Sail Cape Charles

  • Enjoy a sunset cruise in the bow of the 29' sloop StewardShip in the Cape Charles Bay.

    Enjoy a sunset cruise in the bow of the 29′ sloop StewardShip in the Cape Charles Bay.

Nearby Rentals

–  Sail Cape Charles

Enjoy a sunset cruise in the bow of the 29

Sail Cape Charles

Two Hour Sail $50 per person Three Hour Sail $65 per person We will be happy to entertain your special cruising needs!S/V Stewardship carries a maximum of four passengers.
1 – Bay Cottage – 200 Feet to The Beach – 300 Yards

Across from the beach. Only about 200 feet.

Bay Cottage – 200 Feet to The Beach

The most affordable BEACHFRONT vacation rental in Cape Charles/200 FEET FROM THE BEACH with access walkway over the dunes sits BAY COTTAGE. Step out the front door and be on the white sand beach in less than a minute. The cottage sleeps 8 with 3 bedrooms and two baths plus a queen size sofa bed in the living room. The Living Room and Sunroom face the Bay with spectacular sunsets. The dining room seats 6+ and conveniently located right off the modern kitchen. A large patio offers comfortable outdoor seating and has a full size gas grill. The property offers off street parking for your convenience.

Bedrooms 1 and 2 offer queen beds and bedroom 3 offers two twin beds. As mentioned, there is a queen size sofa bed in the living room and a portable pack and play play pen. The cottage works well for a family or a group of friends to spend a beach vacation in a charming town where everything is within walking distance. 

Cape Charles offers an array of dining and shopping. Charter fishing, kayaking and eco tours let you experience the amazing ecosystem this area offers. Bring your boat and launch off the public boat ramps of Cape Charles, Kiptopeake or Oyster. Rent a golf cart while your here as Cape Charles is golf cart friendly.

If you feel like venturing out of town, Cape Charles is conveniently located for great day trips to Chincoteague, Virginia Beach, Busch Gardens and Williamsburg.

Come back and watch the most amazing sunsets right out your front door!

 

2 – Neptune’s Castle – 4 Miles

Neptune’s Castle

4+ bedroom, 3.5 bath sleeps 10 with room to spare. Located a few hundred feet from the private beach entrance walk and within sight of the community pool, this completely modern brick home is the perfect combination of location and comfort. The kitchen features all new appliances, granite counters and plenty of seating. There is additional seating in the adjacent open hangout room as well as a desk and flat screen TV. Just off the kitchen is a sun room that opens onto the patio with a built in gas grill.

The living room has 4 recliner sofas and a 36″ flat screen TV. Also on the first floor is a den with a queen size sofa bed. 

There is a half bath on the first floor as well as a full bath in the tiled garage that will serve as a game room. The owner plans to put several games there including air hockey.

There are 4 bedrooms on the second floor, a king bedroom with a TV, a queen bedroom and two bedrooms that each have two twin beds. This is a great house for kids.

Located within a few minutes drive of Cpae Charles with its restaurants and shops. It is close to the Chesapeake Bay Bridge Tunnel allowing for day trips to Virginia Beach and the historic triangle of Williamsburg-Jamestown-Yorktown. 

Best of all though, it is a quick stroll to the best beach on Virginia’s eastern shore and it is a great swimming beach for kids.

3 – AT LAST Cottage-PET FRIENDLY-Sleeps 6, Two Blocks To Beach, 1 Block to Town – 400 Yards

Victorian Beach House 2 Blocks to the Beach

AT LAST Cottage-PET FRIENDLY-Sleeps 6, Two Blocks To Beach, 1 Block to Town

AT LAST is the perfect name for this Victorian Beach House. The owners have lovingly brought the home back to life and now want to share it with you. This PET FRIENDLY home is 2 blocks to the Beach, 1 block to Town and 2 blocks to the 5 acre Town Park. Park your car for the week and explore the Town on foot or in a rented golf cart. Cape Charles is golf cart friendly.

The home offers 3 bedrooms, 2 full baths, living room, dining room, family room, kitchen and laundry room. A large fenced in back yard with mature growth trees and plantings offer a cozy setting as your sitting around the fire-pit.

Cape Charles offers great restaurants, shopping, gourmet markets, art galleries, theater, pharmacy, medical services and library. No license is required for the Town fishing pier so bring your polls.

Do you like horseback riding, antiquing, fishing, sailing, jet skiing, kayaking, windsurfing?. We have all that and more. Bring your family on a vacation they will remember. We know you’ll be back.

4 – Driftwood Cottage – 2 Blocks To Beach. Rent One Or Both Sides. – 700 Yards

Beach At Cape Charles

Driftwood Cottage – 2 Blocks To Beach. Rent One Or Both Sides.

Newly renovated with all new kitchen and baths. Only two blocks to the town beach and a little over 1 block to the town park, this new listing is beautifully furnished. In addition to the attention to interior details, there is a big gas grill and picnic table in the back yard  as well as an outdoor shower.

There is a bedroom with a king bed, one with a queen bed and a third bedroom the has a bunk bed plus a twin bed and a TV for the kids.

Only 4 blocks to the main street with shops and eateries, it is an easy walk or you can rent a golf cart to get around town (they’re legal in Cape Charles)

The very kid friendly beach is never overcrowded like many east coast beaches so it makes for a relaxing time. Bike rentals are also available and if you happen to have a trailerable boat, there are great launch ramps at the town harbor and plenty of transient docking. 

5 – BayFront Escape-THANK YOU FOR AN AMAZING SEASON! BOOK EARLY FOR 2019 – 4 Miles

Beautiful Chesapeake Bayfront Home with private beach. Offering Community Pool, Tennis, and Lake Allure, a freshwater lake.

BayFront Escape-THANK YOU FOR AN AMAZING SEASON! BOOK EARLY FOR 2019

Beautiful beachfront home on 2+ acres with 185’ private beach on the Eastern Shore of VA, with water swimmable even at low tide. Private community with pool, tennis court, volleyball net and private lake. Short drive to world class golfing at Bay Creek, with both Palmer and Nicklaus Signature golf courses. Dolphins, pelicans, ospreys, and eagles often seen right from the beach. Take long beach walks, go beach combing, kayaking, crabbing, fishing, and birding. All of this can be done right from the beach and/or at many fabulous locations nearby. Kayak rentals and eco tours nearby. Near Kiptopeke State Park, offering nature programs and Eastern Shore Wildlife Refuge with nature trails and  information center. Quaint town of Cape Charles nearby with town harbor, town pier, shopping and restaurants. Short drive to VA Beach Oceanfront. Easy day trip to Busch Gardens, Williamsburg, Jamestown, and Chincoteague. Cap each perfect day watching amazing sunsets from deck or beach.

Enjoy, kayaking, paddle boarding and beach combing. Kayaks can be delivered to the home during your stay.

Special rates for Bay-Creek Golf courses are available with this home.

This gorgeous, sunny home provides beautiful Chesapeake views from almost every room.

Two spacious family rooms on the first floor each have a TV, books, games and comfortable seating, The fully equipped kitchen is perfect for entertaining and relaxing with friends and family. The kitchen is open to the dining room, family rooms and the expansive deck which overlooks the bay. The first floor bedroom offers a queen size bed and adjacent new full size bath with seaglass tiled shower.

The second floor features a magnificent master bedroom with a sitting area where you awaken to mesmerizing views of the bay. There are two additional bedrooms, one with a queen bed and views of the bay and the fourth bedroom with twin bedding. A sleeping loft offers a comfortable queen size sleeper sofa and TV.

The lower level offers a queen bed with a full bath and a spacious entertainment area with a large flat screen TV and an air hockey table.

PLEASE ADHERE TO THE NO PET POLICY.

IF YOU NEED TO MAKE ARRANGEMENTS  FOR BOARDING, WE WILL BE HAPPY TO HELP.

 

 

6 – Sunset Bay – 1 Miles

Welcome to Sunset Bay

Sunset Bay

Our newest vacation rental with amazing views of the Chesapeake Bay. Enter the spacious foyer and up one flight to an incredible open concept Living Room, Dining Area and Large Kitchen with all the bells and whistles. The living room is spacious with wraparound couch and lounge chairs facing the large screen TV and fireplace. Looking west out the sliding glass doors is a full balcony and an enclosed screened in porch looking out over the Bay and beach. 

The Dining Area can seat 10 and the Breakfast Bar an additional 2 guests.

The kitchen is fully equipped and offers dishwasher, disposal, microwave, wall oven, cook top, serving dishes, pots, pans, utensils

There are 2 downstairs bedrooms. The master with master bath and a second bedroom with access to its own bathroom.

On the main level a third bedroom offering bunk beds. A single upper and a double lower. The den offers a queen sleeper sofa.

The third level offers amazing views as well as a balcony to relax and enjoy the sunsets. A wet bar and a mini fridge complete the loft.

The home is located in the Historic town of Cape Charles in the resort community of Bay-Creek.

This home enjoys access to a community pool and tennis court, two signature golf courses (fee charged), private beach as well as the town beach.

Plenty of shopping, restaurants, fishing, kayaking, eco tours, antiquing, horseback riding, jet skiing, bird watching, 

Cape Charles is poised for great day trips to Chincoteague, Virginia Beach, Williamsburg and Busch Gardens.

We require a minimum stay of 3 nights over Memorial Day and Labor Day weekend.

 

7 – Bay Dunes – 4 Miles

Steps away from private beach access

Bay Dunes

Plenty of room and privacy in this extra-large luxury home in the desirable Bay Ridge community, steps from the best private beach on the Eastern Shore.

  • Five bedrooms, each with private full bath and flat screen TV
  • Den with queen sofa bed and large flat-screen TV
  • Spacious family entertainment area
  • Open gourmet kitchen with large island, breakfast bar, 2 dishwashers and 2 ovens
  • Dining room with large dining table
  • Powder room
  • Two expansive decks w/deck furniture
  • Screened in porch
  • Beautiful wooded lot with Chesapeake Bay views
  • Two outdoor showers with dressing rooms
  • Enjoy the Bay Ridge community, with private pool, covered picnic area and tennis courts.

 

Most of our properties have 4 to 7 night minimums stays during peak season (June 18 to September 9). If you have a special need, don’t hesitate to contact us. 

This beachfront home is waiting for a large family to enjoy the 5 bedrooms plus Den, 5.5 bathrooms, spacious entertaining area and a large gourmet kitchen. In addition, enjoy the expansive decks and screened in porch with views to the Bay. Walk to the end of the driveway and see the boardwalk leading to the communities private beach. Walk to the end of the block and enjoy the community pool. Take advantage of 2 convenient outdoor enclosed showers to shake the sand or chlorine off before entering the home.

8 – Indigo Cottage – 2 Blocks To The Beach, Rent One Or Both Sides. – 700 Yards

Indigo Cottage – 2 Blocks To The Beach, Rent One Or Both Sides.

Newly renovated with all new kitchen and baths. Only two blocks to the town beach and a little over 1 block to the town park, this new listing is beautifully furnished. In addition to the attention to interior details, there is a big gas grill and picnic table in the back yard  as well as an outdoor shower.

There is a bedroom with a king bed, one with a queen bed and a third bedroom the has a bunk bed plus a twin bed and a TV for the kids.

Only 4 blocks to the main street with shops and eateries, it is an easy walk or you can rent a golf cart to get around town (they’re legal in Cape Charles)

The very kid friendly beach is never overcrowded like many east coast beaches so it makes for a relaxing time. Bike rentals are also available and if you happen to have a trailerable boat, there are great launch ramps at the town harbor and plenty of transient docking. 

9 – Chesapeake Dream – Restored Victorian 1 Block to the Town Beach! – 400 Yards

Stately Victorian 4 homes from the beach

Chesapeake Dream – Restored Victorian 1 Block to the Town Beach!

You must enter the dates of your requested stay in order to get correct pricing. If you do not enter your dates, the prices shown do not include taxes and fees that are charged on a per stay basis.

Recently bought and already a showpiece. The owners have furnished their home with the comfort of their guests in mind. Located a short 1 block to the beautiful Cape Charles town beach, this home offers 4 bedrooms, 3.5 baths, office, 2 dining rooms, a spacious modern kitchen with plenty of prep area, a convenient laundry room off the kitchen and both side and back doors for convenience. The second level offers 3 spacious bedrooms and 2 full baths. The third level is a true hideaway. Great for kids and also wonderful for a parents retreat. Spacious and private with an en-suite full bath.

Sit on the covered wrap around porch in comfortable rocking chairs and enjoy people watching, catching up on a good book or a midday nap. When your rested from a hard day at the beach, walk the two blocks into town for restaurants, shopping, homemade ice cream (so good!) and watching the sun set over the Bay. We celebrate sunsets, as one is more beautiful than the next.

Cape Charles is golf cart friendly. Leave your car at the house and explore the town and Bay-Creek from your golf cart rental. From chartering a boat, to taking a guided kayak tour, horseback riding, winery tours, eco tours or antiquing , you’ll remember this vacation for years to come.

10 – By The Bay – 800 Yards

BY THE BAY

By The Bay

Vacation BY THE BAY! 4 blocks to the Beach and 1 block to downtown Cape Charles. This 4 bedroom 2 bath Eastern Shore style home is our newest listing. Offering a first floor Master Bedroom with King Bed. Spacious living room and dining room with an open concept feeling. A fully equipped kitchen and first floor laundry area. Access to the fully fenced back yard, perfect for pets.

Upstairs are an additional 3 bedrooms and full bath. Offering 1 king and 4 twins. The home offers 2 zone air conditioning and heat.

An open front porch with seating for 6+ is perfect for your morning cup of coffee or relaxing after dinner.

Enjoy our Town Beach that runs the entire length of downtown and newly expanded. Fish off of the Town Fishing Pier next to the Beach (no license required)

Golf cart rentals are available for your stay. Cape Charles is golf cart friendly so leave the car at home and stroll around town in your cart. The home is located so that walking to town and beach is quite easy too!

Enjoy our many restaurants in town and also 5 to 10 minutes out of town. Our Ice Cream shop has won numerous awards and is open 6 days a week. Enjoy our local shops with a great variety of everything you may need or have forgotten to take, to enjoy your vacation.

Wine tasting is every Friday and Saturday in Gull Hummock, a gourmet wine and cheese shop and more. From Clothing, Jewelry, Spa Treatments, Art Galleries, Specialty shops, Hair Salons, Banking, Library, Medical Center, Pharmacy, Children’s playground, Central Park (a 5 acre Park in the center of town), you won’t need to leave town

In the event you do, Cape Charles is poised for easy day trips to Chincoteague (see the wild ponies), Virginia Beach, Busch Gardens and Williamsburg.

Map

 

 

Welcome aboard Sail Cape Charles! If one of our cruises doesn’t meet your needs, let us know how we can create one that does.

Enjoy an evening under sail aboard S/V StewardShip out of Cape Charles, Virginia. Experience the fresh breezes that the lower Chesapeake Bay has to offer while the sails fill and pull you and your crew toward no particular place. Perhaps a few dolphin will play with us along the way as we pass the remains of the Cherrystone Bar Light and the Old Plantation Flats Lighthouse.

2011 Rates**

Two Hour Sail $50 per person
Three Hour Sail $65 per person
We will be happy to entertain your special cruising needs!

S/V Stewardship carries a maximum of four passengers.

 

Details


Category:
Tourist Attraction
Phone:
973-479-3346
Email:
SailCapeCharles@yahoo.com