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Ocean City’s Fager’s Island has savory blend of live music and wine, Rehoboth gets jazzy

Story Center by Story Center
October 15, 2025
Reading Time: 5 mins read
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The annual Fall Wine Fest at Fager’s Island in Ocean City will take place from noon to 4 p.m. Saturday, Oct. 18, and include disco music by Groovalicious.

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Autumn jazz and wine festivals will bring out the crowds in OC and Rehoboth Beach.

While last weekend’s stormy weather scuttled many events at the beach, thousands of revelers are expected to return this week for annual festivals with live music.

Great wine and live music combine for Fager’s Island fest

In Ocean City, Fager’s Island will no doubt be packed when it hosts its annual Fall Wine Fest this weekend. This year’s edition will take place from noon to 4 p.m. Saturday, Oct. 18, with music by the disco group Groovalicious ($80). Ages 21 and up only will be admitted.

The annual Fall Wine Fest at Fager’s Island in Ocean City will take place from noon to 4 p.m. Saturday, Oct. 18, and include disco music by Groovalicious.

The annual Fall Wine Fest at Fager’s Island in Ocean City will take place from noon to 4 p.m. Saturday, Oct. 18, and include disco music by Groovalicious.

Fager’s has also placed tickets on sale for its pair of Shell Shocked oyster eats next month, for which families can bring their children. The first one is set for noon to 4 p.m. Saturday, Nov. 8, and will include performances by two groups. Lower Case Blues and Sweet Leda will play separate sets before joining together for a sure-to-be-rollicking jam session ($80).

The second Shell Shocked will be noon to 4 p.m. Saturday, Nov. 15 and include a full-band show by local rock favorite Opposite Directions (also $80).

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Rehoboth Beach Autumn Jazz fest has Sheila E., more hot events all around

In Rehoboth Beach, a host of bars, restaurants and concert spots are set to jazz it up. The 36th annual Rehoboth Beach Autumn Jazz Festival will take place Thursday through Sunday, Oct. 16-19. It will kick off with the return of legendary singer-percussionist Sheila E. at the Rehoboth Beach Convention Center at 7:30 p.m. Thursday, Oct. 16 ($135 to $165). Organizers will also present her with their annual Artist of the Year award during her show.

Official jazz festival events featuring top smooth jazz acts will take place at eight different venues in Rehoboth, Lewes and Dewey. Many other businesses will also get into the act by showcasing local and regional musicians.

Saxophonist Art Sherrod Jr. will be among the performers at the 36th annual Rehoboth Beach Autumn Jazz Festival this weekend. He will play the jazz brunch at the Rusty Rudder in Dewey Beach at 11 a.m. Sunday, Oct. 19.

Saxophonist Art Sherrod Jr. will be among the performers at the 36th annual Rehoboth Beach Autumn Jazz Festival this weekend. He will play the jazz brunch at the Rusty Rudder in Dewey Beach at 11 a.m. Sunday, Oct. 19.

One of the most popular annual events is the Sunday morning jazz brunch; it is scheduled for the Rusty Rudder in Dewey Beach on Oct. 19. The buffet begins at 10 a.m., and the music kicks off at 11 a.m. with musicians Chris “Big Dog” Davis, Art Sherrod Jr., and Althea Rene ($89, $199).

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True Blue Jazz keeps it traditional in Rehoboth Beach, Lewes

A similar yet unrelated festival from a different promoter is also taking place this week in Rehoboth and Lewes. The 13th annual True Blue Jazz event runs Wednesday through Sunday, Oct. 15-19 at assorted venues, and has more of a focus on traditional jazz.

Most of the concerts will take place in the ballroom at the Boardwalk Plaza Hotel in downtown Rehoboth and at the Nassau Valley Vineyard in Lewes. There will also be the eighth annual fundraiser at the Rehoboth Beach Volunteer Firehouse on Rehoboth Avenue from noon to 6 p.m. Saturday, Oct. 18. The six-hour event will feature various horn-propelled big bands, and proceeds will go right back to the firehouse ($35).

The Listening Booth has acoustic rocker who appeared on ‘American Idol’

National singer-songwriter Drew Angus will perform in concert at The Listening Booth, located on southbound Route 1 at Midway, at 7:30 p.m. Friday, Oct. 17.

National singer-songwriter Drew Angus will perform in concert at The Listening Booth, located on southbound Route 1 at Midway, at 7:30 p.m. Friday, Oct. 17.

The Listening Booth, which is located on southbound Route 1 at Midway, will present Connecticut-based troubadour Drew Angus and his backing band at 7:30 p.m. Friday, Oct. 17 ($45). The acoustic rocker was praised by Jennifer Lopez as “a real talent” when he auditioned with “(Sittin’ On) The Dock of the Bay” on “American Idol.” He has since recorded a duet of the song with famed guitarist Marc Broussard (which has racked up over 4 million views on Broussard’s YouTube channel).

E-mail Roger Hillis at [email protected].

ALL TO KNOW ON GOOD BEER FEST: Salisbury’s 15th annual Good Beer Fest is back this month with duck races, beer tastings

This article originally appeared on Salisbury Daily Times: OCMD’s Fager’s Island blends wine, live music, Rehoboth gets jazzy

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

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

Tags: 36th annualOcean CityRehoboth Beach
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