 per strand, for appointments contact: Christiana Gonzalez Call or text: 407-864-7075

The Wekiva Paint Out Art Auction
2026-02-25 18:00 - 21:00
Join us for The Wekiva Paint Out Art Auction, where original artwork created during The 20th Annual Wekiva Paint Out is offered for sale in a lively, community and charity driven auction!
Bid on one-of-a-kind paintings inspired by the natural beauty of the Wekiva River, painted by talented Plein Air Artists.
This art auction is the perfect way to support Keep Seminole Beautiful and The Wekiva Wilderness Trust, connect with the artists and take home a unique piece of Central Florida scenery.
Enjoy the Wekiva Island atmosphere, food and drinks and an unforgettable evening celebrating arts, charity and our community.
RESERVE YOUR SEAT HERE

Pasta Bar at The Wekiva Paint Out
2026-02-27 17:00 - 21:00
Fuel your creativity at the Annual Pasta Bar! A Wekiva Island favorite dining experience. Guests can build their perfect pasta plate with a variety of sauces and toppings paired with a breadstick while enjoying art, artists and the Wild & Scenic Beauty of the Wekiva River.
This delicious event pairs handcrafted comfort food with art and laid-back Wekiva Island vibes, making it a must-do experience during one of Wekiva Island’s most popular annual events.
See the full schedule of Wekiva Paint Out Events here.

Sounds of Wekiva: Davey Schweizer
2026-02-27 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Davey Schweizer!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Wekiva Paint Out Gala
2026-02-28 18:00 - 22:00
Celebrate art, charity and community at the Wekiva Paint Out Gala at Wekiva Island. This annual signature event brings together artists, art collectors and friends for an evening inspired by the natural beauty of the Wekiva River.
The Gala features original artwork created during the Wekiva Paint Out, live entertainment by Life on Mars and a vibrant Wekiva Island atmosphere.
Your ticket purchase includes beer and wine, along with curated food offerings by Without A Paddle Cafe, making this one of Central Florida’s most anticipated art events. Space is limited-secure your tickets early here!

Sounds of Wekiva: Life on Mars Band feat. Davey Schweizer
2026-02-28 19:00 - 23:00, 2026-04-03 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Life on Mars Band!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Wine & Paint
2026-03-04 18:00 - 20:00
Wine & Paint at Wekiva Island: A Creative Night Out in Nature
Looking for a unique night out in Central Florida? Join us for Wine & Paint at Wekiva Island, a monthly art event that brings creativity, community, and a splash of wine together in a beautiful riverside setting.
Local artist Elisabeth Ferber guides you step by step to create your own masterpiece—no experience needed.
🎨 Your $40 ticket includes:

Two glasses of wine
All painting supplies
A gourmet charcuterie selection
Instruction from a professional artist

Reservations are required and space is limited, so be sure to book your spot early. Events often sell out! Tickets are non-refundable and cannot be rescheduled within 7 days of the event.

Interested in other creative experiences? Visit our Gallery CERO to explore local artwork or learn more about our events calendar for upcoming happenings.

Sounds of Wekiva: Radio Road Show
2026-03-06 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Radio Road Show!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Sounds of Wekiva: Alana Cavanaugh
2026-03-07 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Alana Cavanaugh!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Brew Review - 3/11/26
2026-03-11 18:00 - 20:00
Brew Review with Tampa Bay Brewing
Join us for an evening with Tampa Bay Brewing from 6–8 PM. Your $45 ticket includes six beer samples, a full pour, buffet dinner, brewery swag, and time to chat with the folks behind the beer. Spots are limited, don’t miss it!
Reservations required.

What’s included

Six beer samples

One full beer pour

Buffet dinner

Brewery swag

Sounds of Wekiva: Ramoth-Gilead
2026-03-13 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Ramoth-Gilead!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Sounds of Wekiva: Mark & Jenna
2026-03-14 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Mark & Jenna.
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Sparkle Silk 10 AM to 3 PM
2026-03-16 10:00 - 15:00

Sounds of Wekiva: The Night Drive
2026-03-21 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of The Night Drive!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Sounds of Wekiva: junoSmile
2026-03-27 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of junoSmile!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Sounds of Wekiva: Phil Bonanno
2026-03-28 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Phil Bonanno!
Sounds of Wekiva is presented by Sunday Morning Coming Down.

Sounds of Wekiva: Sandy Back Porch
2026-04-04 19:00 - 23:00
Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island.
Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
This evening we will have the sounds of Sandy Back Porch!
Sounds of Wekiva is presented by Sunday Morning Coming Down.
