Sailing In Annapolis
WATERMARK CRUISES
Contact Number: 410-268-7601
ANNAPOLIS SAILING SCHOOL
Contact Number: 800-638-9192
J WORLD ANNAPOLIS
Contact Number: 410-280-2040
SCHOONER WOODWIND SAILING CRUISES
Contact Number: 410-263-7837
SAILTIME ANNAPOLIS SAILING ACADEMY
Contact Number: 443-376-7245
CRUISE ANNAPOLIS
Contact Number: 443-949-9481
Other Water Activities
- Charters & Rentals
- Boat Shows
- Tours & Sightseeing
- Kayaking & Paddleboard
- Marinas
- Fishing & Crabbing
GET ON THE WATER
When it comes to bountiful aquatic resources, we've got a lot to brag about. Anne Arundel County's rivers, streams and coves form over 533 miles of shoreline. We claim the Chesapeake Bay, the nation's largest estuary, as our very own playground. Glimpses of sparkling water can be had even from the middle of downtown Historic Annapolis. It's no wonder countless people come to play on the water here.
SAILING & WATER ACTIVITIES
Whether you're already an experienced sailor or kayaker, a day-tripping motor boater or a beginner who yearns to spend some time on the Chesapeake Bay or the winding streams, creeks, and rivers that flow to this crown jewel of the Mid-Atlantic, we can provide the information you need.
FAQs
How Big Is Chesapeake Bay?
This enormous body of water spans over 200 miles between Maryland and Virginia.
Where Can I Go Sailing On The Bay?
There are several marinas easily accessible to visitors where ships launch into Chesapeake Bay and there are several companies that offer sailing packages for visitors. A few options include Schooner Woodwind cruises for sunsets or brunch, Watermark Cruises that leave from the Annapolis Dock, and Arabella which offers evening excursions along the water.