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Monday, June 8, 2026 at 8:04 PM

Leelanau Enterprise Events & Entertainment Calendar for June

Leelanau Enterprise Events & Entertainment Calendar for June
Live music and entertainment is plentiful throughout Leelanau County this June.

From live music on the water to wine country performances and community gatherings, Leelanau County's calendar is packed through the end of June.

June Ongoing Events:

Manitou Moomers Ice Cream Sail - Tall Ship Sailing - everyday 1:00-3:30 p.m.

Manitou Brunch Cruise - Tall Ship Sailing - 10 a.m. - 12 p.m. – select Fridays, Saturdays & Sundays 

Evening Sail on the Manitou - Tall Ship Sailing - 6:30 p.m.-8:30 p.m.

Book online at tallshipsailing.com/manitou located at 13170 SW Bay Shore Dr. Traverse City.

Thursday, June 11

Live Irish Music Session – every Thursday 6.30 p.m. – 9 p.m. Little Traverse Inn, Maple City.

Luke Woltanski 3-6 p.m, Dune Bird Winery, Northport.

Rob Coonrod, 4-7 p.m. French Valley Vineyard, Cedar.

Friday, June 12

Fifth Street, 6-9 p.m., Little Traverse Inn, Maple City.

Levi Britton, 5-8 p.m., River Club Glen Arbor.

Saturday, June 13

The Mix Drift, 1-4 p.m., River Club Glen Arbor.

Empire Highway, 5-8 p.m., River Club Glen Arbor.

Leland Food & Wine Festival – noon to 6 p.m., Leland Township Harbor. 

Howie Mandel – Doors open at 7 p.m., show starts at 8 p.m., Leelanau Sands Casino, Peshawbestown. 

Sunday, June 14

Rigs & Jeels – 4-7p.m., Little Traverse Inn, Maple City

Elizabeth Landry – 3-6 p.m., featuring Frederick’s Wood-Fired Pizza Pop-up, Dune Bird Winery, Northport

Monday, June 15

Swingbone North – 4-7 p.m., French Valley Vineyard, Cedar.

Power Island Picnic Sail Aboard Manitou - Tall Ship Sailing- 10 a.m.-5 p.m., Book online at tallshipsailing.com/manitou 

Weekly Euchre Tournament at Leelanau Sands Casino. Registration begins at 6 p.m., and the tournament starts at 7 p.m.

Tuesday, June 16

Leelanau County Senior Services Senior Expo 10-2 p.m. at Suttons Bay High School.

Wednesday, June 17

A Gala of Grace – Leelanau Community Cancer Foundation – 6-8 p.m., French Valley Vineyard, Cedar. 

Thursday, June 18

Live Irish Music Session – Every Thursday 6.30-9 p.m., Little Traverse Inn, Maple City

Rhett & John – 3-6 p.m., Dune Bird Winery, Northport

Larry Perkins – 4-7 p.m , French Valley Vineyard, Cedar

Nibi: The Spirit of our Water- Tall Ship Sailing - 10 a.m.-noon. Book online at tallshipsailing.com/manitou

Friday, June 19

John Phillips & Patrick Niemisto – 6-9 p.m.- Little Traverse Inn, Maple City

Uncle Z – 6-9 p.m., River Club Glen Arbor

Jesse Jefferson – 5:30-7:30 p.m., Bel Lago Winery, Cedar

Suttons Bay Artisan & Wine Walk – 5-8 p.m. and After Glow on the Bay from 7-10 p.m. Downtown Suttons Bay.

EV Car Show – 10 a.m.- noon, Suttons Bay North Park

Saturday, June 20 

Johnny P – 6-9 p.m., River Club Glen Arbor. 

Nick Veine – 3:30-5:30 p.m., Bel Lago Winery, Cedar.

Sunday, June 21

The Nightcrawlers, 4-7 p.m., Little Traverse Inn, Maple City.

Kevin Paul – 6-9 p.m., River Club Glen Arbor.

 Loose Change – 3-6 p.m., Dune Bird Winery, Northport.

 Larry Perkins – 3:30-5:30 p.m., Bel Lago Winery, Cedar.

Monday, June 22

 Andre Villoch – 6-9 p.m., River Club Glen Arbor. 

Jesse Jefferson – 4-7 p.m., French Valley Vineyard, Cedar.

 Weekly Euchre Tournament at Leelanau Sands Casino, Peshawbestown. Registration begins at 6 p.m., and the tournament starts at 7 p.m.

Tuesday, June 23 

Chris Sterr – 6-9 p.m., River Club Glen Arbor. 

Wings on the Water – Tall Ship Sailing – 10 a.m.-noon. Book online at tallshipsailing.com/manitou.

Wednesday, June 24

 Jeff Wilkins – 6-9 p.m., River Club Glen Arbor. 

Chelsea House Orchestra – 7 p.m., Kent Holton Pavilion at Northport Marina Park.

Thursday, June 25 

Live Irish Music Session – every Thursday 6:30-9 p.m., Little Traverse Inn, Maple City.

 Loose Change – 6-9 p.m., River Club Glen Arbor. 

Highway North – 3-6 p.m., Dune Bird Winery, Northport. 

Dennis Palmer – 4-7 p.m., French Valley Vineyard, Cedar.

Friday, June 26 

Billy & The Kid – 6-9 p.m., Little Traverse Inn, Maple City.

 Empire Highway – 6-9 p.m., River Club Glen Arbor. Jakob Abraham – 5:30-7:30 p.m., Bel Lago Winery, Cedar. 

Doc Probes & The Riptides (Beach Music) – 7-9 p.m., Northport Music in the Park at the Kent Holton Pavilion at Northport Marina Park.

Saturday, June 27 

Beans and Cheese (Boardman River Band) – 6-9 p.m., River Club Glen Arbor. 

Zeke Clemons – 3:30-5:30 p.m., Bel Lago Winery, Cedar. Village Voices: The Exuberance of Being Alive – 7:30 p.m., Northport Performing Arts Auditorium.

Sunday, June 28 

Lipstick & Dipstick, 4-7 p.m., Little Traverse Inn, Maple City.

 Rhett & John – 6-9 p.m., River Club Glen Arbor. 

Legal Rehab – 3-6 p.m., featuring Frederick's Wood-Fired Pizza Pop-Up, Dune Bird Winery, Northport. 

Andre Villoch – 3:30-5:30 p.m., Bel Lago Winery, Cedar.

Monday, June 29

 Go North – 6-9 p.m., River Club Glen Arbor.

 Samba D – 4-7 p.m., French Valley Vineyard, Cedar. 

Power Island Picnic Sail Aboard Manitou – Tall Ship Sailing – 10 a.m.-5 p.m. Book online at tallshipsailing.com/manitou. 

Weekly Euchre Tournament at Leelanau Sands Casino, Peshawbestown. Registration begins at 6 p.m., and the tournament starts at 7 p.m.

Tuesday, June 30

 Split Decision – 6-9 p.m., River Club Glen Arbor. 

Chris Smith – 5:30-7:30 p.m., Bel Lago Winery, Cedar.

 


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