Tickets On Sale Now

 

Tickets go on sale 6 days prior to the date you want to sail.

Click the button above to view the list of available cruises on sale now and buy your tickets. If you can gather a group of 18 guests or more, then you can purchase your tickets much further in advance. Please visit our Group Sailing Page for more information.

2015 SAILING RATES
FOR 2-HOUR SAILS
Adult Senior
(60+)
Child
(under12)
Daytime
Weekday
$41.00 $39.00 $27.00
Sunset &
Weekends
$44.00 $41.00 $27.00

 

 

We offer a full menu of wonderful, entertaining specialty cruises including Chesapeake Bay Lighthouse Cruises, a Fireworks Cruise, Dinner Cruises, Wine Tastings, Blue Angels Spectator Boat and so much more! Click the button above to view our Specialty Event Calendar and purchase tickets.

Buy your Schooner Woodwind Special Sailing Event Tickets today!

 

Our general, informational schedule for the entire season is a useful guideline of what our sailing schedule is for the year. Our sailing schedule may change due to private events, special events and weather. We do sail rain or shine unless the captain cancels the cruise due to unsafe conditions. Public cruise tickets go on sale 6 days in advance.

Annapolis, Maryland General Sailing Information Calendar

 

General Information to Know Before You Buy…

 

Schooner Woodwind Lifejacket Policy for Children under 35 pounds

Lifejacket Policy for Children Under 35 Pounds:

You are required to bring a suitable lifejacket of proper size and fit for children under 35 pounds. The USCG requires all certified vessels to carry only Type I lifejackets, which are limited to passenger weights of 35 lbs. or greater. No child under 35 lbs. will be allowed to board Woodwind or Woodwind II without a lifejacket.

Schooner Woodwind sails rain or shine

  • We sail rain or shine.
  • There are no refunds or exchanges unless the captain cancels the cruise due to unsafe conditions.
  • The boat leaves on time, you will not be refunded if you miss the boat.
  • Bring a suitable life jacket for all people under 35 pounds.
  • We have a cash bar filled with local microbrews, wine and bubbly. You cannot bring your own alcohol.
  • All policies listed in link below including parking, smoking, check in, footwear and more.
     

General Policy

  •  Once tickets are purchased, there are no refunds or exchanges.
  •  We sail rain or shine unless the captain cancels the cruise due to unsafe conditions.
  •  We begin boarding 15 minutes before the departure time. Please arrive early and check in at the Dock Office.
  •  Please wear rubber soled shoes.
  •  Smoking is prohibited on public cruises.
  •  Pets are not allowed aboard, with the exception of “working” service dogs, which are permitted.
  •  We have a cash bar with local microbrews, wine and bubbly. By law, no alcohol can be brought aboard or removed from the vessel.

 

In Addition to Above

For Weekday Sunset Sails:

If the scheduled entertainment cannot perform for any reason we will continue to sail the scheduled public cruise. No adjustments will be made to the price since our crew will do our very best to make the cruise enjoyable without the scheduled entertainment.

 

For Wednesday Night Races (5:30 Departure Time):

Schooner Woodwind will depart promptly at 5:30 PM, however our starting time for the race is 6:45. We will be racing a fairly short course and there is a strong possibility that we will get back to the dock after 7:30 PM. This is bonus time so that we can finish the race. We will return to the dock no later than 8:00 PM. Schooner Woodwind will still depart even if the races have been cancelled by the yacht club, but the Captain has deemed the conditions safe to sail.

 

For Wednesday Night Races (6:25 Departure Time):

Schooner Woodwind will depart promptly at 6:25 PM, because our starting time for the race is 6:45. We must get to the starting line on time. Schooner Woodwind will still depart even if the races have been cancelled by the yacht club, but the Captain has deemed the conditions safe to sail.

 

For Public Specialty Cruises with catering:

The captain will wait up to one hour past the scheduled departure time to resolve any weather or mechanical issues before deciding if the event needs to be canceled. If the event is cancelled or shortened and food is able to be served, the food costs will not be refunded.

 

For Public Lighthouse Cruises:

We will make every attempt to see three lighthouses on this cruise, however, weather conditions, wind speed, and direction may impede our ability to do so. This is not a motor cruise to see the lighthouses. We hope it is breezy enough to sail the majority of the time. If the guest speaker is unable to perform for any reason we will still sail the scheduled cruise. If the cruise is cancelled due to unsafe conditions, a refund will be issued for the cost of the sail but not the catering, the bagged lunch will be available for pick up.

 

For Public Wine in the Wind Cruises:

If the wine representative is unable to attend for any reason we will still sail the scheduled cruise. Also, the captain will wait up to one hour past the scheduled departure time to resolve any weather or mechanical issues before deciding if the event needs to be cancelled. If the event is cancelled or shortened and food is able to be served, the food costs will not be refunded.

 

 

Please browse the sections below for answers to frequently asked questions about our sailing cruises.

All Cruises

• When will the decision be made to cancel a trip due to bad weather?

Unless there’s a tropical storm heading our way, the decision is typically made just prior to departure time.

• Why must I provide a life jacket for my child weighing under 35 pounds?

The U.S. Coast Guard has not officially approved a child’s life jacket for commercial passenger boats for children under 35 lbs., therefore, we cannot provide one. Any life jacket that properly fits will be permitted onboard.

• What should I wear for the cruise?

Soft-soled shoes are required and the dress is very casual and comfortable. Depending on season, layered clothes work best. We supply emergency ponchos should there be rain during the cruise.

• What about motion sickness?

Since we sail in relatively protected waters and we have a heavy ballasted keel, it is very rare for people to get seasick (less than 1%). We recommend getting “sea bands” for your wrists if you are concerned about this. You can purchase these wrist bands from our ticket office prior to your cruise. Motion Sickness pills will work too, however the side effect is they may make you drowsy. We do not sell medication to help with motion sickness; please bring anything you may need with you.

• What about being caught out in a lightning storm?

During the summertime, lightning storm forecasts are a common occurrence. Most of these do not materialize, but if one does “pop up” while sailing and when possible, we will head for the dock as soon as we can. Our captains are excellent at reading these storms: where they are and where they are going.

• What do you typically see? Where do you go?

All cruises are dependent on weather factors. Minimally, all cruises will sail past the Naval Academy, Annapolis Harbor area, and the “Scenic Severn River”. Most trips leave the harbor and head out to the Bay, passing by osprey nests and other sailboats & powerboats. While sailing you may get a to see the 4.5 mile long, Chesapeake Bay Bridge and as the Woodwind sails back into the harbor, the historic, Annapolis skyline stands out quite prominently. If the wind is light, we often sail up the Severn River where the magnificent waterfront estates meet the shoreline. Some trips are just right for a cruise under the Bay Bridge, and on less frequent occasions, we can sail to Thomas Point Lighthouse. It’s very easy for us to say “each trip is unique”, which keeps frequent sailors coming back for a new adventure!

• Can we go below decks to get out of the rain and/or extreme heat?

We do encourage you to stay out on deck where you can truly experience sailing, however there is space below decks if you need to get out of the elements for awhile.

• Can I bring a bottle of wine onboard?

No. We have a liquor license and it does not allow any type of alcohol to be brought onboard. We do sell a variety of beer, wines and bubbly.

Public Cruises

• Why are there no refunds or exchanges on tickets?

To be fair to other passengers and to guarantee a place onboard to guests who purchase advance tickets, we must enforce this policy. It enables us to give the best customer service possible with a consistent policy.

• Must I buy a ticket for an infant or toddler?

Yes, they count as a passenger according to the U.S. Coast Guard. You must bring a proper fitting lifejacket for any child under 35 pounds.

• Can I buy tickets more than 6 days in advance?

Yes you can, only if you agree to purchase 18 or more tickets and sign a Group Sail contract. There have been many times that people have elected this choice to guarantee the boat will go out with their group and pay for a few extra people (that aren’t going) to ensure their date and time. Click here for group sail information.

• When do I need to show up?

We begin boarding 15 minutes prior to departure time. Allow plenty of time for traffic and parking and time to check in at our Dock Office to pick up your ticket(s). We cannot hold the boat if you will be late.

• What kind of snacks come with the cruise?

Assorted types of chips, pretzels or cookies.

• Can I smoke onboard?

There is no smoking permitted on any public cruises.

• What about cigars?

No cigars are permitted on public cruises.

• Can I bring food onboard a public cruise?

If you wish to bring food onboard, it must be individually packaged for each person. No spreads, buffets, etc., and no cakes.

Private Cruises

• Do you do teambuilding?

We have wonderful team building programs for groups of 7-70 people, including our popular “Ultimate Team Challenge: Match Racing Program” with our two, identical schooner. Visit our Teambuilding page here to learn more.

• Can I bring my own food?

We work with our exclusive caterer, Palate Pleasers, to provide your group with the best menu for your sailing event. All food is served chilled or at room temperature. Our menus include great appetizers, brunch, breakfast items, and gourmet bagged lunches to full lunch and dinner buffets. All food is prepared and delivered to the boat and served by the extraordinary crew aboard. See our menus here.

• Who takes care of gratuities and taxes?

All gratuities and taxes are included in your charter contract.

• Can I have my wedding on the Woodwind?

Small weddings are ideal aboard the Woodwind. Rehearsal dinners while sailing or a cruise to entertain and show off Annapolis to your guests is also a treat aboard. A true taste of Maryland!

• What if the weather is bad?

We typically sail rain or shine unless the captain cancels the cruise due to unsafe conditions. We do offer “Rain Insurance” at an additional cost on some of our private charters. See below.

• What is Rain Insurance?

Schooner Woodwind offers “Rain Insurance” at an additional cost. This insurance gives the charterer a time period of 24 hours prior to the charter until 2 hours before the scheduled departure to cancel if there is a greater than 30% chance of rain forecasted for the time of the charter.

Rain insurance is not available:

  1. On any charters contracted within 14 days of the Event Date.
  2. If the charter originates from a port other than Annapolis, MD.
  3. If both Woodwinds are chartered for the same cruise time.

Girl Scout Cruises

• What is the cruise like? What will they learn?

First the girls will learn how to ask for permission to board the schooner. Once aboard the captain will give a safety speech about the boat and have one of the girls demonstrate how to put on a lifejacket. After leaving the dock, the crew will ask for volunteers to help raise the sails. Then the Girl Scouts will be divided into smaller groups (depending on size of the group) where they will be taught the aspects of sailing by one or two of our professional and fun crewmembers. During this time they will learn about nautical terms, proper lookout, boating safety, Chesapeake Bay facts, weather and the basics of sailing. We do this in a question and answer manner. For example, the crew would ask “does anyone know how a sailboat can sail through the water” and when the girls start answering the questions, the crew keeps asking them more probing questions, so they are learning the whole time.See curriculum for each program.

After this learning period which length is determined by the girls attention span, they are then quizzed on everything they have learned by the captain in order to sail the boat. When the girl answers a question right, they get to steer the boat for a little while, and use their newly acquired skills. Depending on wind conditions and the attention of the girls, they may also be instructed how to work the sails. Everyone will get a chance to sail the boat. See curriculum for each program.

 • What do the adults do?

The adults (and siblings) can listen in on all the fun the girls are having, take pictures or simply relax and enjoy the sail. While the girls are in their learning stage, the adults can steer the boat.

 • What is a good age for the cruise?

Any age is great for these cruises. The captain and crew tailor the experience for the age group aboard. We have had every age group aboard, and they all love the experience!

Descriptions for each group are on these web pages:

Brownies, Juniors, Teens, All Ages

 • What are the times for a Girl Scout sail?

We sail from mid-April through the end of October. Click on Girl Scout Brochure for our exact times and dates we can sail.

 • How much are the tickets?

Weekday Daytime: $41 Adults, $39 Students (12 years old +), $30 Children (under 12)
Weekend trips: $45 Adults, $43 Students (12 years old +), $30 Children (under 12)
- Rates include soda, snack, tax and gratuity.
- Child & Student Tickets include Schooner Woodwind Participation Patch

 • Do they get a turn at the wheel (helm)?

Absolutely. They all participate in a sailing trivia contest and when they get the question right, they steer the boat. Everyone will get the chance.

 • How many people do we need in order to get the “Group Sail” Price and reserve further than 6 days out?

18 people is the minimum number of people. 48 is the maximum- unless you use both boats.

 • What happens to the extra tickets that we don’t purchase for the “Group Sail”?

We have a capacity of 48 passengers. Any remaining tickets you do not purchase will go on sale to the general public six days prior to that sail.

•  If we don’t have the minimum 18 people to get a “Group Sail” what are my choices?

You can still sail with us, but you would not be able to get your tickets until they went on sale to the general public six days prior to the date that you wanted to sail. Under certain circumstances, we may be able to group you with another Girl Scout group. You could also check with other groups to get your numbers up to 18 people- or open it to siblings, too.

• If we wanted to brush up on our nautical terms, where should we go?

Go to our Educational page where they can learn terms, names of the sails and other great information.

 • Does Schooner Woodwind have scout patches? If so, how much?

We have great Participation Patches that say “Annapolis Sailing Cruises”. They come with each child or student ticket that you purchase. Additional patches are $4.25. Click here to see patches

 • Do you have merchandise so the girls can remember their adventure?

We have a wide variety of merchandise. From t-shirts to hooded sweatshirts, postcards to patches, we have it all. Check out our Ship’s Store for what we sell. All this merchandise can be bought at the dock office. For large quantity orders, please let us know ahead of your visit, so we can make sure we have everything in stock.

 • What is the life jacket policy?

According to the Girl Scout USA Safety Checkpoints, they want all girl scouts, adults, and other children aboard a “girl scout” cruise to be outfitted in life jackets. We have purchased Type III lifejackets which are more comfortable for non-emergency use. We do have lifejackets for everyone except children weighing less than 35 pounds. The U.S. Coast Guard has not officially approved a child’s lifejacket (Type I) for commercial passenger boats for children under 35 lbs., therefore, we cannot provide one. You must bring a lifejacket suitable for a young child, who is under 35 lbs, in order to be permitted onboard.

  • How many people can we fit on the boat?

The USCG limits us to 48 passengers. We take aboard one captain and three crew members. We do have two Woodwinds, so if you have an extremely large group (49 to 96), we can fit them aboard both boats.

Boat & Breakfast

• What is included in the B&B package?

The package includes tickets on our two-hour public Sunset Sail on Saturday evening, accommodations aboard the boat overnight, and breakfast aboard the boat Sunday morning.

• When do you offer the B&B package?

We offer our B&B package on Saturday evenings only from May through September.

• How many cabins are available?

We only sell three of the forward double occupancy cabins. We will only sell four cabins if all B&B guests know each other.

• What are the cabins like?

Each of our private cabins has a double bed size berth. The air-conditioned cabins are clean and nautical but are much smaller than a cruise ship cabin. The cabins have a complete set of sheets, blankets, pillows, and towels. The cabins are below deck and are accessed by a vertical ladder. There are two shared “heads” (bathrooms) with built-in hand held showers.

• Does the boat sail overnight or during breakfast?

No, the boat is docked overnight at our dock at the Annapolis Marriott Waterfront Hotel and breakfast is served aboard in the cockpit while overlooking Annapolis Harbor.

• Is the captain aboard the boat overnight?

Yes, the captain remains aboard the boat overnight and serves breakfast in the morning.

• Do you have air conditioning in the cabins?

Yes, dockside air conditioning is available when needed.

• What happens if it rains?

We sail rain or shine unless the captain cancels the cruise due to unsafe conditions. If the Sunset Sail is cancelled the cruise portion of your package will be refunded or you may choose to sail at another time if there is space available. If the captain were to cancel the entire B&B due to unsafe conditions then your entire package would be refunded.

• May I get on and off the boat once it is docked?

We have all passengers disembark after the Sunset Sail. Our B&B guests may re-board the boat from 9:30pm-midnight. After 12am, the captain removes the ramp from the dock to the boat so you will not be able to leave after midnight.

• May I sit up on the deck upon returning to the boat?

Yes, you may enjoy the evening on the deck of the Woodwind as long as you are not disturbing the other guests.

• May I bring a bottle of wine aboard the boat to drink in my cabin?

No, you cannot bring any alcohol aboard the boat. State liquor licensing laws do not allow you to bring alcohol on or off the vessel. You may purchase wine or beer from our crew while on board. If you wish, you may request to have it chilled in your stateroom.

• What is the cancellation policy?

Your credit card is charged upon purchase of your Boat & Breakfast package. If you need to cancel your package, we will refund your payment minus a $25 cancellation fee if we are able to re-book your cabin. If we are unable to re-book your cabin, then no refunds are given.

• Can I give a B&B package as a gift?

Yes, you may purchase a gift card for a B&B and the recipient of the gift can reserve a cabin for a time that fits his/her schedule.

What to Bring/Wear

• What should I wear for the cruise?

Soft-soled shoes are required and the dress is very casual and comfortable. Depending on season, layered clothes work best. We supply emergency ponchos should there be rain during the cruise.

• What should I bring aboard?

Bring cash for bar items or for an extra soda (or water) or snack. Bring a real raincoat, if it is forecasted to rain, yours will far surpass our complimentary rain ponchos that we have aboard.

• Can I bring a bottle of wine onboard?

No. We have a liquor license and it does not allow any type of alcohol to be brought onboard. We do sell a variety of beer, wines and bubbly.

• Can I bring food onboard a public cruise?

If you wish to bring food onboard, it must be individually packaged for each person. No spreads, buffets, etc., and no cakes.

• Should I bring a life jacket?

We have life jackets for everyone aboard EXCEPT a child who weighs less than 35 pounds. The U.S. Coast Guard has not officially approved a child’s life jacket for commercial passenger boats for children under 35 lbs., therefore, we cannot provide one. Any life jacket that properly fits will be permitted onboard.

Parking

• Where is the best place to park?

Closest: There is a parking lot (Paul’s Parking) on the right-hand side of the Marriott that charges by the day. Space is very limited. And prices vary from $10-15 a day.
Historic District: The map in the link below shows the City Parking Lots with the NEW Circulator Trolley route that efficiently moves the public from the City’s four garages around town. And it is FREE! (Whether you park there or not!) Click here for more detailed info about the Circulator and Parking Garage Rates. Click here for Printable Circulator Map as a .pdf (with our location)
Non- City Run Parking Lots: If you take a left onto Compromise Street (at the foot of St. Mary’s), on the left before Main Street is the Green Street Parking Lot. A school runs this lot, so it is open during non-school hours only.
There is metered parking on the street. If there are no meters, assume it is residential parking with a time limit. Read all signs!
During weekends, we strongly recommend that you park at the Naval Stadium on Rowe Blvd. (on the right as you came in) where parking is $5 all day, with $2 Shuttle Service downtown to Main Street.

• Is there a place to park for free?

Eastport area of Annapolis: In Eastport (other side of bridge leading from Compromise Street) there are no residential parking limits. If you see a space on the street, you can take it. No parking on red or yellow curbs. And on Fourth street there might be signs of how long you can park there. From Eastport, you can walk a short couple of blocks or take a water taxi from Carrol’s Creek Cafe or the Chart House Restaurant. Everything is in walking distance!!

Woodwind and “the Waterfront” does not validate or reimburse for parking or parking tickets.

Boarding

• What do I do when I arrive at the Marriott Dock?

Check-in at our ticket office when you arrive at the dock for tickets and boarding instructions. Our ticket office staff will direct you to the boarding line for your cruise; if both Woodwind and Woodwind II are sailing there will be two lines.

If you have not already purchased tickets, you can do so at our ticket office on the dock.

• What do I need when I check-in?

If you bought your tickets online you should bring the print out of your ticket confirmation page. If you have a smart phone you can bring up the confirmation email on your phone. If you bought your tickets over the phone then please have your confirmation number and a photo ID with you when you pick up your tickets.

• When should I arrive?

Please arrive at the dock no later than 15 minutes before the schedule departure time of the cruise. If you arrive early you can check-in at any time, there is a great bar and restaurant located on the water at the Marriott. No alcohol may be brought aboard.

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