SV
SailTime Virginia
Your gateway to sailing adventures and expert instruction on the Chesapeake Bay.
5
School
$$$
Your gateway to sailing adventures and expert instruction on the Chesapeake Bay.
SailTime Virginia, located at Willoughby Marina in Norfolk, offers premier sailing instruction and charter services. With a perfect 5-star rating, customers praise the knowledgeable and patient instructors like Captain John and Matt, who provide hands-on learning for all skill levels. The school specializes in ASA-certified courses, from basic keelboat to advanced coastal cruising, ensuring students gain confidence and practical skills on the water. Ideal for locals and visitors, it combines education with memorable sailing experiences in the scenic Hampton Roads area.
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Hands-on instruction for Basic Keelboat 101, Bareboat Cruising 103, and Coastal Navigation 104, led by expert captains.
Rent sailboats for adventures on Willoughby Bay and beyond, with options for skippered or bareboat charters.
Access a fleet of sailboats through an affordable membership, ideal for regular sailing without ownership costs.
Customized sailing instruction for individuals, families, or small groups, focusing on practical, on-water learning.
Extended courses like the 4-day ASA 103/104 combo, featuring liveaboard experiences and advanced skills training.
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Overall rating
Matt Waters
Jennie and husband (John?) were exceptionally interesting (having traveled the world) and knowledgeable (having worked at and with multiple global sailing/charter companies). My wife and two daughters did the basic 101 sailing school and spend about 3 hours out on Willoughby Bay, located just off of the Hampton Roads Bridge Tunnel (headed East on Interstate 64 from Hampton towards Norfolk). We went into the session with no idea what to expect (we won tickets at an auction) and came away with a confidence and basic know-how-to-sail confidence. We were so pleased that we are looking at possibly joining the SailTime Membership, my daughter is investigating sailing jobs in the states and Europe. I would highly encourage SailTime VA to local-area residents and others who may be visiting. Also located right under their offices is a great seafood restaurant with around 15 tables tops, that you should plan on sticking around for after your sailing adventure. Cheers, MW
Michelle Gregg
My husband and I took the basic keelboat course over the weekend. It was amazing. I am new to sailing and Captain John was so patient and explained things over and over. I appreciated the hands on aspect of learning. We didn’t sit in a classroom very long at all. We were in the sailboat actually sailing almost immediately. We are in the process of buying a sailboat and Captain John made everything he taught applicable to the experiences we would have on our new boat. We found the course to be so helpful we are signing up for more courses.
Cathryn Moore
My family and I took the ASA 103 and 104 combined class (4-days and 3-nights) and had so much fun together, and we learned so much from our VERY experienced skipper and instructor Matt!!! We took our 101 class at another location which was good, but at Sail Time Norfolk we felt at home and at ease to maximize learning. We made amazing memories that we will always cherish. We have found our new sailing school! We've only been back a few days an are already planning our next adventure! If I could give them a 10-star review I would! Highly recommend this sailing school to all who want to learn to sail!
Christopher J Runkel
John was a fantastic instructor for 101! I felt very safe with him skippering our boat, even when we hit some rougher waters. He is super friendly and I felt he did a great job preparing me for the exam (I scored 100!), and also for good decision making on the water.
E
Had a great time meeting new people on the Freckled Parrot 🦜with Sail Virginia Yacht Charters this weekend. If you are interested to learn about sailing, boating, or just have a great and affordable evening on the water, with a great captain and crew, I highly recommend it!
