Maryland's Brewer's Cup Race
2013-09-24 17:30 - 19:30 (America/New_York) | Schooner Woodwind at Annapolis Waterfront Hotel Dock, 80 Compromise Street, Annapolis, MD, 21401, United States
Join Heavy Seas and Flying Dog Breweries aboard the Third Annual “Maryland’s Brewer’s Cup”.
Buy a ticket aboard your favorite brewery’s boat!
During the race, passengers (guest crew) will be able to participate in helping to sail the boat, where appropriate, of course. This will be a “match race” so the competition will be keen between the breweries.
Price includes one free beer aboard. Boats will be filled with three of your favorite beers from the brewery!
After party details with drink specials at a local bar will be given while aboard. Join the fun!
Race with the Heavy Seas Crowd as they defend their title. Their team motto: Pyrates Rule, Dogs Drool!
Compete with the Flying Dog Team as they enjoy beer, competition and camaraderie while working towards a win!

Join the party! Pick your teams! Go racing!

September Wine in the Wind - Discovering Tempranillo
2013-09-22 13:30 - 16:30
Join us for a three hour sail around the Bay sampling wonderful wine from Spain. A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at 1:30pm, return at 4:30pm.
Price: $99 per person. Maximum 35 guests.

Spanish Wine in the Wind – Discovering Tempranillo
Rose – Ribera del Duero
50% Tempranillo, 50% Merlot
A barrel aged wine with bright aromas of strawberries
and black currants framed by spices and balsamic notes.
A charming wine with surprising intensity.
Roble Tempranillo– Ribera del Duero
The grapes barely kiss the barrel creating a wine pure in flavor.
Fresh and bright with the old world note of earth and stone.
Crianza- Rioja
12 months aged in American and French oak offering a wine of
firm structure and ripe chewy flavors.
Reserva – Rioja
Tempranillo all grown up. The additional aging evolves the flavors
with broad ripe berry flavors framed by sweet vanilla bean and
Asian spice.
Hors d’oeuvres paired & passed with wines:

Grilled Eggplant and Artichoke Bites
Spicy Shrimp Paella Cups
Baby Beef and Manchego Stuffed Peppers
Frittata Square w/ Basil Aoili

Stationary Hors d’oeuvres:

Spanish Cheeses w/ Spicy Chorizo and crusty bread
Smoked Paprika Chicken Skewers

Virginia is for Lovers....of Craft Beer (and Cider)
2013-09-11 17:30 - 19:30
Join us for our first, All Virginia Beer and Cider Tasting on a sunset sail on the 74-foot Schooner Woodwind. Raise the sails, steer the boat or just sit back and relax with four, 4 oz., samples of beer and cider. We will have a representative from the brewery aboard to tell you more about these delicious brews.
Devils Backbone from Lexington, VA and Bold Rock Cider from Nelson County, VA will be the featured beverages.
After the sampling, the beers can be bought for $5. All cruises come with a complimentary snack and soft drink.

Departs from the Annapolis Waterfront Hotel at 5:30pm, returning at 7:30pm. Tickets are $42/adult, $40/senior

Old Westminster Winery Dinner Cruise
2013-09-08 17:30 - 20:00
Captain Jen fell in love with this winery’s location, wine and people that work at Old Westminster Winery at their grand opening two months ago. The proprietors, the Baker family, are raising a reputation for crafting wines of intrigue. The property is situated on a rocky plot of ground just south of historic Westminster, MD, where patrons enjoy the ambiance of the vineyard and a hands-on winery producing exceptional wines.

The Baker family believes this winery represents the American Dream: strong family, faith, sustainability and entrepreneurial spirit. Through teamwork and shared commitment, they strive to create wines that reflect the terroir and balanced farming practices. Old Westminster Winery is a place to enjoy hand-crafted wines produced in an environmentally conscious way, build relationships and genuinely connect with the land.
Schooner Woodwind’s Dinner Cruises are a very casual affair. Courses are served picnic-style and food is presented chilled or at room temperature. You will thoroughly enjoy the event aboard. We really do sail, so wear soft soled shoes. And please, feel free to raise the sails, steer the boat, or sit back and relax.
Chesapeake Bay Crab on Blackened Cous Cous Cake w/ avocado puree
2012 Sauvignon Blanc
Rockfish, Lemon, Smoked Sea Salt, Pasta Salad
2012 Pine Grove Vineyard Chardonnay
Ginger Glazed Rare Bistro Beef on Julienned Sweet Potatoes & Red Beets
2011 Channery Hill Bordeaux-blend
Chocolate Layer Cake w/ Dark Chocolate Frosting w/ Berries
2011 Cornerstone Syrah/Merlot-blend
Departs from Annapolis at 5:30pm and return at 8:00pm. Tickets are $99 per adult and include dinner and taxes, four 5-ounce wine pours, soda and water. Maximum 35 guests.

August Wine in the Wind - Stranded on an Island
2013-08-25 14:00 - 17:00
Join us for a three hour sail around the Bay sampling wonderful wine the great wine producing islands, Australia, New Zealand & Sardinia. A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at 2:00pm, return at 5:00pm.
Price: $99 per person. Maximum 35 guests.

White Blend – Australia
Unique blend of Verdeho, Viogner and Semillon
Sweet and rich on the front palette with a crisp, dry finish-
The yin to your yang, this wine has more personality than
“Pee Wee Herman’s Play House.”
Sauvignon Blanc – New Zealand
Refined, sophisticated and complex. This wine has the
“wow” factor and aromas of tropical fruits, ripe citrus,
lemongrass and guava with a refreshing, smooth palette.
Shiraz – McLaren vale-Australia
An estate wine of amazing pedigree, broad up front fruit
Boasting vibrant, lifted aromas and flavors of black currant,
Plums and cinnamon. Please enjoy the view-our bay is
Beautiful and your island await you.
Grenache – Sardinia
A pure Grenache from its land of origin – Cannonau is thought
To be the “mother” grape that evolved into Grenache. A full-
bodied wine with dark berry flavors surrounded by fresh, herbal
and floral notes
Hors d’oeuvres paired & passed with wines:

Apple Chicken Curry Salad Lettuce Cups w/ macadamia nuts
New Zealand Lamb and Mint Meatball Skewer
Australian BBQ Prawn
Sardinian Fennel, Chick Pea and Pecorino Salad Cups

Stationary Hors d’oeuvres:

Cheese Trio (representing each country) w/ kiwis, figs, bread and crackers
Traditional New Zealand Sausage Rolls

Sunset Sail with Deanna Dove
2013-08-22 18:30 - 20:30
From a tiny peninsula called Broomes Island off the Patuxent River grew the local legend, Deanna Dove, Island Girl. Deanna Dove’s original songs are stories from her life, whose own history is deeply rooted as a young crabber on Island Creek. Deanna’s musical style shows deep influences of rock, pop, alt-country, blues and gospel while her strong and versatile voice betrays the emotional connection. Deanna’s CD entitled Chesapeake is a Chesapeake Bay classic and souvenir, while the CD, Peace, Love & Crabs features the songs, Shallow Minded Power Boat Folk, Stalemate and Blue Hour.

Photography Workshop
2013-08-22 17:45 - 20:30
PHOTO WORKSHOP aboard the 74-foot, classic wooden sailing schooner, Woodwind
The Sail: If you are looking for a great evening of sailing and photography think about our new Photo Workshop on the Woodwind. The “Woodwind” is a two-masted, 74- foot schooner that sails out of Annapolis. Just sailing on this wooden schooner is a great experience!!! When you bring your camera it becomes a magical opportunity to capture the beauty of Annapolis and all the other sailboats on the water. “Raise the sails, steer the boat or sit back and relax with a cold beverage” is the Woodwind’s motto.
The Workshop: When you sail with renowned photographers Roger Miller and Jeffrey Wolk, it will be a learning experience while you are being coached by the pros. Roger Miller has produced 36 books featuring his photography which include the first full color book on Annapolis. Jeffrey Wolk is brilliant in post-processing and all technical aspects of photography. Roger and Jeffrey will begin the sail with important tips to remember about shooting on the water. They will then work with you to make sure you are getting the most out of your camera.
Who is this Workshop geared toward? This is best for advanced amateurs who have a DSLR and a telephoto lens and know how to use RAW files. If you want to know more about what camera to use we will have information from Service Photo, 3838 Falls Road, Baltimore, MD 21211, 410-235-6200, the best source of information and cameras supplies in the area. Or call them before you sail. If you don’t have a DSLR you are more than welcome to join us. The sail might inspire you to do more with your photography.
The sail departs from The Annapolis Waterfront Hotel’s dock behind Pussers Caribbean Grille at 6:30 pm. Be at the dock early – 5:45 pm – so we can review some things to think about before we sail.
Extra Incentive: Roger will be giving out one of his books ($44.50 value) to each person that participates in the Woodwind Workshop. The cost of the Woodwind Workshop is $72.00 per person.
Roger Miller Photo Collage

August Lighthouse Cruise
2013-08-11 11:30 - 15:30
Sail to as many as three different lighthouses on the Chesapeake Bay and learn about their history, importance, and present day condition by a guest lecturer from the Chesapeake Chapter of the U.S. Lighthouse Society. Depart Annapolis at 11:30am, return at 3:30pm, includes bagged lunch, soft drinks and snacks, $89 per adult, $56 per child with child’s lunch. Maximum of 35 guests

Gourmet Bagged Lunch includes:
Gourmet Sandwich (choose one)
Grilled fajita spiced chicken with lettuce, tomato & chipotle sauce
Glazed ham with havarti cheese, lettuce, tomato & honey mustard
Vegetarian with cheese, onion, lettuce, tomato, sprouts & basil sauce
Chef’s potato salad
Savannah slaw
Homemade cookie
Child’s Bagged Lunch includes:
Sandwich (choose one)
Peanut Butter & Jelly
Turkey & Cheese
Bag of potato chips
Cluster of grapes
Homemade cookie

Everything Local Dinner Cruise
2013-07-28 18:30 - 21:00
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 purchase locally or grow yourself.
Local wines from Black Ankle Vineyards of Frederick County, specifically their Gruner Vetliner (white) and Rolling Hills (red) will pair nicely with the menu. Local craft beers from the Chesapeake Bay Watershed area will be on hand, and cocktails made with a local rye whiskey from Catoctin Creek Distillery in Virginia, will be available. — Wait till you see the cocktail we make up!
The cruise will depart from the Annapolis Waterfront Hotel at 6:30pm and return to the dock at 9:00pm on the 74-foot, Schooner Woodwind. Tickets are $99 per adult and include dinner, 3 drink vouchers, soda, and water. Maximum 35 guests.
First Course:

Rockfish Cake with caper lemon sauce
Fire & Ice Cup (Watermelon and Tomato with local pepper dressing)

Second Course:

Grilled Buttermilk Chive Chicken Breast with charred peach salsa
Smoked Duck Flatbread with sweet and tangy sauce
Silver Queen White Corn Salad with sweet onions
Roasted Red and Sweet Potatoes, Golden Beets, Fresh Green Bean Salad

Dessert:

Strawberry Blueberry Shortcake with fresh whipped cream

Fireworks Cruise
2013-07-04 18:30 - 22:00
Join us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock at 6:30pm for a sunset sail with live entertainment by “Ship’s Company”. We will then anchor close to the fireworks barge for the 9:15pm fireworks display and return to the dock after the show.
Tickets are $82 per adult, $57 per child and include bottled water, soft drinks, and a wide selection of desserts. Beer and wine will be available for purchase. Maximum 40 guests.

Independence Day Sailing
2013-07-04
Make your plans early for sailing on the 4th of July! Tickets are now available for all daytime sails on July 4th. Go sailing during the day and then stake out your spot on land to watch the Fireworks over Annapolis Harbor.
Depart Annapolis for a two-hour cruise at 11:00 am, 1:30pm or 4:00pm. Cruise comes with a free soft drink and bagged snack. Tickets are $42/adult, $40/senior & $27/child under 12
Our Fireworks Cruise is Sold Out, but you can still sail on Independence Day!
Check out this article on where to see the fireworks/parades/parking tips and more, click here.

Brews in the Breeze Lunch Cruise
2013-06-30 12:30 - 15:00
Join the Woodwind crew for an afternoon of beer tasting along with a delicious lunch. After we raise all our sails, we will start the tasting with the lightest of the four beers. Lunch will consist of all your Chesapeake favorites, including crab cakes, served buffet style while sailing on the beautiful Bay! Tickets are $74 per adult and include lunch, four 6 oz. beers, and unlimited soda and water. Additional beer will be available for purchase.
Cruise departs from the Annapolis Waterfront Hotel at 12:30pm and returns at 3pm. Maximum 35 guests.

Sunset Sail with Dirty "Little" Secret
2013-06-20 18:30 - 20:30
Dirty Secret’s founding members, Kelly Secret & Scott O’Toole, explore the acoustic side of blues with a shot of old school rock. They are the perfect pairing with a sunset and a locally brewed Heavy Seas Beer. You have heard of beer pairings with food? How about beer & song pairings? Kelly works at Heavy Seas – she knows which beers go best with each song they will play! A fantastic cruise, not to be missed! http://www.dirtysecretblues.com/

Father's Day Brunch
2013-06-16 10:00 - 13:00
Our Father’s Day Brunch Sail departs Annapolis for a three-hour Brunch cruise at 10:00am and returns at 1:00pm. Sailing cruise includes one free Bloody Mary or Mimosa and delicious food: homemade scones, quiche lorraine squares, baked citrus salmon with hearty bread, grilled flank steak, fresh fruit salad, orange juice and homemade biscotti. $86 per person, $48 per child. Maximum 35 guests.

Take Dad Sailing
2013-06-16
Join us for a family friendly 2-hour cruise where Dad (and mom and kids, etc) can kick back and relax on the Chesapeake Bay while celebrating under sail!! Get your tickets now to take Dad sailing on Father’s Day!
Depart Annapolis for a two-hour cruise at 11:00 am or 1:30pm. Cruise comes with a free soft drink and bagged snack. Tickets are $42/adult, $40/senior & $27/child under 12
Even though our Father’s Brunch Sail has sold out, you can still take Dad sailing and buy your tickets now!

June Wine in the Wind - Tuscany, Kissed by the Sun
2013-06-09 14:00 - 17:00
Join us for a three hour sail around the Bay sampling wonderful wines from Tuscan region of Italy. A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at 2:00pm, return at 5:00pm.
Price: $99 per person. Maximum 35 guests.

Italian Wine in the Wind….
Vernaccia
The white grape of Tuscany-Crisp, light, dry and
refreshing. San Gimignano, the ancient city of towers
Vino Nobile di Montepuliciano
From the historic hillsides of Montepulciano, white
sangiovese exhibits its more feminine, elegant nature
Chianti Classico Reserva
85% Sangiovese, 10% Canaiolo, 5% Cabernet
24 months in barrel, one year in bottle before release
Dark fruit flavors with a rich smooth character
Super Tuscan
60% Sangiovese, 40% Cabernet Sauvignon
Grown on the steep hillsides of Marrema
(Rompicollo = broken neck) where Super Tuscans were
born. This wine boasts earth and toast aromas, with plenty
of currant, strawberry ad black cherry fruit.
Hors d’oeuvres paired & passed with wines:

Fig Gorgonzola and Prosciutto Wraps
Golden Polenta Topped with oven roasted tomato
Pesto Rubbed Chicken Skewer
Butterflied Shrimp Scampi

Stationary Hors d’oeuvres:

Italian Cheeses & Meats with crusty breads
Gourmet Flatbreads (artichoke, eggplant, red pepper)

Sunset Sail with Austin Ellis
2013-05-30 18:30 - 20:30
Soulful, Engaging, Authentic. Austin Ellis captivates listeners with an enchanting voice and intimate acoustic style. Influenced by the smooth delivery of John Legend and laid back strumming of Jack Johnson, Ellis invites audiences to relax and enjoy the music. Known for his warm and charming live performances, he is well on his way to becoming a star.
Ellis performs over 150 shows per year and his self-titled debut EP was released in December 2010. The EP was well received by local radio and press, sold thousands of copies independently, and grabbed the attention of music supervisors in Los Angeles, New York City, and beyond. His 2012 release Coming of A.G.E. has launched the young artist to the next level.

Lighthouse Cruise - May 21st
2013-05-21 11:00 - 15:30
Sail to as many as three different lighthouses on the Chesapeake Bay and learn about their history, importance, and present day condition by a guest lecturer from the Chesapeake Chapter of the U.S. Lighthouse Society. Depart from Annapolis at 11:00am and return at 3:30pm. Advanced ticket purchase required, soda, and snacks; $79 per person, $51 per child. Maximum 40 guests.
Though it is too late to order lunch for this cruise, tickets are still available for purchase at the discounted rate above and you can bring your own bagged lunch.
Please call for tickets 410-263-8994
Online Ticketing is no longer available for this event

(Private Cruise on Both Boats) Sunset Sail
2013-05-16 18:30 - 20:30

Mother's Day Brunch - 11am departure
2013-05-12 11:00 - 14:00
Just added due to popular demand!
Our Mother’s Day Brunch Sail departs Annapolis for a three-hour Brunch cruise at 11:00am and returns at 2:00pm. Sailing cruise includes one free Bloody Mary or Mimosa and delicious food: homemade scones, quiche lorraine squares, baked citrus salmon with hearty bread, grilled flank steak, fresh fruit salad, orange juice and homemade biscotti. $86 per person, $48 per child. Maximum 35 guests.

Mother's Day Brunch - 10am departure
2013-05-12 10:00 - 13:00
This event has sold out.
Due to popular demand we have added a second event departing at 11am.
Please see Mother’s Day Brunch – 11am departure for more information.

Sunset Sail with Tony Lucca
2013-05-10 17:30 - 20:30
An Intimate, Acoustic Show with TONY LUCCA aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including delicious light appetizers.
Tony Lucca captured America’s hearts last year as the Team Adam finalist on NBC’s hit TV show “The Voice.” The fans of the Schooner Woodwind knew he would do well since his outstanding performance on the Woodwind in 2010. We were so excited to hear that he wanted to come back to Annapolis and sail with us!
Tony Lucca 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 Tony while sailing the Bay.
Raised in Waterford, Michigan, Lucca began singing at age 3; by 12 he was writing and playing in Detroit-area bands. As a teen, he lived in Orlando, Florida, where he worked for four seasons on the Disney Channel’s “Mickey Mouse Club” alongside such future superstars as Britney Spears, Christina Aguilera, and *Nsync’s Justin Timberlake and JC Chasez. Lucca went the Internet route and sold his first two independent releases through his own website. Fast forward to 2012,
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.
Tony Lucca performing aboard the Schooner Woodwind
Don’t miss your chance to see Tony perform locally before he begins touring with Maroon 5 & Kelly Clarkson this Fall.
Were you looking for the Brunch Sail with Tony Lucca? Click Here
Enjoy a light appetizer buffet as we cruise to a secluded cove, including an Assortment of Savory Dips served with Crostini & Crackers, Grilled Vegetable Flatbread and BBQ Chicken Flatbread. Local Craft Beer, Wines and Bubbly will be available at our cash bar.
A maximum of 35 guests will be able to enjoy this really special event!
We do sail rain or shine. If the musicians cannot play due to the weather, but we can still sail- we will refund the performance part of the ticket.
Departs from the Annapolis Waterfront Hotel.
There are no assigned seats. There are no refunds or exchanges unless the captain cancels the cruise due to unsafe conditions.

May Lighthouse Cruise
2013-05-05 10:30 - 14:30
Sail to as many as three different lighthouses on the Chesapeake Bay and learn about their history, importance, and present day condition by a guest lecturer from the Chesapeake Chapter of the U.S. Lighthouse Society. Depart Annapolis at 10:30am, return at 2:30pm, includes bagged lunch, soft drinks and snacks, $89 per person, $56 per child with child’s lunch. Maximum of 35 guests

Gourmet Bagged Lunch includes:
Gourmet Sandwich (choose one)
Grilled fajita spiced chicken with lettuce, tomato & chipotle sauce
Glazed ham with havarti cheese, lettuce, tomato & honey mustard
Vegetarian with cheese, onion, lettuce, tomato, sprouts & basil sauce
Chef’s potato salad
Savannah slaw
Homemade cookie
Child’s Bagged Lunch includes:
Sandwich (choose one)
Peanut Butter & Jelly
Turkey & Cheese
Bag of potato chips
Cluster of grapes
Homemade cookie
