Annapolis Sailing Adventures, LLC 

 980 Awald Road, Slip D14, Annapolis, MD 21403, United States

Annapolis Sailing Adventures, LLC 

Annapolis, MD, United States
47 feet
6

Annapolis Sailing Adventures, LLC is the premier crewed private charter operator in Annapolis - America's Sailing Capital! Let Captain Rick and first mate Annette take you and up to five of your family and friends on a sailing charter to remember aboard S/V Celerity - a 47-foot sailing sloop! When conditions are right, we will even fly the spinnaker (huge, colorful sail) - the only charter in town that gives you that experience. Best price in town for extra people.

Annapolis Sailing Adventures, LLC operates a 2003 Beneteau 473 Sailboat based out of Annapolis. It can take up to six guests. The boat is powered by one 75 HP diesel inboard Yanmar engine, offering a maximum cruising speed of 8 knots. The vessel comes equipped with air conditioning, audio system, ice box, inside speakers, outside speakers, refrigerator, microwave, and all serving utensils.

The captain, Rick Lober, specializes in sailing tours, special event celebrations, corporate events, etc. We sail out of Annapolis (10 minutes from city dock with plenty of parking) into the Severn River and the Chesapeake Bay. On lighter wind days, we often fly our bir blue and white spinnaker! 

Once onboard, you'll have everything you need for a trip to remember, including a bimini, bow sundeck, and kitchen. We provide non-alcoholic drinks and snacks, but you may bring whatever you like. Onboard policies are: alcohol allowed, children allowed, glass bottles allowed onboard, red wine allowed onboard.

You will find all the necessary safety features onboard; the boat features an anchor, autopilot, bow thruster, chart plotter, depth finder, GPS, life jackets, radar, VHF radio, and wheel steering.

We complete the 2.5-hour sail with a loop through Annapolis Harbor where we point out all of the historic sites and best restaurants.

Reserve your spot now and get ready for a day of luxury and comfort aboard Annapolis Sailing Adventures, LLC!

Annapolis Sailing Adventures, LLC is the premier crewed private charter operator in Annapolis - America's Sailing Capital! Let Captain Rick and first mate Annette take you and up to five of your family and friends on a sailing charter to remember aboard S/V Celerity - a 47-foot sailing sloop! When conditions are right, we will even fly the spinnaker (huge, colorful sail) - the only charter in town that gives you that experience. Best price in town for extra people.

Annapolis Sailing Adventures, LLC operates a 2003 Beneteau 473 Sailboat based out of Annapolis. It can take up to six guests. The boat is powered by one 75 HP diesel inboard Yanmar engine, offering a maximum cruising speed of 8 knots. The vessel comes equipped with air conditioning, audio system, ice box, inside speakers, outside speakers, refrigerator, microwave, and all serving utensils.

The captain, Rick Lober, specializes in sailing tours, special event celebrations, corporate events, etc. We sail out of Annapolis (10 minutes from city dock with plenty of parking) into the Severn River and the Chesapeake Bay. On lighter wind days, we often fly our bir blue and white spinnaker! 

Once onboard, you'll have everything you need for a trip to remember, including a bimini, bow sundeck, and kitchen. We provide non-alcoholic drinks and snacks, but you may bring whatever you like. Onboard policies are: alcohol allowed, children allowed, glass bottles allowed onboard, red wine allowed onboard.

You will find all the necessary safety features onboard; the boat features an anchor, autopilot, bow thruster, chart plotter, depth finder, GPS, life jackets, radar, VHF radio, and wheel steering.

We complete the 2.5-hour sail with a loop through Annapolis Harbor where we point out all of the historic sites and best restaurants.

Reserve your spot now and get ready for a day of luxury and comfort aboard Annapolis Sailing Adventures, LLC!

Rick Lober
Captain
Rick Lober

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Almost there...
2.5 Hour – Sailing Adventure
FREE Cancellation 3 days notice
2 hour trip multiple starting times (10:30 AM, 1:00 PM, 5:00 PM)
Seasonal trip
Apr 1 - Oct 31
+4
US $650
Private tour: 2 people
There are 2 people looking at this charter.

Customer reviews

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FAQs about Annapolis Sailing Adventures, LLC

Annapolis Sailing Adventures, LLC offers the following trips to customers:
  • US $650 per group, additional US $35 per person after 2 guests - 2.5 Hour – Sailing Adventure (2 hours)
  • US $650 per group, additional US $35 per person after 2 guests - 2.5 Hour – Sailing Adventure - 1:00 PM (2 hours)
  • US $650 per group, additional US $35 per person after 2 guests - 2.5 Hour – Sailing Adventure - 5:00 PM (2 hours)
When you book a trip with Annapolis Sailing Adventures, LLC, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Radar
  • Chart Plotter
  • Depth Finder
  • Bow Thruster
  • Autopilot
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Bimini
  • Kitchen
  • Bow Sundeck
  • Air Conditioning
  • Audio System
  • TV
  • Inside Speakers
  • Outside Speakers
  • Refrigerator
  • Ice Box
  • Galley Stove and Oven
Trips booked with Annapolis Sailing Adventures, LLC include:
  • Snacks
  • Drinks
Annapolis Sailing Adventures, LLC offers the following activities:
  • Sailing, Catamaran & Gulet Tours
  • Sunset Dinner Cruises
  • Booze Cruises
  • Eco-Tours
  • Birthday Celebrations
  • Bachelorette & Bachelor Parties
  • Proposal & Engagement Trips
  • Corporate & Group Events

Your operator

Rick Lober
Rick Lober
Rick Lober

Annapolis, Maryland, United States

Response time 2 hours
Member since July 2026

Capt. Rick Lober invites you aboard his Beneteau 473 sailboat for unforgettable adventures on the waters of Annapolis. Specializing in sailing tours, sunset cruises, eco tours, booze cruises, and special occasions, Capt. Rick combines local knowledge with a passion for sailing to create relaxing, memorable experiences for every guest.

Response time 2 hours
Member since July 2026

Capt. Rick Lober invites you aboard his Beneteau 473 sailboat for unforgettable adventures on the waters of Annapolis. Specializing in sailing tours, sunset cruises, eco tours, booze cruises, and special occasions, Capt. Rick combines local knowledge with a passion for sailing to create relaxing, memorable experiences for every guest.

What the boat is like

Boat category
Other
Boat type
Sailing
Boat manufacturer
Beneteau
Boat Model
Beneteau 473
Year built
2003
Boat length
47 ft
Capacity
6 persons
Engine model
Yanmar
Max crusing speed
8 knots
Powered by
1 x 75HP
Engine Type
Inboard
Fuel Type
Diesel
Number of cabins
2 cabins
Number of berths
6 berths
Number of heads
2 heads
Number of full baths
2 full baths
Number of toilets
2 toilets
Boat category
Other
Boat type
Sailing
Boat manufacturer
Beneteau
Boat Model
Beneteau 473
Year built
2003
Boat length
47 ft
Capacity
6 persons

Which kind of activities are offered

Sailing, Catamaran & Gulet Tours
Sunset & Dinner Cruise
Booze Cruises
Eco-Tours
Birthday Celebrations
Bachelorette & Bachelor Parties
Proposal & Engagement Trips
Corporate & Group Events

Which amenities are available onboard

GPS
VHF Radio
Radar
Chart Plotter
Depth Finder
Bow Thruster
Autopilot
Anchor
Wheel Steering
Life Jackets
Bimini
Kitchen
Bow Sundeck
Air Conditioning
Audio System
TV
Inside Speakers
Outside Speakers
Refrigerator
Ice Box
Galley Stove and Oven

What's included in the trip price

Snacks
Drinks

What’s allowed on the boat

Child Friendly
Alcohol
Glass Bottles
Shoes
Red Wine

What additional terms you should be aware of

Security deposit is not required

A refundable deposit is not required by the charter operator.


Fuel is included

Fuel is included in the price of the rental.

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

How you can pay

Reserve with a 10% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 Visa

 Mastercard

 American Express

 PayPal

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