Saturday Nights at 95th Street Park: What's on Bay Harbor Live's 2026–27 Season

From now until May, the Town of Bay Harbor Islands has posted one recurring public event on its calendar: Bay Harbor Live + Artisan Market. It runs from 5:30 to 8:30 p.m. at 95th Street Park, 1185 95th Street. Bay Harbor Live is the only listing on the Town's February, March and May calendar pages, and the January and April pages show no entries at all as of early October. For most of this season, then, the town's shared evenings outdoors come down to one park, one lawn and roughly one Saturday a month.

There's a catch. The schedule now exists in two published versions, and they agree only through November.

One block of 95th Street

The setting is very small. The Town describes 95th Street Park's amenities in three words: ADA accessibility, benches and picnic tables. Next door at 1175 95th Street is the Morris N. Broad Community Center, which hosts the Town's meeting rooms, its BINGO nights and the departure point for its senior trips. So one short stretch of 95th Street carries most of the Town's public calendar.

The market itself is curated by Miami Friendors. Its vendor page calls the event "an intimate, carefully curated market, not a vendor free-for-all." Vendors take a 10x10 space for $65 per event and must bring a white or branded tent with 40-pound weights. Generators are allowed within noise limits. The categories Friendors is booking include prepared food, desserts, beverages, artisan goods, jewelry, home goods, art, wellness and skincare products, specialty packaged items and apparel, and it says it prioritizes vendors who fit "an upscale, curated evening vibe." Admission is free, the setup is ADA accessible, and the event is pet-friendly and family-focused.

Friendors also says the market serves Bal Harbour, Surfside, Miami Beach, North Miami, Aventura and surrounding communities. A free, dog-friendly concert in a park this size draws from the surrounding communities as well as from the island itself.

Two calendars, one series

The Town of Bay Harbor Islands calendar and the Miami Friendors event page list the same acts but don't always put them on the same dates. Side by side, the season looks like this as of October 7, 2026:

From December on, the Friendors dates fall one or two weeks after the Town's. March differs in more than the date. The Town lists Juke for March 14, while Friendors moves Juke to April and gives March to a Town Picnic with Nikki Kidd and DJ Le Spam that doesn't yet appear on the Town's pages. The calendars don't explain the gap, and either one could be updated first.

Both March dates also fall on a Sunday, even though Friendors describes the series as Saturdays. A town picnic would make sense on a Sunday afternoon, but neither page says that's the plan.

Two dates are settled: October 24 and November 14. After that, the Town's own event listing is the one to check before the week of the event. Its "Event Subscription" option will send updates when listings change.

Who is actually playing

This season's lineup comes almost entirely from South Florida's working music scene. Several of these acts already have followings at venues residents may know.

LeNard Rutledge, October 24. The Betsy describes Rutledge as a Miami-born jazz vocalist with a polished delivery in the vein of Lou Rawls and a background in church choir. He spent seven years as featured vocalist with the Melton Mustafa Orchestra and had regular dates at Miami's Van Dyke Café. October 24 is the season opener.

Flamenco Roots, November 14. Both calendars list this act, but we couldn't find a published bio that confirms which ensemble is performing. The listing is the best guide until the Town or Friendors adds details.

The Motowners, December. The group's own bio describes a family-friendly Motown tribute built on songs by the Temptations, the Four Tops, Diana Ross & the Supremes, Smokey Robinson, Marvin Gaye and Stevie Wonder, with a business address in Pompano Beach. Friendors bills the December show as a holiday concert. No holiday lighting event appears on the Town's December calendar, so for now this concert is the season's only December gathering on the Town's pages.

Gafieira Rio Miami and Samba 305, February. Gafieira Rio Miami is an 11-piece Brazilian big band based in Miami and founded by bassist Diogo Brown, with a dance-driven sound rooted in the gafieira dance halls of Rio de Janeiro. When Arts Garage booked the band, it described a five-piece horn section and a mix of samba, jazz and soul. Samba305 is a Miami-based Brazilian entertainment company that provides samba dancers, Brazilian drummers and Carnaval-style performances. Of all the bookings, this one is built most for dancing on the lawn.

Nikki Kidd and DJ Le Spam, March Town Picnic on the Friendors schedule. Kidd grew up in Miami Beach and studied jazz at the University of Miami. A CityPlace profile describes her sound as traditional jazz mixed with funk, soul and Caribbean influences. DJ Le Spam is Andrew Yeomanson, founder and leader of the Spam Allstars, whose sound the band calls an improvised "electronic descarga" of Latin music, funk and electronics. That bio also records a 15-year weekly Thursday residency at Hoy Como Ayer in Little Havana, which has since ended. Neither page says whether March will be a DJ set or a full band.

Juke, March or April. Miami New Times reported in 2023 that Eric Garcia formed Juke in Miami around groove-driven blues influenced by R.L. Burnside rather than conventional traditional blues. This is the act whose date depends most on which calendar is right.

Cortadito Trio, May. Cortadito is a Miami-based ensemble rooted in early Cuban son. Its repertoire covers son montuno, guaracha, boleros and nengón, and its sound has drawn comparisons to the Buena Vista Social Club. Pinecrest Gardens has booked the band for a Buena Vista Social Club tribute at its Banyan Bowl on April 3, 2027. That makes the 95th Street Park date in May a free, closer-to-home chance to hear the band about a month later. Both calendars list it as the season finale.

The rest of October on the same block

Other Town events in October happen on the same few blocks:

• BINGO Night, October 8, 6 to 8 p.m. in Meeting Room 1 at 1175 95th Street.
• Coffee with a Cop, October 13, 9:30 to 10:30 a.m. at Coffee Break, 1166 Kane Concourse.
• Senior trip to the Wiener Museum of Decorative Arts, October 14, 1 to 5 p.m., $20, with transportation leaving the community center at 1 p.m. for the museum at 3250 N. 29th Ave. in Hollywood.
• Bay Harbor Live with LeNard Rutledge, October 24, 5:30 to 8:30 p.m. at 95th Street Park.
• Spooky Parade, October 30, 3:30 to 4:30 p.m., also at 95th Street Park.

November is quieter. The Town lists Veterans Day on November 11 and holiday closures on November 26 and 27, and the Flamenco Roots market night on November 14 is the month's main public gathering. The Parks and Recreation Committee meets November 10 at 7 p.m. in Meeting Rooms 2 & 3 at 1175 95th Street. That public meeting is a likely place to raise questions about park programming.

At Kimberly Rodstein, we keep an eye on how Bay Harbor Islands spends its evenings, from Kane Concourse to the lawn at 95th Street Park. If you're thinking about what a home within walking distance of these Saturday nights would look like, request a private market consultation and we'll go through the island block by block with you.