Hamptons, Fire Island, Shelter Island and more Labor Day weekend getaways on Long Island
Patrons enjoy drinks from the cabana bar and a beachside view of the sunset at the Low Tide Beach Bar in Greenport. Credit: Newsday/John Paraskevas
More than just a holiday break, Labor Day weekend signals to many that summer fun is about to wind down but, there is still time to celebrate before the season ends. From Fire Island to the Hamptons, here are local spots to visit this holiday weekend.
HAMPTONS
HENRI @ Coopers Beach
Coopers Beach in Southampton is consistently ranked as among the best beaches in the naton. Credit: Randee Daddona
Attendees can park for free after 5 p.m., then sit on blankets or in beach chairs to watch live bands play. Barbecue food options, beer and wine are available for purchase. On Sept. 3, see reggae band Rum Punch Mafia play from 5 to 8 p.m. Project Vibe is scheduled to play 5 to 8 p.m. on Sunday, Sept. 5.
INFO 268 Meadow Ln, Southampton; 631-287-3450
Stephen Talkhouse
Liz Regan, the lead singer for the band Hello Brooklyn, sings to the crowd at Stephen Talkhouse in Amagansett. Credit: Ian J. Stark
Rock out to The Wailers on Sept. 3 ($100) at 8 p.m., followed by Hot Date at 10:30 p.m. ($50), Lez Zeppelin (7 p.m., $70), Renzo's Fault (9 p.m., $50) and Hello Brooklyn (10:30 p.m., $50) are performing on Sept. 4 and The Nancy Atlas Project (7 p.m., $50) and Rubix Cube (11 p.m., $40) on Sept. 5.
INFO 161 Main St., Amagansett; 631-267-3117, stephentalkhouse.com
Calissa
Outside dining at Calissa in Watermill. Credit: Yvonne Albinowski
For those looking to party, St. Lucia and RAC will be performing in the DJ booth on Friday, Sept. 3.
INFO 1020 Montauk Hwy., Water Mill; 631-500-9292, calissahamptons.com.
OVERNIGHT STAY
Capri Southampton
The pool scene in the courtyard at Capri Southampton. Credit: Capri Southampton
The hotel's NAIA Hamptons restaurant is holding an "End of Summer Poolside Bash" to close the summer season. Expect a beachy and chic soiree featuring DJs and appearances by the hotel’s resident electronic violinist Friday night, followed by an outdoor day party Saturday.
INFO 281 County Rd. 39A; 631-504-6575, caprisouthampton.com
GREENPORT
Claudio’s
Claudio's in Greenport. Credit: Corey Sipkin
Visitors can start the holiday early on Thursday, Sept. 2 with a 70s-themed "Decade Dance Party (8 p.m. to 12 a.m.) with DJ Deuce. DJ Phil spins Sept. 3 (9:30 p.m. to 1:30 a.m.). Bands Fast Five (1 to 5 p.m.) and Hot Date (9:30 p.m. to 1:30 a.m.) will play on Sept. 4. Followed by, 12X Band (1:30 to 5:30 p.m.), Project Vibe (5:30 to 8:30 p.m.; at the venue’s Crabby Jerry’s crab shack) and Nicolls Road (9:30 p.m. to 1:30 a.m.) play on Sept. 5. Coverland will perform on Labor Day, Sept. 6. (1:30 to 5:30 p.m.).
INFO 111 Main St., Greenport; 631-477-0627; claudios.com
Greenport Harbor Brewing Company
Greenport Harbor Brewing Company in Peconic. Credit: Randee Daddona
The Realm Band, playing original music, has been booked for Saturday, Sept. 4 (5-8 p.m.), Black Sabbath tribute band Bloody Sabbath is set for Sept. 5 (5-8 p.m.) and then the Gene Casey Band play Labor Day (3-6 p.m.). Food trucks will be available throughout the weekend.
INFO 42155 Main Rd.; 631-477-1100, greenportharborbrewing.com
OVERNIGHT STAY
Sound View Greenport
A beachside view of the sunset at the Low Tide Beach Bar in Greenport. Credit: Newsday/John Paraskevas
Spend the night at the Sound View and enjoy cocktails at the Low Tide Beach Bar (slated to stay open until Labor Day).
INFO 58775 CR-48, Greenport; 631-477-1910, soundviewgreenport.com
SHELTER ISLAND
Shelter Island Craft Brewery
Shelter Island Craft Brewery on Shelter Island. Credit: Randee Daddona
A relaxed spot with a tasting room and outdoor seating, those visiting over Labor Day Weekend can look forward to its recently-added "Fog," a juicy, cloudy New England IPA and "Pilzn," an old-world Pilsner with Eastern European roots circa 1850. Expect music and lawn games to also be available.
INFO 55 N. Ferry Rd.; 631-749-5977, shelterislandcraftbrewery.com
SALT Waterfront Bar and Grill
Friends grab food and drink while sitting on the outside deck at SALT Waterfront Bar and Grill on Shelter Island. Credit: Madison Fender
The outside area has a grounded boat transformed into a bar (The Shipwreck Bar) and features live music Wednesdays through Sundays including singer-songwriter Julia King set for Friday, Sept. 3 at 5:30 p.m.
INFO 63 S. Menantic Rd.; 631-749-5535, saltshelterisland.com
OVERNIGHT STAY
The Ram’s Head Inn
Exterior of the Rams Head Inn on Shelter Island. Credit: Newsday/Gordon M. Grant
Guests can enjoy live music Thursdays though Sunday at the inn. Dinner is served Thursdays through Tuesdays, lunch and dinner Saturdays, brunch and dinner on Sundays. Picnics can be arranged 11 a.m. to 4 p.m. Mondays through Fridays.
INFO 108 Ram Island Dr., Shelter Island Heights; 631-749-0811, theramsheadinn.com
FIRE ISLAND
Flynn's
Flynn's at Ocean Bay Park on Fire Island. Credit: Yvonne Albinowski
DJs Bosco and Brando will perform all-day at the "Sunjak Saturday" bash (noon-8 p.m.; $30 before Aug. 22, $40 after: eventbrite.com) on Sept. 4. Sunday will offer a "Sunday Funday Holiday Soiree" starring DJ Fotsbeats (noon-8 p.m.; $30 before Aug. 26, $40 after: eventbrite.com). The "Dream Island: End of Summer Event" features DJs Joey Styles, Nick G and Alex Ratiekn (noon-8 p.m.; $10: eventbrite.com on Labor Day.
INFO 1 Cayuga St.; 631-583-5000, flynnsfireislandny.com
Cherry’s On The Bay
Monika Kost and Denise Samide of Huntington stay cool with their Labrador mixes Riley, left, and Murphy on the deck at Cherry's on the Bay in Fire Island's Cherry Grove. Credit: Veronique Louis
James Oblak will perform Sept. 3 from 6 to 8 p.m., followed by the "Gurlesque" drag show starring Tina Burner and Holly Box-Springs at 9 and 11 p.m. Saturday’s brunch includes live drag entertainment with Tammy Spanx.
INFO 158 Bayview Walk; 631-597-7859, cherrysonthebay.com
OVERNIGHT STAY
Ice Palace Resort
Guests enjoy a poolside drag show at the Ice Palace in Cherry Grove Credit: Johnny Milano
The resort is holding a Pool Show Sept. 4 at 3 p.m. with hosts Brenda Dharling and Androgyny at 3 p.m., to be followed by the "Iced Tea Dance" with Greg Scarnici and film star Robin Byrd at 5 p.m. Another pool show takes place Sept. 5 with Ariel Sinclair joining Dharling for hosting duties.
INFO 1 Ocean Walk, Cherry Grove; 631-597-6600, grovehotel.com
LONG BEACH & ISLAND PARK
The Cabana
Cabana on West Beech Street in Long Beach. Credit: Jeff Bachner
This Mexican-American restaurant is often a stop for live music, and on Sunday, Sept. 5 the eatery will host Niall and The Durty Nellys at 5 p.m., followed by Jahstix and The Rising Sonz play inside at 9 p.m.
INFO 1034 W Beech St.; 516-889-1345, thecabanalbny.com
Shoregasboard
Rian Bacchus, left, of Malverne, and Anthony Alarco, of Franklin Square, eat at the food trucks near the boardwalk In Long Beach, Aug. 18, 2021. Credit: Linda Rosier
The food trucks (parked at 1 Riverside Blvd., Long Beach) provide a variety of cuisine options, ranging from fried food and ice cream to Greek, Cuban and Mexican selections. New for the summer is the "Amanda Bananas" lorry, which specializes in a frozen banana treat that’s dairy and gluten-free. A DJ has been set to spin live music 6-9 p.m. on Friday, Sept. 3.
DOX
DOX, a waterfront eatery in Island Park. Credit: Newsday/Erica Marcus
The spot will be welcoming Bakithi Kumalo — a musician best-known for his work with Paul Simon — will be performing with Benjamin "Benoir" Metzger on Sept. 6 at 3 p.m. Guests can then stick around for the venue’s weekly cornhole tournament that starts at 6 p.m.
INFO 10 Broadway, Island Park: 516-992-2222, doxbarandkitchen.com
OVERNIGHT STAY
Allegria Hotel
The Allegria Hotel in Long Beach. Credit: Newsday/J. Conrad Williams Jr.
With extraordinary views and placement along the Long Beach Boardwalk already among its amenities, lodgers can now take part in yoga being held on the rooftop that's free for hotel guests.
INFO 80 W Broadway; 516-889-1300, allegriahotelny.com
