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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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Sunset Sail with Dirk Schwenk

July 27 @ 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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Everything Local Dinner Cruise

July 30 @ 6:30 pm - 9:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Local Everything Dinner Cruise aboard Schooner Woodwind

Enjoy our “Everything Local” themed dinner and drinks while under full sail on the Chesapeake Bay. This cruise will focus on food that you can grow yourself or purchase locally.  Our caterer, Palate Pleasers, prides themselves on getting produce, meats, and many other ingredients from the local area.  For our wonderful selection of alcoholic beverages we choose independent breweries and distilleries within a 70-mile radius. Tickets are $109 per adult and include three course dinner, 3 drink vouchers, and unlimited…

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August 2017

Sunset Sail with Eastport Oyster Boys

August 3 @ 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 Ernie Halter

August 6 @ 10:00 am - 1:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States

An Intimate, All Ages Acoustic Show with ERNIE HALTER aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch. Ernie Halter will play acoustically while at anchor in a secluded cove. He will play for over an hour and after the performance we will set sail on the 74-foot, classic wooden schooner, Woodwind. Raise the sails, steer the boat, sit back, relax and meet Ernie while sailing the Bay. In 2011 Justin Bieber covered…

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Sunset Sail with Ken Wenzel

August 10 @ 6:30 pm - 8:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Ken Wenzel sings on Woodwind

With the release of  “…Beneath Potomac Skies”  -  a 12-song, full-band collection of moments and memories culled from time spent in Washington DC, and many other locales – singer/songwriter/saxophonist Ken Francis Wenzel is eager to introduce his own roots-rock, country jazz-tinged take on love, learning, and life in contemporary America. Featuring several guest appearances from some of the DC area’s finest musicians, “…Beneath Potomac Skies” is the long-awaited follow-up to Ken’s 2010 debut acoustic EP, “…This is Cross Kentucky”. With…

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Sunset Sail with Matt Bednarsky

August 17 @ 6:30 pm - 8:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Matt Bednarsky

His unique style draws influence from a variety of genres including pop/rock, folk, jazz, and blues. Think somewhere in between James Taylor and John Mayer with Ryan Adams and Michael Bublé mixed in. Born to a jazz guitarist and music teacher father and a mother with a classical pedigree, Matt grew up in Shelton, CT engulfed in music. He began violin at the age of 4 (soon after left behind), guitar at age 8, and started singing probably not long…

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