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Leelanau Enterprise Events & Entertainment Calendar for June

Story Center by Story Center
June 8, 2026
Reading Time: 6 mins read
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Leelanau Enterprise Events & Entertainment Calendar for June

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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.

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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.

 

‘ The preceding article may include information circulated by third parties ’

‘ Some details of this article were extracted from the following source www.leelanaunews.com ’

Story Center

Story Center

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