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May 2017

Blue Angels Practice Cruise

$103.00
May 23 @ 11:00 am - 3:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Blue Angels

Watch the Blue Angels perform their aero-acrobatics during this special cruise. Depart from Annapolis at 11:00 am and return at 3:30 pm. Typically, we sail for a 2.5 hour cruise (while usually the 2 planes fly around and practice) and then we anchor up front in the "spectator zone" for the best view of the rehearsal of the performance, with all the planes, which usually happens around 2:00 pm. Advanced ticket purchase required, includes box lunch, soda, and snacks; $103…

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Blue Angels Performance Cruise

$103.00
May 24 @ 11:30 am - 3:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Blue Angels

Watch the Blue Angels perform their aero-acrobatics during this special cruise. Depart from Annapolis at 11:30 am and return at 3:30 pm. Typically, we sail for a 2 hour cruise and then we anchor up front in the "spectator zone" for the best view of the performance which usually happens around 2:00 pm. Advanced ticket purchase required, includes box lunch, soda, and snacks; $103 per person, $66 per child w/child's lunch. Maximum 40 guests. Gourmet Bagged Lunch includes:…

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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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June Wine in the Wind

$79.00
June 4 @ 4:00 pm - 6:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Wine in the Wind

Join us for a two hour sail around the Chesapeake Bay while sampling wonderful wines from the Pacific Northwest.  The representative from the winery will introduce you to four special wines while we are under sail. The cruise will be a relaxing sail including 3-oz samples of each of the four wines featured. Along with each wine is a delicious, perfectly paired bite (we call them magnificent morsels) to go with each wine.   Includes a take-home, boat friendly, wine glass by Go Vino with the Woodwind's logo…

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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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Father’s Day Brunch

June 18 @ 10:00 am - 1:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Fathers Day Sailing Cruises Annapolis MD

Our Father’s Day Brunch Sail departs Annapolis for a three-hour Brunch cruise at 10:00 am and returns at 1:00 pm. Sailing cruise includes one free Bloody Mary or Mimosa and delicious food: homemade scones, quiche lorraine squares, blackened salmon with cusabi sauce served with hearty bread, grilled flank steak, fresh fruit salad, orange juice and homemade biscotti. $90 per person, $50 per child. Maximum 35 guests. Stay the Night? The Annapolis Waterfront Hotel (where Woodwind docks) has created a fantastic Sunday…

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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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