Member Login | Become a Member | Business Directory
KEY WEST CHAMBER OF COMMERCE
  • Visit Key West
    • Community Calendar
    • Getting Here
    • Map & Places of Interest
    • Places to Stay >
      • Lodging Online Booking
    • Places to Dine
    • Things to Do >
      • The Florida Keys & Key West
    • Weddings
    • Sunset Times
  • Live, Work & Relocate
    • New Residents Guide
    • Important Telephone Numbers
    • City of Key West
    • Monroe County
    • Latest Community News
    • Job Listings >
      • Job Board
  • The Chamber
    • Keep Key West Beautiful
    • BBQ Rib Battle
    • Why Join the Chamber >
      • Membership Application
      • Member Login
      • Membership Referral
    • Board of Directors >
      • How to Become A Board Member
    • Chamber Staff
    • Chamber Calendar
    • Awards >
      • ATHENA™ Award
    • Committees
    • Business Magazine Archive
    • Business Directory
    • Cybersecurity and Ransomware
    • Photo Gallery
    • Contact Us
  • Foundation
    • Tom Sawyer Five Star Program
    • Scholarship Recipients

Daily Plan-it Announces Vendor Registration Open for Fall/Winter 2025–26 Season

9/30/2025

 
Picture
Key West, FL — Daily Plan-it is pleased to announce that vendor registration is now open for its signature fall and winter markets and festivals. Local makers, artisans, food vendors, non-profits, and small businesses are invited to secure space at some of Key West’s most anticipated community gatherings.
 
Highlights of the upcoming season include:

  • Truman Waterfront Farmers Market – Every Thursday, year-round, 2pm to 7pm at the Truman Waterfront Park
    A weekly tradition for locals and visitors alike, the Truman Waterfront Farmers Market features fresh produce, seafood, baked goods, specialty foods, crafts, art, and more, all set against the iconic backdrop of the Gulf.
Registration:

  • Fantasy Fest® Street Fair – Friday, October 24, 2025, noon to 10pm (midnight and later for food/beverage vendors) on Duval Street
    Returning bigger and brighter than ever, the legendary Street Fair transforms Duval Street into a lively open-air marketplace with art, food, shopping, and nonstop entertainment during Key West’s world-famous 10-day festival.
Registration: https://bit.ly/FFStreetFair

  • Season 13 Key West Artisan Market – Select Sundays, November 2025 – April 2026, 10 am to 2pm at the Sony McCoy Indigenous Park
    This juried market celebrates the best of the Keys’ creative community with rotating themes, live remote and musicians, local authors, and curated food and drink options. A non-profit is featured at each show. Dates for Season 13 include: Oct 19; Nov 2, 16, 30; Dec 14, 21, 28; Jan 14, 25; Feb 1, 8, 15, 22; Mar 1, 8, 15, 22, 29; Apr 5, 12, 19, 26
Registration: https://bit.ly/KWAMVENDORS

  • Race World Offshore Vendor Village – November 5, 7, & 9, 2025, 9 am to 5 pm on the Outer Navy Mole
    During the thrilling Offshore World Championship powerboat races, the Vendor Village at Truman Waterfront provides race fans with prime access to unique shopping, food, drinks, and entertainment. Ticketed event to access the vendors.
Registration: https://bit.ly/RWOVendorVillage2025

  • Black Friday Shopping Extravaganza – Thursday, November 27, 2025, 10 am to 6 pm at the Truman Waterfront Park
    An island-style twist on the busiest shopping day of the year, this one-day market gives holiday shoppers the chance to skip the big-box stores and find unique, handcrafted gifts directly from Florida Keys artisans and makers.
Registration: https://bit.ly/BlackFridayVendors2025

  • Merry Marketplace – Saturday, December 13, 2025 · 4 pm – 8 pm at the Southernmost Beach Resort
    Celebrate the holidays island-style with live music, local art, handmade gifts, tasty treats, cocktails, and kid-friendly fun. Activities include an open pool, crafts, Santa’s arrival, and a Christmas Queen Pageant.
Registration: by invitation
 
Why Vendors Should Participate
Daily Plan-it’s events are beloved community traditions that deliver measurable value to vendors. Each season, as many as 200 different artists, makers, crafters, culinary entrepreneurs, and non-profits showcase their work. Many vendors rely on these events as their primary source of income, while others use them as a critical way to boost seasonal revenue.
 
To maximize vendor success, Daily Plan-it invests heavily in advertising and promotion, supported in part by grants from the Monroe County Tourist Development Council (TDC). This ensures broad exposure across digital, print, radio, and social media platforms, reaching both locals and visitors before they arrive in Key West. Coupled with Daily Plan-it’s long-standing reputation for well-managed, thoughtfully curated events, vendors can trust that each market is designed to attract strong crowds, provide a professional selling environment, and keep visitors engaged.
 
With upwards of a half million attendees each year, vendors benefit from:
  • High visibility at professionally managed, heavily promoted events
  • Direct access to large, diverse audiences of locals and visitors
  • Consistent sales opportunities across multiple high-traffic events
  • A proven platform for revenue growth, brand exposure, and repeat customers
 
“Every purchase made at our markets directly supports a small business,” said Sean Krikorian, Event Organizer with Daily Plan-it. “For vendors, these events are not just about a single sale—they’re about building connections, exposure, and income in a marketplace where the community and visitors actively want to support them.”
 
Vendors are encouraged to register early as space is limited and demand is high.
For registration details and requirements, please visit keysartisanmarket.com or contact Daily Plan-it at 305-731-3885.

snake link
6/4/2026 09:12:02 am

This is a fantastic opportunity for local vendors. The variety of events throughout the season means businesses can connect with both residents and tourists while building long-term customer relationships.

geometry arrow link
7/22/2026 03:16:30 am

Great lineup! Daily Plan-it’s markets truly support local makers and bring the Key West community together. Excited to see another fantastic season—well organized and carefully promoted. Kudos!


Comments are closed.

Thanks to Our Sponsors

Greater Key West Chamber of Commerce.  All Rights Reserved.
510 Greene St., First Floor  |  Key West, FL 33040
[email protected] | sitemap
Picture
  • Visit Key West
    • Community Calendar
    • Getting Here
    • Map & Places of Interest
    • Places to Stay >
      • Lodging Online Booking
    • Places to Dine
    • Things to Do >
      • The Florida Keys & Key West
    • Weddings
    • Sunset Times
  • Live, Work & Relocate
    • New Residents Guide
    • Important Telephone Numbers
    • City of Key West
    • Monroe County
    • Latest Community News
    • Job Listings >
      • Job Board
  • The Chamber
    • Keep Key West Beautiful
    • BBQ Rib Battle
    • Why Join the Chamber >
      • Membership Application
      • Member Login
      • Membership Referral
    • Board of Directors >
      • How to Become A Board Member
    • Chamber Staff
    • Chamber Calendar
    • Awards >
      • ATHENA™ Award
    • Committees
    • Business Magazine Archive
    • Business Directory
    • Cybersecurity and Ransomware
    • Photo Gallery
    • Contact Us
  • Foundation
    • Tom Sawyer Five Star Program
    • Scholarship Recipients