Summer brought us what will undoubtedly remain some our favorite memories of the year. We dined on rooftops and seaside patios, we relished in outdoor concerts all around town, devoured our fair share of lobster rolls, watched movies under the stars and lounged at Newport's best beaches.

As Labor Day weekend nears, we're still not quite ready to say goodbye to summer. From family friendly adventures to chances to sit back and relax on a boat, beach or rooftop, these LDW ideas are just what you need to send the season out in style.

 

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Events | Free ThingsHarbor Sails | Family Fun | Farmers Markets | Live Music

SPECIAL EVENTS

Labor Day Weekend at Newport Vineyards

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Where:
Newport Vineyards, 909 East Main Road, Middletown
When:
Friday - Monday

Soak in the last sips of summer by the vines at Newport Vineyards. Think: Great White Frosé, bites from the charcuterie cart, Taproot beer, and of course—estate grown wine. 

Looking for plans for Sunday? Come for the Sunday brunch, stay for the Oyster & Rosé and live music by Funkademic from 1:00 - 4:00 PM.

 

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IYRS Newport Classic Yacht Regatta

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Where:
Along the waterfront
When:
Saturday, August 30 - Sunday, August 31

Spot from the water a celebration of classic yachting in Newport Harbor during the 46th Annual Newport Classic Yacht Regatta. 

With two days of racing, a classic yacht parade on Sunday, and party to end it all, a classic weekend of sailing and yachting tradition. 

 

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Hard Pressed Cider Co. Opening Weekend

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Where:
WINDMIST FARM, JAMESTOWN
When:
FRIDAY - SUNDAY, 10:00 AM - 4:00 PM (HOLIDAY MONDAYS UNTIL 2:00 PM)

For our friends who cannot wait for Fall, head over to Windmist Farm, a family-run farm in Jamestown for the opening weekend of Hard Pressed Cider Co., a seasonal cider truck located on site. 

Expect a quaint farm where cows and horses roam free and chickens patrol the line for fresh Apple Cider made hot, cold or in a slushie with one ingredient: apples, alongside Cider Doughnuts made onsite and served warm.

Opening Weekend Hours:
  • Friday: 10:00 AM - 4:00 PM
  • Saturday: 10:00 AM - 4:00 PM
  • Sunday: 10:00 AM - 4:00 PM
  • Monday: ​ 10:00 AM - 2:00 PM (Open only on holiday weekends)

 

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Hard-pressed Cider Company

 

Ca' del Bosco Wine Garden at The Chanler

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Where:
The Chanler at Cliff Walk
When:
Open Daily until September 1st

Experience the essence of Italy this summer at the Ca' del Bosco Wine Garden, where the tantalizing scent of authentic Italian pizza mingles with the fragrance of blooming flowers.

Relax in Adirondack chairs beneath the dappled shade of umbrellas, sip on Franciacorta wine and Italian Spritzers, and let yourself be whisked away to the picturesque Amalfi Coast for the afternoon, no passport required. 

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Newport Live Summer Series: Leslie Mendelson

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Where:
Norman Bird Sanctuary
When:
August 29 from 7:00 to 9:00 PM
Cost:
$35 per person, plus tax

Spot from the water a celebration of classic yachting in Newport Harbor during the 46th Annual Newport Classic Yacht Regatta. 

With two days of racing, a classic yacht parade on Sunday, and party to end it all, a classic weekend of sailing and yachting tradition. 

 

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Labor Day Weekend at Greenvale Vineyards

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Where:
Greenvale Vineyards 582 Wapping Road, Portsmouth

Enjoy estate grown wine and live music throughout the weekend. 

Featured Events:
  • Saturday, August 30: Live Music & Food Truck with Daryl Sherman (vocal), Yvonne Monnett (piano), Dick Lupino (bass/vocal), and ​Zac Casher (drums)
  • Monday, September 1: Live Music with Michelle and Don

 

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Newport International Polo Series

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Where:
250 Linden Lane, Portsmouth
When:
Saturday, August 30, 5:00 PM

USA VS. England. Watch as all-star lineups of international competitors take the field.

Experience a tailgate party for the optimal experience, or plant your seat in the lawn and relax. Just don’t forget to help stomp the divots.

 

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Newport Polo

 

Live Pro Wrestling at Rejects Beer Co.

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Where:
Rejects Beer Co.
When:
Saturday, August 30th

Live pro wrestling is coming BACK to Rejects Beer Co. on Saturday, August 30th — and you already know it’s gonna be chaos in the best way. 

Beer will be flowing, bodies will be flying, and the Rejects ring will be shaking. Mark your calendars, grab your crew, and get ready to scream.

No bad seats. No bad beers. Just mayhem.

 

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Around The Island Race

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Where:
Around Conanicut Island
When:
Sunday, August 31

Since 1927, The Conanicut Yacht Club has held the Around The Island Race, a 20 mile course around Jamestown with almost 100 boats racing.

Now in its 98th season, spot the sails and boats circling Conanicut Island and Narragansett Bay. View from the water aboard Coastal Queen Cruises from Newport or Jamestown. 

 

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Farmaesthetics Pop-Up at Sweet Berry Farm

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Where:
SWEET BERRY FARM, MIDDLETOWN
When:
Thursday - Saturdays, 10:00 AM - 4:00 PM

The natural and sustainable beauty brand, Farmaesthetics, will be hosting a pop-up shop at Sweet Berry Farm through early Winter. Shop and swoon over the assortment of sustainable products and accessories, open weekly on Thursdays - Saturdays through December. 

 

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Farmaesthetics at Sweet Berry Farm

Battle of Rhode Island Sunset Salute

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Where:
Butts Hill Fort, Portsmouth
When:
Friday, August 29th from 6:30 to 7:30 PM

Join in to commemorate the 247th anniversary of the Battle of Rhode Island at Butts Hill Fort in Portsmouth, Rhode Island.

Historian Jim Garman will share details of the fort's important and fascinating history. Butts Hill Fort was a key location in the Battle of Rhode Island, the largest military engagement in the state during the Revolutionary War. Historical re-enactors will make the fort's history come alive.

Bring a lawn chair or blanket and enjoy the evening events. Free & Family-friendly event where all are welcome. Plus, enjoy Clementine's Homemade Ice Cream, courtesy of Ocean State Air Solutions.

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Last Friday Social - Vibes, Community, Tunes & More! 🏳️‍🌈

Newport Pride Center Dec 26, 2025

On the last Friday of each month from 6:00 - 7:00 PM, join us for a delightful evening where we come… Read More

Comedy Open Mic Night at Kinsmen Tavern

Kinsmen Tavern Dec 12, 2025 - Dec 19, 2025

Kick back and share some laughs at Kinsmen Tavern, every Friday! Read More

The Bit Players Improv Comedy

Firehouse Theater Dec 06, 2025 - Dec 27, 2025

Come see RI's most award-winning comedy troupe as they hit the stage with their hilarious improv… Read More

Free Guided Bird Walks 🌎

Norman Bird Sanctuary Dec 07, 2025 - Dec 21, 2025

FREE - No registration required. Meet in the parking lot. Count up as many bird species as you can… Read More

Bingo Monday's at Newport Craft

Newport Craft Brewing & Distilling Co. Dec 08, 2025 - May 25, 2026

Join us for Bingo Monday's in the taproom! No sign-up required, win prizes & discounts! Monday… Read More

NEE JAM: North End Entertainment Jam

Firehouse Theater Dec 15, 2025

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HARBOR SAILS

1 Coastal Queen Cruises

Where:
From Newport, Bowen's Wharf
When:
Daily
Cost:
Starting at $38

Climb aboard the Coastal Queen for a fun-filled tour of Newport Harbor and Narragansett Bay. You'll pass historic sites like the International Yacht Restoration School, historic lighthouses, historic forts, mega yachts and more that surround Newport Harbor and the Jamestown shoreline.

Cruise Options:
  • Lighthouse and Mimosa Cruises—narrated cruise with complimentary mimosa
  • Scenic Bay Cruises—narrated tour and leisurely boat cruise around Newport Harbor
  • Evening Cocktail Cruises—sunset cruise with complimentary "special" cocktail 

 

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Coastal Queens

2 Try Sailing with Sail Newport

Where:
Sail Newport, 72 Fort Adams Drive
Cost:
Varies

Where better to earn your sea legs and try sailing than in The Sailing Capital of the World? This one-hour experience with Sail Newport allows you to partake in the thrill of sailing with the safety of an expert sailor. Don't forget to pack hats, sunglasses, sunscreen and a jacket or fleece to layer.

DETAILS:
  • Up to four adults, or up to two adults and three children
  • All ages invited
  • Life jackets of all sizes available
  • By appointment only

 

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3 Classic Motor Yacht, Rum Runner II

Where:
From Newport, Bowen's Wharf
Cost:
varies

Treat yourself to two of life's greatest joys: cocktails and a harbor cruise. Climb aboard Rum Runner II, a classic 1929 motor yacht, and enjoy breathtaking—up-close and personal—views of Newport Harbor this LDW (see featured image for a preview.)

CRUISE OPTIONS:

  • Lighthouses & Mimosas Cruise—light narrated tour, mimosas, madeleines, and bottled water onboard
  • East Passage Express—formal narrated tour, non-alcoholic beverages included onboard
  • Smugglers Cocktail Cruise—casual cruise, rum punch, beer, hard cider and bottled water included onboard

 

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4 Dine & Sail

Where:
Meet Between Mooring Restaurant and Old Port Marine
Cost:
$145/ticket

Climb aboard a legendary America's Cup 12 meter and help raise the sails as you head out through the harbor. After you sail (or before, you choose) enjoy a meal in the iconic Clarke Cooke House located harbor side in Bannister's Wharf. 

Package Details:
  • Price includes one ticket for a 2-hour 12 Meter Cruise and a $50 gift certificate at the Clarke Cooke House.
  • Rates based on double occupancy.

 

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More Sailing Experiences

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Sea Newport exclusively aboard M/V Tabasco, a beautiful private picnic boat. Each cruise is fully…

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Sail aboard the legendary America’s Cup 12 Meter yachts! Our beautiful 70-foot yachts are available…

Newport Boat Ride

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Newport PhotoBoat

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Newport Sailing Lessons

Newport Sailing Lessons offers daily lessons, charters, and sunset sails on a classic 30ft Pearson…

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A Day Sail aboard Zoom offers private day sailing experiences aboard a Luxury 50' catamaran for you…

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Farmers Markets

Aquidneck Growers Market

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Where:
Newport YMCA
When:
Saturdays, 9:00 AM - 12:00 PM

The Saturday summer markets will be held at Embrace Home Loans in Middletown fro 9:00 AM - 12:00 PM. Think: Fresh produce, cheeses, breads, and juices. 

 

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Mount Hope Farmers Market

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Where:
Mount Hope Farm, Bristol
When:
Saturdays, 9:00 AM - 12:30 PM

The year-round market happens every Saturday morning. Choose from an array of local produce, meats, fish, and more each week, and live music in the summer. 

 

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Tiverton Farmers Market

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Where:
Town Farm Recreation Area, Tiverton
When:
Sundays, 10:00 AM - 1:30 PM

During the summer months, the Tiverton Farmers Market moves outdoors to the Town Farm Recreation Area in Tiverton. Connect with local community members, artists, makers, and farmers at this weekly local market.
 

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Jamestown Farmers Market

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Where:
Jamestown Recreation Center, 41 Conanicus Drive, Jamestown
When:
Mondays, 3:00 - 6:30 PM

Jamestown Farmers Market is held at the Jamestown Recreation Center and offers local produce, herbs, meats, flowers, crafts and artwork, and more from a variety of vendors. 

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Live Music

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