Experience one of Tampa Bay’s favorite community events with wine tastings, live music, local businesses, shopping, dining, and an unforgettable evening throughout Belleair Bluffs.
- Saturday, October 24, 2026
- 3:00 PM - 7:00 PM
- Belleair Bluffs, Florida
12th Annual Bluffs Wine Walk
The Countdown to the 12th Annual Bluffs Wine Walk Is On!
Saturday, October 24, 2026
3:00 PM - 7:00 PM
Belleair Bluffs, Florida
21+ with valid ID.
Why Everyone Loves The
Bluffs Wine Walk
For more than a decade, the Bluffs Wine Walk has brought thousands of residents, visitors, businesses, and community leaders together for one unforgettable evening in Belleair Bluffs.
Guests stroll between participating businesses while enjoying wine tastings, live entertainment, shopping, dining, and the hospitality of our local business community.
There's Something Around Every Corner
- Wine tastings at participating businesses
- Live music and entertainment
- Local shopping and dining
- Business showcases and special offers
- Convenient trolley transportation
- Community connections
- An award-winning Tampa Bay event
The Bluffs Wine Walk proudly supports the BBA mission:
“To empower local businesses through education, leadership, and networking.”
Proudly Recognized as a
An Award-Winning Tampa Bay Tradition
The Bluffs Wine Walk has been recognized year after year as a Readers’ Choice favorite for Events & Attractions, demonstrating the incredible support this event has earned throughout the Tampa Bay community.
Thousands of attendees come together in Belleair Bluffs to enjoy an evening of wine tastings, live entertainment, shopping, dining, and local business discovery.
This isn’t just another event. It’s a tradition built around supporting local businesses and celebrating our community.
Experience the Bluffs Wine Walk
- Wine Tastings
- Live Music & Entertainment
- Local Businesses & Boutiques
- Restaurants & Dining
- Community Connections
- Trolley Transportation
- Award-Winning Event Experience
Participating Businesses
Live Music & Entertainment
The Bluffs Wine Walk isn’t just about great wine – it’s about creating an unforgettable atmosphere throughout Belleair Bluffs. Enjoy live music and entertainment at locations along the Wine Walk while you sip, stroll, shop, dine, and connect with friends and local businesses.
From the first pour to the final song, music helps make the Bluffs Wine Walk one of Tampa Bay’s most exciting annual community celebrations.
2026 entertainment announcements are coming soon.
Plan Your Wine Walk
Make the most of your evening with the official Bluffs Wine Walk event map.
Use the map to locate participating businesses, wine tasting locations, entertainment, check-in areas, trolley stops, parking information, sponsors, and other event highlights.
Your 2026 Event Map Will Include:
- Check-in locations
- Participating businesses
- Wine tasting locations
- Live entertainment
- Trolley stops and route
- Parking guidance
- Sponsor locations
- Event highlights
The official 2026 Wine Walk map will be released as the event approaches.
Put Your Business in Front of the Community
Want your business to be part of the 12th Annual Bluffs Wine Walk?
The Wine Walk provides local businesses and organizations with an opportunity to connect directly with attendees, increase community visibility, build brand awareness, and support one of Tampa Bay’s favorite annual events. Whether you participate as a vendor, sponsor, participating business, or community partner, there is an opportunity to
get involved.
Experience the Bluffs Wine Walk
Great wine. Great music. Great local businesses. Great memories.
Take a look back at the people, businesses, volunteers, entertainers, sponsors, and community partners who have made the Bluffs Wine Walk an annual Tampa Bay tradition
Then come experience it for yourself on October 24, 2026.
Volunteer & Vendor Opportunities
Volunteer - Help Make the Wine Walk Happen
Our volunteers are an important part of the Bluffs Wine Walk experience. Join the BBA team and help welcome thousands of attendees to Belleair Bluffs. Volunteer opportunities may include check-in, guest assistance, trolley coordination, participating-business support, setup, and event operations
Vendor - Showcase Your Business
Connect your business, organization, products, or services with Wine Walk attendees and become part of one of Belleair Bluffs’ largest annual community events. Vendor space is limited and participation is subject to approval.
Email: info@BBAstrong.com
Everything You Need to Know
The Bluffs Wine Walk is the Bluffs Business Association’s signature annual fundraising event that brings together local businesses, residents, and visitors for an afternoon of wine tasting, shopping, dining, and community engagement throughout Belleair Bluffs. The event has been recognized as one of the most popular community events in the Tampa Bay area and has been voted a Readers’ Choice favorite by local publications.
Saturday, October 24, 2026
Event Time: 3:00 PM – 7:00 PM
The Wine Walk takes place throughout participating businesses along the West Bay Drive corridor and surrounding areas in Belleair Bluffs, Florida. Participants check in at the designated registration location and then travel between participating businesses.
The event is hosted by the Bluffs Business Association (BBA), a 501(c)(6) nonprofit organization dedicated to empowering local businesses through education, leadership, and networking.
Participants purchase a Wine Walk ticket and receive:
- Official Wine Walk wristband
- Commemorative wine glass (while supplies last)
- Event map and tasting guide
- Access to participating tasting locations
- Entry into select event promotions and activities
Participants then visit participating businesses and enjoy wine samples while discovering local shops, restaurants, and services.
Ticket pricing will be announced closer to the event date. We recommend purchasing early, as this event has sold out in previous years. Join our email list for ticket announcements and updates.
Yes. All Wine Walk participants consuming alcohol must be 21 years of age or older and present a valid government-issued photo ID during check-in. No exceptions.
Absolutely. While wine tasting is limited to participants 21 and older, the event atmosphere is family-friendly and many businesses welcome visitors of all ages.
We recommend bringing:
- Valid photo ID
- Comfortable walking shoes
- Event ticket or registration confirmation
- Mobile phone for event updates and photos
- Small bag for purchases from local businesses
Yes. Public parking is available throughout Belleair Bluffs and nearby areas. Additional parking information and recommendations will be provided before the event. We encourage carpooling, rideshare services, or designating a driver.
The Bluffs Wine Walk is a rain-or-shine event. Because most tasting locations are inside participating businesses, the event can continue during most weather conditions.
Ticket purchases are generally non-refundable. If the event must be canceled due to circumstances beyond our control, updates will be provided through official BBA communication channels.
Local businesses may participate as:
- Wine Pouring Location
- Event Sponsor
- Vendor Partner
- Prize Donor
- Marketing Partner
Businesses interested in participating should complete the online participation form or contact the BBA directly. Become a Participating Business
The Bluffs Wine Walk offers multiple sponsorship opportunities that provide significant exposure to thousands of attendees through:
- Event signage
- Social media promotion
- Website recognition
- Email marketing
- Print advertising
- On-site visibility
View Sponsorship Opportunities
Yes.
The BBA welcomes nonprofit organizations that serve our community. Space may be limited and participation is subject to committee approval.
Volunteers help with:
- Event setup
- Registration and check-in
- Participant assistance
- Sponsor support
- Event breakdown
Volunteer Registration Available Here
Follow the Bluffs Business Association:
Follow us on social media for announcements, sponsor spotlights, ticket releases, and event updates.
Still Have Questions?
Ready to Take the Next Step?
The Bluffs Wine Walk is more than a wine tasting event—it’s a celebration of local businesses, community connections, and the vibrant spirit of Belleair Bluffs and the Gulf Beaches.