Holetown Street Fair & Classic Car Parade 2026

The Holetown Street Fair & Classic Car Parade is one of the biggest days of the Holetown Festival, when the usually laid‑back west coast of Barbados turns into a lively corridor of stalls, music, and gleaming vintage vehicles. For 2026, the Holetown Festival committee and tourism partners have confirmed that the festival runs from Saturday 7 February to Saturday 14 February 2026, with the Street Fair and the George Ullyett Memorial Classic Car & Street Parade expected on the final Saturday of the festival in Holetown, Saint James. Looking at the 2025 official schedule, that means island visitors can plan for an early‑morning street fair from 8:00 am and a classic car parade around late morning on Saturday 14 February 2026, right in the heart of Holetown.​

Confirmed Festival Dates and 2026 Street Fair Timing

Holetown Festival 2026 Dates

Several sources now agree on the festival week:

• CarniFest and villa/event guides list Holetown Festival 2026 as running from Saturday 7 February to Saturday 14 February 2026 in Holetown, Barbados.​
• The official Barbados Holetown Festival Facebook and Instagram pages reinforce this with posts stating “2026 Festival Dates: February 7th – 14th, 2026”.​

Street Fair & Classic Car Parade Pattern

The 2025 festival schedule on the official Holetown Festival website gives a clear template for how the Street Fair and Classic Car Parade are structured:​

• Saturday 15 February 2025
• 8:00 a.m. – The Street Fair opens.
• 11:00 a.m. – The Holetown Festival in Association with Courtesy Garage presents the George Ullyett Memorial Classic Car and Street Parade Show.​
• Fair runs into the night, with Dooflicky, mixologist competition, and SocaFest later in the day.​

A dedicated “Street Fair and Parades” page describes the standard format:

• The Street Fair is a full‑day family event with dance, drama, arts, crafts, music, and food.
• The first parade of the day, the George Ullyett Memorial Street Parade, begins at 10:30 am and features vintage cars, military groups, and local dance groups.​
• A second parade, Bajan DOOFLICKY, starts at 5:00 pm and is an interactive procession with stilt walkers, Mother Sally, green monkeys, tuk band, limbo queen, and more, inviting locals and tourists to join.​

Using this pattern, the Holetown Street Fair & Classic Car Parade 2026 will take place on:

• Saturday 14 February 2026 (final Saturday of the festival).
• 8:00 am: Street Fair opens.
• Around 10:30–11:00 am: George Ullyett Memorial Classic Car & Street Parade on the main Holetown strip.​

What the Holetown Street Fair Is All About

The Street Fair transforms central Holetown into a pedestrian‑friendly zone of stalls, stages, and pop‑up experiences. According to the official festival page:

• The fair “features dance, drama, arts, crafts, music, and food,” with a strong emphasis on local talent and Bajan culture.​
• It is billed as a family‑friendly day of fun and enjoyment, with specific wording inviting people to “bring the entire family for a day of fun and enjoyment”.​

The 2025 schedule and tourism write‑ups add that:

• Stalls sell Bajan cuisine, local snacks, drinks, and sweets.
• Vendors offer art, craft, jewelry, clothing, and souvenirs, often handmade by island artisans.​
• Pop‑up stages and tents host live performances throughout the day, including school groups, choirs, dance troupes, and bands.

Ins & Outs of Barbados describes Holetown Festival overall as featuring “nightly shows, street fair and parade, a floodlit tattoo and night march, Alfred Pragnell memorial talks, food and vendor stalls with art and craft for sale as well as a spectacular vintage car parade,” highlighting the Street Fair as central to the experience.​

George Ullyett Memorial Classic Car & Street Parade

For car lovers and history fans, the George Ullyett Memorial Classic Car & Street Parade is the highlight of Street Fair day.

What the Parade Includes

The Street Fair & Parades page and 2025 schedule describe the first parade of the day as:​

• Vintage and classic cars from the Courtesy Garage‑sponsored collection and private owners.
• Military groups, likely including units from the Barbados Defence Force or cadet corps.
• Local dance groups, who bring color and movement to the rolling car show.

Social posts from the festival team and sponsors highlight:

• The “Courtesy Garage George Ullyett Memorial Classic Car & Street Parade” as a sponsored feature, with vintage vehicles cruising through Holetown, often polished to perfection and decorated for the occasion.​
• The parade as part of a full Street Fair Saturday that also features Dooflicky, mixology competitions, and SocaFest.​

When and Where It Rolls

Based on the current official information:

• Start time is generally given as 10:30 am on the Street Fair & Parades page and 11:00 am in the 2025 written schedule.​
• The route follows the main Holetown strip near the monument and shopping area, giving plenty of curbside viewing spots.

You can expect the 2026 Classic Car Parade to follow the same path through central Holetown on Saturday 14 February 2026, late morning.

Bajan DOOFLICKY and Afternoon Street Culture

Although your focus may be on the Street Fair and Classic Car Parade, it is worth staying for the later Bajan DOOFLICKY:

• Described as an interactive parade where locals and tourists alike are invited to join, it starts at 5:00 pm and features:
• Stilt walkers.
• Mother Sally, Green Monkeys, and other traditional characters.
• Tuk band music.
• Limbo queen performances and other folk elements.​

This second parade turns the Holetown Street Fair into a full‑day progression of sights and sounds, from polished classics and military lines in the morning to playful characters and participatory fun in the evening.

Costs, Access, and Who the Day Is For

Entry and Pricing

The Holetown Festival is widely promoted as highly accessible:

• A 2026 festival overview from a villa company notes that the Holetown Festival, including the Street Fair and vintage car parade, is free to attend, making it easy for visitors and locals to join.​
• Event listings and tourism sites emphasize that while some specific activities or tours may have a fee, the street fair and parades themselves are free public events.​

You will mainly spend on:

• Food and drink from vendors.
• Crafts and souvenirs.
• Transport to and from Holetown if you are not staying nearby.

Who Will Enjoy It

The Holetown Street Fair & Classic Car Parade 2026 is ideal for:

• Families, thanks to the safe, daylight environment and broad sidewalks.
• Car enthusiasts, who can photograph and inspect classic vehicles up close.
• Culture seekers, who want a dense dose of Bajan food, music, and street performance in one day.

Travel Tips for Holetown Street Fair & Classic Car Parade 2026

Getting There

• From Bridgetown, follow the west coast Highway 1 north through Paynes Bay and Sandy Lane until you reach Holetown.
• Local buses and route taxis frequently run along this corridor; simply ask for the Holetown stop.

Because Street Fair Saturday is one of the busiest days of the festival, expect traffic delays and limited parking around the main strip. Arrive early if driving, or opt for buses or taxis.

Where to Stay

To make the most of the day:

• Choose accommodation in or near Holetown / Saint James, close to Limegrove Lifestyle Centre, First and Second Street, or Sunset Crest, so you can walk to the fair.
• West‑coast villas and condos put you within a short stroll of both the beach and the festival action.​

February is peak season in Barbados, so book early if you want to stay near the Holetown strip.

What to Bring

• Light, breathable clothing for a full day outdoors.
• Comfortable walking shoes or sandals.
• Sun hat, sunglasses, and sunscreen.
• A reusable water bottle, plus cash or card for food and crafts.

Try to travel light; maneuvering through crowds is easier with a small bag.

Why Holetown Street Fair & Classic Car Parade 2026 Should Be on Your Island Itinerary

The Holetown Street Fair & Classic Car Parade embodies the best of west‑coast Barbados in a single Saturday. You can wander past stalls piled with local art and Bajan treats, hear tuk bands warming up in the distance, and then step to the curb as a line of vintage cars and military units glides past palm‑lined streets.

As afternoon turns to evening, the vibe shifts from polished chrome to playful folklore, with Bajan DOOFLICKY inviting you to walk with stilt men, dance behind the tuk band, and share the road with locals who have been coming to this festival for generations.

If you love islands, culture, and a splash of motoring history, align your Barbados visit with Saturday 14 February 2026 in Holetown. Book a stay on the west coast, wake up early for the 8:00 am opening, and let the Holetown Street Fair & Classic Car Parade 2026 show you how Barbados celebrates its past and present right on the roadside.

Verified Information at glance

Event Category: Street fair / Cultural festival day / Classic and vintage car parade

Event Name: Holetown Street Fair & George Ullyett Memorial Classic Car & Street Parade – part of Holetown Festival 2026

Island / Location: Holetown, Saint James, Barbados (west coast)

Festival Context:

• Holetown Festival 2026 dates: Saturday 7 February – Saturday 14 February 2026.​
• Festival commemorates the landing of the first English settlers at Holetown in February 1627.​

Street Fair & Parade Day (based on official 2025 structure):

• 2025 schedule:
• Saturday February 15, 2025 – 8:00 a.m. Street Fair opens.
• 11:00 a.m. – The Holetown Festival in Association with Courtesy Garage presents the George Ullyett Memorial Classic Car and Street Parade Show.​
• Street Fair & Parades page:
• Street fair “features dance, drama, arts, crafts, music, and food.”
• First parade of the day, “The George Ullyett Memorial Street Parade”, starts at 10:30 a.m. and “features the Vintage Cars, Military Groups and Local Dance Groups.”
• Second parade, “Bajan DOOFLICKY”, starts at 5:00 p.m. and features stilt walkers, Mother Sally, Green Monkeys, tuk band, and limbo queen, inviting locals and tourists to join.​

Expected 2026 Timing (by analogy):

• Saturday 14 February 2026:
• 8:00 a.m. – Holetown Street Fair opens along the main Holetown strip.
• Approximately 10:30–11:00 a.m. – George Ullyett Memorial Classic Car & Street Parade (Courtesy Garage‑sponsored) through Holetown.​
• 5:00 p.m. – Bajan DOOFLICKY interactive parade.​

What the Day Includes:

• Full‑day street fair with food vendors, art and craft stalls, music, and family entertainment.​
• Classic and vintage car parade, with older vehicles, military groups, and dance groups parading along the street.​
• Later Bajan DOOFLICKY parade with traditional characters and audience participation.​

Pricing / Access:

• Holetown Festival overview: Many events, including the street fair and parades, are free to attend; some individual activities or tours may be ticketed.​

Additional Sources Highlighting the Event:

• Ins & Outs of Barbados: Notes the Holetown Festival’s “street fair and parade” and a “spectacular vintage car parade” as key attractions.​
• Blue Sky Luxury 2025 guide: Lists “Street Fair & Parade” and “Vintage & Classic Car Parade” as headline experiences of Holetown Festival.​