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The Best of Oyster Bay Summer: Your August 2026 Guide


August 2026 · Gold Coast Long Island

The Best of Oyster Bay Summer.
Your August Guide.

August on Long Island's Gold Coast is something you only get once a year. Classic cars on Audrey Avenue. Dancing under the stars. A harbor that looks like a postcard every single evening. Here's everything happening in Oyster Bay this month — and where to end every one of these days.

There's a version of Long Island summer that only exists in August. The pace slows down just enough. The harbor is warm. Audrey Avenue is alive every Tuesday night. The Gold Coast feels like exactly what it's always been — one of the most beautiful, interesting, historically rich places on the East Coast — and the people who live here know it.

Whether you're a lifelong Oyster Bay local, a North Shore summer regular, or someone discovering the village for the first time, this is your guide to making the most of what's left of summer 2026. Every event, every attraction, and — of course — a cold beer brewed right here on the Gold Coast waiting for you at the end of every day.

Every Tuesday · 5:30 PM Till Dark

Cruise Night.
The best Tuesday on Long Island.

Every Tuesday evening through September 19, Audrey Avenue transforms into something genuinely special. More than 250 classic cars, muscle cars, sports cars, and custom builds line the street from 5:30 PM till dark. Live music plays. Vendors set up. Families walk the block. Over 1,000 people show up every single week — and they've been doing it for over 20 years.

Show car entry is $10. Spectating is completely free. All makes and models welcome — the breadth of what shows up on Audrey Avenue on a Tuesday night is genuinely impressive. A 1967 Mustang next to a custom lowrider next to a mint-condition Corvette next to something you've never seen before.

August Cruise Night Dates

Tuesday August 5 · Tuesday August 12 · Tuesday August 19 · Tuesday August 26
Weather permitting · Text CRUISENIGHT to 855-525-8233 for updates

We pour cold beer right out front of the brewery at 36 Audrey Avenue every Cruise Night — the cars literally park on our block. Walk the show, grab a pint, walk some more. Come inside when you're ready for the full bar and 15+ drafts. This is the Tuesday night the Gold Coast was made for.

Thursdays · Audrey Avenue Extension

Dancing in the Street.
Free. All ages. Under the stars.

Now in its 15th year, Dancing in the Street is one of the purest expressions of what Oyster Bay does best — turning Audrey Avenue into a community gathering place for no reason other than the joy of it. The Oyster Bay Main Street Association closes the Audrey Avenue extension and transforms it into an open-air dance floor, with a new DJ, new theme, and new energy every other Thursday evening.

Free admission. All ages. 6:30–9:30 PM. No ticket needed. Just show up.

August Dates + Themes

Thursday August 6 — Neon Night · 74 Audrey Avenue · 6:30–9:30 PM
🎒 Thursday August 20 — Back to School End of Summer Bash · 6:30–9:30 PM

Come dance on Audrey Avenue, then walk two blocks to 36 Audrey and let us pour you something cold. Best Thursday night combination on the North Shore.

August 22–23 · Town of Oyster Bay

The Oyster Bay Triathlon.
The Gold Coast at its most athletic.

Every August the Town of Oyster Bay hosts one of the most scenic triathlons on Long Island — a genuine test of endurance set against the Gold Coast's most beautiful geography. The course begins with a half-mile swim in Oyster Bay Harbor, transitions to a 15-kilometer bike course through the town, and finishes with a 5-kilometer run.

Saturday August 22 features the Junior Triathlon for young athletes. The main event runs Sunday August 23. Spectating is free — watching the swim start in Oyster Bay Harbor alone is worth showing up for. And after athletes cross the finish line, there's only one place on Audrey Avenue built for a proper post-race cold one.

The Details

Junior Triathlon: Saturday August 22
Main Triathlon: Sunday August 23
Swim: ½ mile · Oyster Bay Harbor
Bike: 15k · Gold Coast course
Run: 5k · Town of Oyster Bay
Register at trisignup.com

Late August · Theodore Roosevelt Memorial Park

The Bluefish Tournament.
A Gold Coast tradition.

Launching out of Theodore Roosevelt Memorial Park and Beach, the Town of Oyster Bay's annual Bluefish Tournament is one of those events that captures exactly what the harbor has always been about — fishing, community, and a little friendly competition. Fishermen have 12 hours on the clock to hunt the waters for the largest Bluefish caught. A weigh-in, awards ceremony, BBQ tailgate, and door prizes round out the day.

A special Snapper Derby Tournament for children runs alongside the main event — registration opens July 28. Main event registration opens August 17.

Come for the fish. Stay for the harbor. End the day at 36 Audrey Avenue with something cold and well-earned.

Saturday August 29 · 10 AM – 12 PM

Raynham Hall Museum
Guided Walking Tour.

Raynham Hall at 30 West Main Street is one of the most historically significant buildings on Long Island — the home of Robert Townsend, "Culper Junior" in George Washington's Revolutionary War spy network. Built in 1738, it's the only AAM-accredited historic house museum on Long Island and one of the most compelling stops on the Gold Coast.

On Saturday August 29, the Museum hosts a guided walking tour departing from the Visitors' Center at 10 AM. A genuinely immersive way to experience the Revolutionary War history that unfolded on these exact streets. The tour runs 10 AM–12 PM — which leaves your afternoon wide open for exactly the kind of Gold Coast afternoon we'd recommend.

Visit Raynham Hall

30 West Main Street, Oyster Bay · (516) 922-6808
Open Tue–Sun, 1–5 PM · $5 adults
raynhamhallmuseum.org

Always Open · Always Worth It

The Gold Coast
classics never close.

Sagamore Hill National Historic Site

Theodore Roosevelt's Summer White House — 1.5 miles from OBBC. Eighty-three acres of trails and harbor views, free every day. House tours Friday–Sunday, limited to 11 people — book at recreation.gov day-of at 9:30 AM. The most authentic presidential home experience in the country.

TR Memorial Park + Oyster Bay Harbor

At the foot of Audrey Avenue, TR Memorial Park and Beach offers harbor views, picnic areas, a beach, and the best free afternoon on the Gold Coast. Watch the boats come in. Let the kids run. Come here first and end at the brewery — it's the perfect sequence.

Planting Fields Arboretum

409 acres of Gold Coast botanical beauty designed by the Olmsted Brothers — the same firm that designed Central Park. Open daily 9 AM–5 PM, $8/car. The 65-room Coe Hall mansion is open for tours through September. Five miles of woodland trails, incredible in August heat under the canopy.

Theodore's Books + Southdown Coffee

Theodore's Books at 17 Audrey Avenue — owned by former Congressman Steve Israel, named for the president whose legacy defines this village. Southdown Coffee at 49 Audrey Avenue — named one of the best coffee shops in America by Food & Wine. Both within two blocks of 36 Audrey. A proper Audrey Avenue morning.

The Template

A perfect August day
on the Gold Coast.

Morning

9 AM

Coffee at Southdown, then walk Planting Fields — trails open at 9 AM before the crowds arrive. Cool under the canopy on a hot August morning.

Midday

12 PM

Sagamore Hill — walk the grounds and harbor views. Book a house tour at 9:30 AM day-of if you're lucky. Then Theodore's Books for a TR title.

Afternoon

3 PM

TR Memorial Park — beach, harbor, boats. Let everything slow down for an hour. This is what summer is supposed to feel like.

Evening

5 PM+

Oyster Bay Brewing Co. · 36 Audrey Avenue. Cold beer brewed right here. 15+ drafts, food available, pool table, no cover. You earned this one.

Mark Your Calendar

OysterFest is coming.
October 17–18.

Start planning now — OysterFest 2026 is October 17–18 at Theodore Roosevelt Memorial Park, Beach, and Audrey Avenue. The largest waterfront festival on the East Coast returns to the village for another year of oyster shucking contests, amusement rides, arts and crafts, live entertainment, and — you guessed it — the official Oyster Bay Brewing Company beer garden.

We'll have more details on OBBC's OysterFest programming closer to the date. Follow @oysterbaybrewing on Instagram and sign up for our email list so you're first to know.

Home Base for All of It

End every Gold Coast day
at 36 Audrey Avenue.

After the cars. After the dancing. After the harbor. After the triathlon. After the bluefish tournament. After all of it — cold beer brewed right here is waiting for you. Open 7 days. No cover. No minimum. Just show up.

Plan Your Visit →

36 Audrey Avenue · Oyster Bay, NY · Open 7 days · Fri & Sat till midnight
Follow @oysterbaybrewing for updates all summer


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