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 even lounged by the pool and throughout 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.
Skip to:
Events | Free Things | Harbor Sails | Family Fun | Farmers Markets | Live Music
- Labor Day Weekend at Newport Vineyards
- IYRS Newport Classic Yacht Regatta
- Around The Island Race
- Ca' del Bosco Wine Garden at The Chanler
- End of Summer Soiree at Hotel Viking
- Farmaesthetics Pop-Up at Sweet Berry Farm
- Hard Pressed Cider Co. Opening Weekend
- Newport International Polo Series
- Games, Gamblers & Cartomancers: The New Cardsharps
Labor Day Weekend at Newport Vineyards
Back to Top of List- 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: Sangria slushes, rosé popsicles, Taproot beer, and of course—wine. Enjoy holiday weekend classics from.a cookout menu, or dine in the Overlook dining room, Friday - Sunday, and choose from the regular full dining menu.
Looking for plans for Sunday? Stay for the live music by Dan Greaves & Amanda Loffredo from 1:00 - 4:00 PM.
Weekend Hours:
- Friday: 11:00 AM – 7:00 PM
- Saturday: 11:00 AM – 7:00 PM
- Sunday: 11:00 AM – 7:00 PM (extended hours!)
- Monday: 11:00 AM – 5:00 PM
*Last call: 15 minutes prior to closing
MORE DETAILS
IYRS Newport Classic Yacht Regatta
Back to Top of List- Where:
- Along the waterfront
- When:
- Saturday, September 2 - Sunday, September 3
Spot from the water a celebration of classic yachting in Newport Harbor during the 44th Annual Newport Classic Yacht Regatta. With two days of racing, a classic yacht parade on Sunday, and party to end it all, join us in weekend of sailing and yachting tradition.
More Details
Around The Island Race
Back to Top of List- Where:
- Around Conanicut Island
- When:
- Sunday, September 3rd
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 96th season, spot the sails and boats circling Conanicut Island and Narragansett Bay. View from the water aboard Coastal Queen Cruises from Newport or Jamestown.
More Details
Ca' del Bosco Wine Garden at The Chanler
Back to Top of List- Where:
- 117 Memorial Boulevard, Newport
- When:
- Friday - Sunday, 1:00 PM to 6:00 PM
Enjoy a relaxing afternoon or early evening sipping Ca’ del Bosco luxury sparkling wines. Take in the water views, fresh air and sit back on Adirondack chairs, while overlooking the Atlantic Ocean.
Pro-tip: Make your way to the Al Fresco Bar, located on the terrace, before it closes for the season.
MORE DETAILS
End of Summer Soiree at Hotel Viking
Back to Top of List- Where:
- 1 Bellevue Avenue, Hill Market
- When:
- Sunday, September 3
The last "hurrah" of summer is waiting for you at the Top of Newport. Enjoy classic backyard summer BBQ, live music, games, and drinks on Sunday, September 3 from 3:00 - 9:00 PM.
Also at Hotel Viking:
Hill Market After Dark
- Where:
- 1 Bellevue Avenue, Hill Market
- When:
- Thursday - Saturday
Last call for Hill Market After Dark. Trust us—you do not want to miss this. Open from 5:00 - 10:00 PM, enjoy an array of dessert parfait cups, s'mores, strawberry shortcake, and lemon meringue, and after dinner drinks like Nitro Espresso Martinis.
MORE DETAILS
Farmaesthetics Pop-Up at Sweet Berry Farm
Back to Top of List- 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.
MORE DETAILS
Hard Pressed Cider Co. Opening Weekend
Back to Top of List- 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)
MORE DETAILS
Newport International Polo Series
Back to Top of List- Where:
- 250 Linden Lane, Portsmouth
- When:
- Saturday, September 2, 4:00 PM
- Cost:
- Pavilion Tables: $30/seat; Lawn Admission: $20/adult, kids free, age 15 and under
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.
More Details
Games, Gamblers & Cartomancers: The New Cardsharps
Back to Top of List- Where:
- 46 Clarke Street, Vernon House
- When:
- Friday - Sunday, 11:00 AM - 4:00 PM
- Cost:
- Free, Reservations Required
Vernon House, one of the most significant buildings in Newport history, is now open to the public with a unique and special exhibition. This curated display is free* to the public, Fridays - Sunday from 11:00 AM - 4:00 PM (*registration is required.)
More Details
1 Coastal Queen Cruises
- Where:
- From Newport, Bowen's Wharf
- When:
- Daily
- Cost:
- Starting at $33 or $37 per ticket
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
More Details
2 Try Sailing with Sail Newport
- Where:
- Sail Newport, 72 Fort Adams Drive
- Cost:
- $55 per adult, $25 per child (11-17), Free per child 10 and under
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
MORE DETAILS
3 Classic Motor Yacht, Rum Runner II
- Where:
- From Newport, Bowen's Wharf
- Cost:
- From $40 - $50
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
More Details
4 Dine & Sail
- Where:
- From Newport, Bowen's Wharf
- Cost:
- $160/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.
More Details
More Sailing Experiences
View AllSightsailing of Newport
Discover Newport, home to one of the prettiest harbors in the United States and sailing capital of…

Amazing Grace Harbor Tours
Sightseeing at its very finest. Join us for a relaxing tour or private charter around the harbor…

Gansett Cruises
Gansett Cruises Harbor Tours & Sunset Cruises brings years of experience and love of the New England…

McCurdy Sailing
Sit back, relax, and enjoy your sail with friends or family (up to 6 guests) aboard our beautiful…

Newport Harbor Shuttle
See the sights from the water or get off and explore: Fort Adams State Park, Ida Lewis Lighthouse…

Newport Sailing Tours & School
Newport Sailing Tours and School is Newport, Rhode Island’s first and only pure sailing tour. We…

Sail on Hope San, LLC
Sail on a beautiful classic wooden yacht in a private setting with friends or family, for up to 6…

Family Experiences
View AllFarmers Markets
Aquidneck Growers Market
Back to Top of List- Where:
- Embrace Home Loans, Middletown
- 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.
MORE DETAILS
Mount Hope Farmers Market
Back to Top of List- 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.
MORE DETAILS
Tiverton Farmers Market
Back to Top of List- 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.
MORE DETAILS
Live Music
View AllShops at Long Wharf Free Summer Concert Series
Shops at Long Wharf Free Summer Concert Series are back! Please join us again this season for a…

NEE JAM
Get ready to groove with the NEE JAM (North End Entertainment Jam) at the Firehouse Theater every…

you may also like
GET SOCIAL
Tag your photos #TheClassicCoast for the chance to be featured on our accounts.