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May 2017

Sunset Sail with “The Roadside”

May 25 @ 6:30 pm - 8:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
The Roadside

The Roadside is a blue's influenced, roots-rock acoustic band that features music from the turn of the century to modern day hits. Band's website: www.theroadsideband.com Band's Facebook Page: www.facebook.com/theroadsideband

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Acoustic Brunch Sail with Gareth Asher

May 29 @ 10:30 am - 1:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States

An Intimate, Acoustic Show with Gareth Asher & Nicki Thrailkill aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch on Memorial Day. Band's BIO: In this life, we spend our days in blissful ignorance as to what lies ahead. We work, we play, we dream, we live. In this chain of every days, there is sometimes a beginning, like any other, that is fated to hold within it a moment forever life altering, and…

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June 2017

Sunset Sail with Chris Diller

June 1 @ 6:30 pm - 8:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Chris Diller playing aboard the Woodwind

  The lead vocalist of Baltimore’s favorite local rock band has transitioned from big name music venues and local radio spins to nightly shows at bars and restaurants along the eastern seaboard. Experimenting with instrumentation and multiple stage plots, Diller’s signature setup now includes a kick drum, snare drum, tambourine, electric amps and a crash cymbal triggered by a bicycle brake cable. (His set will be acoustic without the drum kit aboard. We don't want it going for a swim.) The energetic…

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Sunset Sail with Jason Ager

June 15 @ 6:30 pm - 8:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Jason Ager sings aboard the Schooner Woodwind

Jason Ager is a dedicated father, a passionate college professor, and a hyper-literate original songwriter. Balancing a PhD in German Literature with a few days a week as a stay-at-home dad, Jason still plays more than 100 shows a year in the Mid-Atlantic region and beyond. On his third album, Porchlight, Ager’s talent as a storyteller shines as he weaves together the academic and the arcane into clever lyrics that reward the careful listener. Nestled comfortably atop classic soul, R&B,…

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Sunset Sail with Mike & Kelly Lange

June 22 @ 6:30 pm - 8:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Mike and Kelly Lange singing on the Woodwind

Mike and Kelly Lange are a husband and wife ukulele duo.  Lifelong boaters, Mike & Kelly sing original and classic material, some with a maritime theme and some with a broader reach. Mike has played thousands of gigs in the mid-Atlantic and a handful overseas during the past several decades. Over the years he has performed with many popular bands in the Baltimore/Washington area both as a bandleader, member, and freelance musician. His original music has been featured on numerous…

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Sunset Sail with Dirk Schwenk

June 29 @ 6:30 pm - 8:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Dirk Schwenk

Dirk Schwenk is an award winning singer-songwriter from the great state of Maryland. His formal training includes years of clarinet and symphonic band, but he found rock and roll as a late-addition bass player in the High School talent show, and never went back. He has been singing, playing guitar and songwriting ever since, and has played for crowds at many of Maryland's best venues, including the Rams Head on Stage, the Recher Theater, Rams Head Live, The 8x10 and…

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July 2017

Fireworks Cruise

July 4 @ 6:30 pm - 10:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Celebrate the 4th of July in Annapolis enjoying a sunset sail complete with fireworks from the water

1 boat SOLD OUT - overflow now available  --  Join us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock at 6:30 pm for a sunset sail with live entertainment by "Ship's Company". We will then anchor close to the fireworks barge for the 9:15 pm fireworks display and return to the dock after the show. Tickets are $89 per adult, $62 per child and include bottled water, soft drinks, and…

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Sunset Sail with Eastport Oyster Boys

July 6 @ 6:30 pm - 8:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Eastport Oyster Boys jammin' on the Chesapeake Bay

Recognized as the City of Annapolis and the Chesapeake Bay’s Musical Goodwill Ambassadors The Eastport Oyster Boys love to share their musical celebration of life on the shores of the Chesapeake and its scenic rivers with audiences of all ages. For two decades they have educated, amused and delighted thousands with their wit, wisdom and special message of stewardship and appreciation for the Bay and its unique maritime culture and history. Anyone who loves being on or near the water…

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Brunch Sail with Tony Lucca

$107
July 9 @ 10:00 am - 1:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States

Back for a 5th performance on the Schooner Woodwind! An Intimate, Acoustic Show with TONY LUCCA aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch and a relaxing sail. Tony Lucca captured America’s hearts in 2012 as the Team Adam finalist on NBC’s hit TV show “The Voice.” Lucca’s duet of “Yesterday” by The Beatles with coach Adam Levine (Maroon 5) landed Top 5 on iTunes Overall and Pop Singles sales charts.…

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Sunset Sail with Mike & Kelly Lange

July 13 @ 6:30 pm - 8:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Mike and Kelly Lange singing on the Woodwind

Mike and Kelly Lange are a husband and wife ukulele duo.  Lifelong boaters, Mike & Kelly sing original and classic material, some with a maritime theme and some with a broader reach. Mike has played thousands of gigs in the mid-Atlantic and a handful overseas during the past several decades. Over the years he has performed with many popular bands in the Baltimore/Washington area both as a bandleader, member, and freelance musician. His original music has been featured on numerous…

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