Don’t miss Dirty Dozen Brass Band at Stephen Talkhouse (161 Main Street, Amagansett, 631-267-3117, stephentalkhouse.com) on Wednesday at 8 p.m. Karaoke with Helen “The Diva” McGuire will follow at 10 p.m. On Thursday, it’s Katherine C.H.E at 8 p.m. and Revel In Dimes at 10 p.m. Friday features Insane Asylum at 6 p.m. and Booga Sugar at 10 p.m. Saturday showcases Shadowlands at 8 p.m. and Rubix Kube at 10 p.m. Sunday brings Los Lonely Boys at 8 p.m. and Inner Roots at 10 p.m. Get ready for an amusing amateur hour on Monday with the return of Outrageous Open Mic Night at 10 p.m. and catch Roses Grove Band on Tuesday at 8 p.m. and Industry Night with LHT at 10 p.m.
The Backyard Restaurant at Solé East (90 2nd House Road, Montauk, 631-668-2105, www.soleeast.com) will have music from Amy Duryea on Wednesday from 6 to 9:30 p.m., Lawrence Cooley on Thursday from 7 to 10 p.m., a DJ on Friday from 8 p.m. to 1 a.m., DJ May Kwok poolside on Saturday from 1 to 5 p.m., followed by The White Buffalo from 7 to 9 p.m. and DJ Faze from 9 p.m. to 1 a.m. The Marcello and Ludmilla Bossa Nova Brunch returns on Sunday from 10 a.m. to 1 p.m. and a poolside DJ set will wrap up the weekend from 1 to 5 p.m.
Join CTREE and CTREE at Sebonack Benefit Honorary Chair Georgina Bloomberg at Sebonack Golf Club (405 Sebonac Road, Southampton, www.ctreeny.org) for cocktails, a stunning sunset and an amazing auction on Thursday from 6 to 9 p.m.
Stacey Bendet, Nicky Rothschild and Marina Berjarano will be hosting the alice + olivia by Stacey Bendet x GOOD+ Foundation 6th annual toy drive at alice + olivia (79 Main Street, East Hampton, goodplusfoundation.org) on Thursday from 5 to 7 p.m. 20 percent of proceeds from all sales during the event will support GOOD+.
The Montauk Beach House (55 South Elmwood Avenue, Montauk, 631-668-2112, thembh.com) will host a Jack Luber Vinyl Set that is “all vinyl mastery, all about the soulful sound” on Friday from 4 to 7 p.m. Ian Mellencamp is back at The MBH on Saturday from 3 to 7 p.m., while Saturday night will feature Whalebone Magazine + Montauk Brewing Company + Indoek = Surf Shacks: Release Party, celebrating author and creative director Mat Titone’s art book, Surf Shacks. The summer celebration will be held from 7 to 9 p.m.
Smokin’ Hot Tunes at Townline BBQ (3593 Montauk Highway, Sagaponack, 631-537-2271, www.townlinebbq.com) on Friday will feature Tom Wardle from 4 to 7 p.m.
Wolffer Wine Stand (3312 Montauk Highway, Sagaponack, 631-537-5106, www.wolffer.com) will welcome two East End favorites for sunset sets this weekend. Dan Bailey will headline on Friday and Lynn Blue will take the stage on Saturday. Both shows begin at 5 p.m.
The Surf Lodge (183 Edgemere Street, Montauk, 631-483-5037, thesurflodge.com) has an impressive lineup that starts with the legendary Ms. Lauryn Hill on Friday. Catch Younger on Saturday and Paula Fuga will play during brunch on Sunday while Ben Harper will take the stage later in the evening.
Live music on the rooftop bar and deck at Clam and Chowder House at Salivar’s Dock (470 Westlake Drive, Montauk, 631-668-6252, www.clamandchowderhouse.com) will feature Hello Brooklyn on Friday from 6 to 9 p.m. and Josh Brussell on Saturday from 6 to 9 p.m.
Zum Schneider Montauk (4 South Elmwood Avenue, Montauk, 631-238-5963, montauk.zumschneider.com) will welcome The Disfunction (Indie Rock/Electronica) on Friday at 10 p.m.
Swallow East (474 West Lake Drive, Montauk, 631-668-8344, www.swalloweastrestaurant.com) will have Strange Majik on Friday and Pure Fyah on Sunday.
AM Southampton (125 Tuckahoe Lane, Southampton, www.amsouthampton.com) will have beats by DJ Cassidy and DJ Krave on Friday, and former WBO Champion Chris Algieri will host a viewing and after party for the Mayweather vs. McGregor fight, with music by DJ LB1 and DJ Marty Play.
Rosé Season is hosting the 2nd annual Rosé Rehab in the Hamptons on Saturday from 1 to 5 p.m. Taking place at Topping Rose (1 Bridgehampton-Sag Harbor Turnpike, Bridgehampton, www.roseallday.com), attendees will enjoy unlimited rosé, handcrafted cocktails, delicious treats, complimentary beauty services, pop-up shops, swag bags, and puppies. Admission is $20 and a portion of the proceeds will support ForWorld foundation.
Black Tap is partnering with Chase Sapphire for an exclusive Hamptons BBQ on Saturday from 5 to 8 p.m. Taking place at 203 Sag Harbor Turnpike, Bridgehampton, the evening will feature burgers, crazyshakes, and an open bar. Chase Sapphire cardholders can learn more at www.chase.com.
Prostate Cancer Foundation is presenting its annual Gala In The Hamptons on Saturday from 6:30 to 10 p.m. Taking place at the Parrish Art Museum (279 Montauk Highway, Water Mill, 310-570-4720, www.pcf.org), galagoers will enjoy dining, dancing and fun, and a special performance by Kool & the Gang and other surprise musical guests.
Enjoy Bouzoukia with Aphrodite at Calissa Hamptons (1020 Montauk Highway, Water Mill, www.calissahamptons.com) on Saturday starting at 10:30 p.m.
Montauk Yacht Club Resort & Marina (32 Star Island Road, Montauk, 631-668-3100, www.montaukyachtclub.com) is presenting sets from JJ Duo on Thursday from 6 to 9 p.m., Abby Lane on Friday from 6 to 9 p.m., Bobby Nathan Band on Saturday from 12:30 to 4:30 p.m. and DJ Steve on Sunday from 11 a.m. to 3 p.m. Additionally, Cheers Montauk, a wine and beer festival that highlights both local and nationwide brews and vino, will take place Saturday with two tasting options (Session 1:1 to 4:30 p.m. and Session 2: 6 to 9:30 p.m.) and Defenders of the Water, a charity art exhibition that supports A Walk On Water (AWOW), is coming to Montauk Yacht Club on Sunday, August 27 from 2 to 10 p.m. The event will feature music from Jack Luber, Oli Benz and Robbie McKinley, art from Gregory Johnston, Joe Termini, Kelia Moniz Termini, Peter Dayton, Rogan Gregory, Terence Connors, William Quigley, Raphael Mazzucco, Scott Rudin, Salvatore Termini and Alexander Reinwald and bites from Pretty Southern owner and chef Sam Talbot.