Island Pickle

Live Music with Soul Purpose
2026-04-18 19:00 - 21:00 (America/New_York) | MA
Come enjoy a fun night of high-energy classic and contemporary soul, R&B, Funk, Motown and New Orleans-style grooves with Soul Purpose at Island Pickle. Lots of your favorite well-known dance hits to keep the dance floor packed!

Live Music with Adam Hanna
2026-04-17 18:00 - 21:00 | MA
Come on down to the Island for Adam Hanna – a singer-songwriter who plays classic covers, dance hits and even his original compositions. From the NE Patriots Super Bowl Ring Ceremony and the Kennedy Compound to local bars and dozens of weddings every year, Adam will have you singing and dancing all night long!

Pitch Night
2026-04-16 18:00 - 20:00 | MA
It’s High, Low Jack and Game tonight at the Island! Grab a partner (or come single and we’ll give you a partner) get down to the Island and play Pitch!

Line Dancing on the Island
2026-04-15 18:00 - 20:00 | Island Pickle, 51 Evergreen Circle, Mashpee, MA, 02649, United States
Join us for a fun night of Line Dancing Night with Paula. Whether you’re a seasoned dancer or brand new, enjoy great music, and share a night of laughs with friends. Grab a drink, follow the beat, and dance the night away! $5 at the door to be part of the fun! Let’s get up and dance!

Mahjong Fun on the Island
2026-04-15 17:00 - 19:00 | Island Pickle, 51 Evergreen Circle, Mashpee, MA, 02649, United States
Join us for a lively evening of Mahjong! Experienced players bring your 2025 and 2026 tiles to this $10 cash event open to the public. We expect around 40 people.
Enjoy a relaxed fun night with friends where every game brings a mix of skill and luck. Seats are limited to 40 players, so arrive early and get ready to shuffle up and play!

Tickets are required to reserve your spot. There is no charge per ticket, a $10 per person fee will be collected at the door.

Cornhole Tuesdays with Mixed Nuts
2026-04-14 18:00 - 21:00, 2026-04-07 18:00 - 21:00, 2026-03-31 18:00 - 21:00, 2026-03-24 18:00 - 21:00, 2026-03-17 18:00 - 21:00, 2026-03-10 18:00 - 21:00, 2026-03-03 18:00 - 21:00, 2026-02-24 18:00 - 21:00 and 1 more date | MA
Join us for Cornhole every Tuesday – hosted by Mixed Nuts! Open to the public – the first 28 people (2 man teams) who sign up will play.
$15 per player
Download the Scoreholio app and sign up your team today!

Cribbage Night at Island Pickle
2026-04-13 18:00 - 20:00, 2026-04-06 18:00 - 20:00, 2026-03-30 18:00 - 20:00 | Island Pickle, 51 Evergreen Circle, Mashpee, MA, 02649, United States
Join us for a fun, friendly and FREE Cribbage Night at Island Pickle every Monday from 6:00-8:00pm. Open to the public and everyone is welcome. We’ll be playing a casual round-robin format where you’ll face multiple opponents and compete for the top spot of the night with the winner receiving a prize. Matches are quick, competitive, and perfect for a great evening out.
Open to the public so grab a friend (or two) and come enjoy some cards, laughs, and a little friendly competition. But seats are limited to the first 10 players who sign up. We’re playing in the Tavern so food (and drink) is available. See you at the tables!

Saturday Night Live... at the Island
2026-04-11 19:00 - 21:00, 2026-04-04 19:00 - 21:00, 2026-03-28 19:00 - 21:00 | Island Pickle, 51 Evergreen Circle, Mashpee, MA, 02649, United States
Looking for something new and fun to do on a Saturday Night? Come have fun on the Island for our Saturday Night Live event! Join us for a high-energy, open play night with music in a fun and lively social atmosphere. This is a 21+ event. Entry includes one drink ticket. Equipment rentals are available. Come learn or watch pickleball in a fun atmosphere, hang around for food and drink! Sign up using the Island Pickle app which is located on the homepage of Island Pickle

Moving Day at the Masters
2026-04-11 13:00 - 19:00 | Island Pickle, 51 Evergreen Circle, Mashpee, MA, 02649, United States
Saturday is moving day at the Masters… the day golfers jockey for position on the leaderboard, aiming to set themselves up for a chance at the winning the tournament and earning the coveted Green Jacket. Join us in the Tavern as we bring Augusta, GA to Mashpee with Masters-inspired food and drink, plus some special tastings and signature cocktails featuring Kettle One vodka. It’s a “Tradition Unlike Any Other”….so come to the Island and experience it!

Trivia with Lemonadio
2026-04-06 18:00 - 20:00 | MA
Join us for a fun night of trivia with Lemonadio! Bring your friends, make a team, win fun prizes!

Red Sox Opening Day Watch Party
2026-04-04 16:00 - 18:00 | MA
Let’s root, root, root for the home team at the Red Sox Opening Day Watch Party! Come on down to the Island and root on the Red Sox as they open the 2026 season on April 4, 2026 against the Cincinnati Reds. Kettle One vodka will be here with tastings and special drinks to get the season started. Chef Nick’s full menu will be available, and you can be sure he’ll have some special on the menu that day to celebrate Opening Day! First pitch is scheduled for 4:10, let’s Play Ball!
Make sure you join us for every Red Sox game in the Tavern the rest of the season.

Live music with The Most Band
2026-03-28 18:00 - 21:00 | MA
Swing on down to the Island and enjoy The Most Band, a fun group that plays a danceable mix of rock and roll classics! It’s Rock and Roll like you remember it….

Live Music with J3 (Just the 3 of Us)
2026-03-27 19:00 - 21:00 | Island Pickle, 51 Evergreen Circle, Mashpee, MA, 02649, United States
Come in and enjoy the music of Just the 3 of us (J3)

Live Music with Michael Oakland
2026-03-07 17:00 - 20:00 | Island Pickle, 51 Evergreen Circle, Mashpee, MA, 02649, United States

Bruin's Watch Party with Jameson Irish Whiskey
2026-03-07 13:00 - 15:00 | Island Pickle, 51 Evergreen Circle, Mashpee, MA, 02649, United States
Join us 1:00-3:00pm at Island Pickle for a Boston Bruin’s Watch Party with Jameson Irish Whiskey. We’ll have lots of giveaways, swag, specials and more! The Tavern is a great place to experience the game!

Single AF - A Post Valentine's Day Social
2026-02-28 17:30 - 20:30 | MA
Valentine’s Day is over — now it’s time to actually have fun.
BUY YOUR $10 TICKET HERE: https://www.zeffy.com/en-US/ticketing/single-af
Join us Saturday, February 28, 2026, from 5:30–8:30 PM at Island Pickle (51 Evergreen Circle, Mashpee, MA) for a relaxed, inclusive social event for singles of all kinds. This is not a pressure-packed dating event — it’s a chance to connect, laugh, and meet new people in a welcoming, low-stress environment.
What to Expect: Casual mingling and conversation. Optional speed-dating rounds (participation is totally up to you. Light facilitation to keep things moving and fun. A mix of social, friendly, and flirty energy — no awkward expectations
Whether you’re newly single, happily single, or just curious to meet new humans, this night is designed to feel easy and enjoyable.
Important Note: This event will be filmed as part of a documentary project. All attendees are required to sign a likeness release in order to participate. If you’re not comfortable being on camera, this event may not be the right fit.

Live Music with Monomoy Sound
2026-02-20 19:00 - 21:00 | MA
Enjoy the jazzy coastal textures and beach party vibes with Monomoy Sound – a Cape-based band writing and performing original songs with Cape Cod inspired themes. Performing live in the Tavern this event is free to patrons!

Bingo (for everyone) with the Big Dill
2026-02-18 15:00 - 17:00 | Island Pickle, 51 Evergreen Circle, Mashpee, MA, 02649, United States
Get ready for a lively afternoon of laughs, prizes, and friendly competition at Island Pickle! Join us for Bingo hosted by the one and only Big Dill (a/k/a Bill), bringing his signature energy and humor to every round. Open to all ages – don’t miss it!
