SailTime Virginia Beach

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Places to go around Hampton Roads, the Chesapeake Bay, and the Caribbean.

We’ve listed below some of our favorite places to go by boat, local businesses that we do business with and other attractions around Hampton Roads, the Chesapeake Bay, and the Caribbean.

When you join SailTime you’ll be able to start spending time with your family and friends doing the things you want to do in and around our community.

Looking for a list of fun things to do in the Hampton Roads Area? SailTime Virginia Beach made the top 100 list of activities, check us and other activities out here:

100+ Fun Things to Do in Chesapeake, Virginia (VA)





Little Creek Marina

4801 Pretty Lake Ave. – P: 757-362-3600 –

Direct access from Bay. No bridges to navigate. 120 Wet Slips (all with floating docks). Shore power at 30 or 50 amps. Fully stocked Ship’s Store. On site bath/shower and laundry facilities. Fuel and Pump out. Full service repair shop. Wi-Fi

Bay Point Marina

9500 30th Bay Ave. – P: 757-362-8432 –
Direct access from Bay. 314 Wet Slips (all with floating docks). No bridges to navigate. Dockside utilities include water, cable TV, telephone and electrical. Restaurant, pool, showers and laundry. Pump out. Paved parking area. Wi-Fi

Sailtime Sailing Center at Vinings Landing Marine Center
8166 Shore Drive – P: 757-480-7245 – – Get Directions
Discover Sails
Refresher Sail Training
American Sailing Association Certified Lessons
Captained Sails
Corporate Teamwork Sails
Fractional Sailing Membership
Affordable Yacht Ownership program

Vinings Landing Marine Center  8166 Shore Drive – P: 757-587-8000 –  Vinings Landing Marine Center is home to the SailTime Sailing Center. To reach the SailTime office, call 757-480-SAIL.  Get Directions Dockside utilities include water, cable TV, telephone and electrical, Restaurant, pool, locker room, showers and laundry, No bridges to navigate, Fuel (diesel/gas) and Pump out, Paved parking area, Fish cleaning stations, Dolphin Ship Store

Willoughby Harbor Marina

1525 Bayville Street – P: 757-583-4150 – Get DirectionsTo reach the marina office, call 757-583-4150. Located at the east end of the Hampton Roads Bridge Tunnel, our marina is very convenient to all of the Greater Tidewater area, as well as Williamsburg, the Northern Neck, and Richmond. Willoughby Harbor Marina (WHM) a 271 slip marina is centered in the most popular recreational boating area in Virginia at the mouth of the James River on the lower Chesapeake Bay adjacent to Bayville Street. Norfolk’s Ocean View Beach, home of WHM, offers a spectacular seven-mile stretch of glittering sandy beaches. The bay’s calm surface and gentle surf make the beach the perfect place for sunbathers, swimmers, and families with children.
Description:On-site pump-out service; fuel available at adjacent facility
Full utilities: power, water, CATV, telephone, Wi-Fi
Ample parking
Sunset Grill Restaurant
Bathroom and showers

The Old Cape Henry Lighthouse was built in 1792. It started to crack in 1870 and was replaced with the new Cape Henry Lighthouse only 357 feet away, which is an active aid to navigation and operated by the U.S. Coast Guard. The Old Cape Henry Lighthouse is maintained by the APVA and is a National Historic Landmark, serving as the official symbol for the City of Virginia Beach.This light is important to SailTime members because it marks eastern boundary of travel.
Hampton Public Dock: 757-727-1276Glide through the warm waters of the Chesapeake Bay, visit the $32 million dollar Virginia Air and Space Center, or take a ride on a 1920 carousel located on the downtown waterfront. Or how about a pleasant, Sunday outdoor concert, or children’s theater, or an exhibit on waterfowl paintings. And, for jazz, pop and rhythm and blues, the Hampton Jazz Festival features some of the finest acts in the business.Be sure to ask about the goings on on Queen Street.
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Bay Creek Marina and Resort, located in the protected harbor of King’s Creek, provides deepwater access with a seven feet MLW channel. It is the perfect port for exploring the Intracoastal Waterway, the blue-green waters of the Chesapeake Bay and the open seas of the Atlantic Ocean. The Marina is a state-of-the-art facility boasting 224 slips (upon completion, currently has 120), two restaurants, Aqua and Cabana Bar, on property, a marine store (The Complete Angler) and a full time harbormaster. All of this is arranged in a pedestrian friendly village complete with the Village Merchants shops and so much more.
Middle Ground Light. In 1871, the United States government established a light station to mark the underwater L-shaped shoal in the middle of the Hampton Roads shipping lanes. This caisson lighthouse was completed and first lighted in 1891 at a cost of $50,000. The lighthouse was fitted with a fourth-order Fresnel lens.The over all structure is 56 feet tall and has a three story keeper’s quarters.The original fog signal was a bell, which was struck a double blow every 15 seconds by a Stevens machine. In 1954, the signal was changed to one blow every 15 seconds.The current light is on a pole out side the lantern room. The light was automated in 1954 and the two keepers removed. In 1979 a ship hit the lighthouse and caused water to leak into the lower part of the caisson.The lighthouse is located in about 15 feet of water, on the west end of Newport News Middle Ground, Hampton Roads, and Newport News, Virginia.
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Mobjack Bay(Taken from The Waterway Guide 2006) Four rivers – the East, North, Ware and Severn – feed this 10-mile expanse of Mobjack Bay. This cruising ground has its own special charm – and its own particular chop when wind and tide are in opposition. This wide tributary is distictly salty, with pelicans wheeling overhead and dolphins chasing mullet into airborne flashes of silver. Its creeks are remote by land, so all is quiet and rural. If you need marinas and nightlife, go elsewhere, but if you seek sheltered anchorages and honking geese in October instead of honking cars, this is the place to be. In late summer, the marshy creeks can be hot and breathless, and jellyfish and mosquitoes are present in great numbers,
New Point Comfort LightCommissioned in 1804 to mark the north side of Mobjack Bay and the York River, this is the third oldest lighthouse on the Bay, Despite it’s name, it has no relation to the Old Point Comfort light apart from the fact that both were built by Elzy Burroughs (who later served as keeper here).The octagonal whitewashed sandstone tower stands 58 feet tall and the fourth order Fresnel lens, installed in 1865, gave it a visibility of 13 miles. The light was partially automated in 1919 and the keepers house was torn down at that time. It was completely automated in 1930. In 1933 a hurricane swept away the peninsula’s link to the mainland leaving the light on its current small rocky island, accessible only by small boat.An offshore light took over the tower’s duties in 1963 and in 1968 the Coast Guard discontinued maintenance. It is now owned by Mathews County and has undergone several renovations. Vandalism continues to be a problem.
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 Old Point Comfort – Mill Creek On the west side of the Hampton Roads Entrance – across from Willoughby Bay. learn more >
Tidewater Marina in Portsmouth is a great place to stop and rest along the Intracoastal Waterway at Mile Marker Zero. With the deepest natural harbor, boaters have easy access to the ocean and Chesapeake Bay.
Salt Ponds Marina Resort is a full service marina located just off the Chesapeake
Bay. Drop in for a day, for a few nights or stay a while. Spend the day lounging
by either of our two pools, play a game or two of tennis, or borrow a bike and
explore the area. The beach is just steps away if you would rather have the surf
and sand. After a full day of play, you should be ready to enjoy a great dinner on the deck of our second story restaurant. The Beacon at Salt Ponds. If you prefer
to cook your own you can make use of one of our charcoal grill by the picnic area.Whatever you choose there are plenty of options available at Salt Ponds Marina Resort.
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Severn River MarinaFull service marina at the west end of the Mobjack Bay – Severn River – southwest branch804-642-6969. Our forty acre yachting complex situated just off Mobjack Bay, approximately 6 miles to the Chesapeake and 25 miles to the Atlantic. Largely undeveloped and extraordinarily picturesque, this region of the Chesapeake provides tranquil cruising grounds and safe anchorages – yet is located within 30 minutes of three international airports, extraordinary golfing facilities, white sand beaches and charming historical areas.We offer all the amenities and comforts you’d expect from any first-class marina, but with a special feeling you’ll only find here. A friendly, laid-back home for you and your boat where you’ll be known by name, not by a slip number.Come and experience the warmth and congeniality of the community of families, friends and neighbors we call Severn River Marina. Coupled with our state of the art yachting facilities and unsurpassed dedication to customer service, we think its paradise.
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The Marina at Smithfield Station is designed with boaters in mind. All our piers are floating docks and free high speed wireless internet is also available. Most of our slips connect directly to cable television so you can catch the game Saturday afternoon.We can accomodate boats up to 130 feet in length. Prior reservations are recommended from May to September. Hot showers are available. Full service hotel and restaurant on premises. The Marina monitors VHF Radio on Channel 16. Transient rates are $1.75 per foot and include electric.
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Waterside Marina 333 Waterside Dr # 106 – P: 757-625-3625 – – Get DirectionsShowers, Laundry, Floating docks, 20-Foot Depth, Athletic club, Ice, Mobile Mechanical Service, Grocery Van Service, Wi-Fi, Winter Storage, No Wake Zone, Discount Diesel Fuel arranged off site
Tangier IslandThis is a tiny stretch of sand in the middle of the Chesapeake Bay (really a cluster of islands), just south of the Virginia – Maryland state line. Don’t even try to look for it on a map (unless you’ve got a very detailed one); the main island is less than two miles long and half a mile wide, and it barely sticks out of the water.Tangier Island has been settled more than three hundred years ago by six or so fishermen families from Cornwall, England; they have been living there ever since, making their lives off the Bay. They have preserved their closeness to the sea, the slowly paced lifestyle, even this special melody of speech, not encountered anywhere else.The islanders are also quite willing to let you have a glimpse of their life – and a bite of their food. And both are experiences well worth trying.
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The first Thimble Shoal Lighthouse was a six sided screwpile light erected in 1872. This light was first lit on October 15, 1872. This light replaced the last lightship in the bay. The light was listed as 3 – miles east of Old Point Comfort at Willoughby’s Spit and The Thimble entrance to Hampton Roads.learn more >
Urbanna, located on the Rappahannock, and home of the Urbanna Oyster Festival, is one of the four remaining towns designated by the 1680 Act of Assembly as a port through which tobacco, then the currency of the colony, was shipped. Seven buildings in historic Urbanna have been in continuous use since, representing over three hundred years of history. The centermost portion of Urbanna has been designated a Historic Register in the National Register of Historic Places.learn more >
The Wolf Trap light is located in 16 feet of water on the eastern end of the Wolf Trap Spit south of where the Rappahannock River enters the Chesapeake Bay. It is a caisson tower with its light 52 feet above mean high water.
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