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 – Life’s A Beach – Room for Everyone – 1 Miles

 Lifes A Beach Front View

Life’s A Beach – Room for Everyone

Able to sleep 15 in beds, this home works great for family reunions or for a multi-family get together.
With bedrooms on the 2nd and 3rd floors, there is plenty of room to spread out so everyone can enjoy the place without crowding. There is cable TV in the family room and three bedrooms, a blue-ray player in the family room, and a DVD player in bedroom 4. Bedroom combinations: Bedroom 1 – King, Bedroom 2 – 1 twin trundle and 1 bunk bed (full on the bottom, twin on the top), Bedroom 3 – 1 Full, Bedroom 4 – 1 full and 1 bunk bed (full on the bottom, twin on top). Bedroom 5 – 1 queen.

Located only one block from the main street with its shops and eateries there are now a great new pizza place and Brown Dog Ice Cream (ranked among the top ten in the country by Trip Adviser). This is a golf cart friendly town and carts are available for rent at several places as well as beach cruiser bikes. Day trips to Chincoteague and Virginia Beach and even Williamsburg are all doable.

Visit Cape Charles, stay at Life’s A Beach and experience one of the best vacations you can have.

2 – Bayview Point – Beachfront Property – 5 Miles

Bayview Point Front View

Bayview Point – Beachfront Property

Nestled among tall pines, Bayview Point is a contemporary French Provincial with more than the comforts of home.
Large enough for your family and a few friends too! From the fabulous great room with it’s soaring ceiling and walls of glass to the impressive gourmet kitchen with granite counter tops and all the tools available to create your favorite dishes. The first floor Master Bedroom is a private oasis featuring a King size bed, Master bath and comfortable sitting area to read the latest best seller. Let the kids enjoy their own space right off the great room with enough seating for 8 and large flat screen TV.
There are 4 bedrooms on the second level. The second floor King bedroom offers an adjoining room with a trundle bed and its own mini kitchen. Make a pot of your favorite coffee and walk onto the covered balcony overlooking the bay. The 3 additional bedrooms and 2 full bathrooms complete the accommodations. The house also offers access to the community pool located within Bay Ridge.
 

3 – Bay Dunes – BEAUTIFULLY APPOINTED HOME WITH BAY VIEWS AND PRIVATE COMMUNITY BEACH – 4 Miles

Steps away from private beach access

Bay Dunes – BEAUTIFULLY APPOINTED HOME WITH BAY VIEWS AND PRIVATE COMMUNITY BEACH

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.

This vacation home is located on the BEST BEACH on the Eastern Shore.

  • Five bedrooms, each with private full bath and flat screen TV
  • Den with queen Futon bed and large flat-screen TV
  • Spacious family entertainment area
  • Open gourmet kitchen with large island, breakfast bar, 2 dishwashers and 2 ovens
  • Additional Refrigerator in Garage
  • Water filtration system
  • 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
  • Electric Blower to inflate water toys
  • 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.

4 – The One-Eighty – Brand New 4 Bedroom Beach House – 5 Miles

The One-Eighty – Brand New 4 Bedroom Beach House

The One-Eighty is a brand new beach house located in the Bay Ridge area of Sandhill with direct access to the best beach in the Cape Charles area and includes pool and tennis court access.

The home is nearing completion and will be available for rent immediately after Memorial Day Weekend.

This luxuriously constructed home includes 4 bedrooms, three baths and sleeps 10. There are both first and second floor decks from which to enjoy the beautiful surroundings.

With multiple TVs, WiFi and an outdoor shower, this is going to be a great place for families to spend a beach vacation with the town of Cape Charles with its shops and restaurants and Nicklaus and Palmer golf courses only 8 to 10 minutes away.

5 – Haven House – NEW LISTING 3 Bed Rooms, 3 Baths, Sleeps 9+ – 1 Miles

Haven House – NEW LISTING 3 Bed Rooms, 3 Baths, Sleeps 9+

Haven House is a new listing in a great location. Step off the front porch and you can walk to the beach, fishing pier, town park and the shops and restaurants.

Pet friendly for up to two dogs, it has a fenced back yard. 

It has four bedrooms that sleep 9 with the possibility of 11 with the futon. Three baths, two living rooms, a separate dining room and a completely modern kitchen. 

Conveniently located for day trips to Chincoteague, Virginia Beach and Williamsburg. Brochures will be available in the house to help you decide what to do each day.

6 – BayCation – Sleeps 8-TWO blocks to the beach! – 700 Yards

Four Square 2 Blocks to the Beach

BayCation – Sleeps 8-TWO blocks to the beach!

Situated on a double lot, this gorgeous historic home is just two blocks from the beach, two blocks from the park, and four blocks from town!

Pottery Barn Grand furniture in the spacious living room, a welcoming foyer, and formal dining room. 

Upstairs are 4 bedrooms; one with TV, and a full bath. One King, 2 Queen’s and 2 twin beds.

Granite countertops, pendant lights, and dishware: this Kitchen offers all the amenities 

For dining al fresco, choose the expansive  furnished porch or oversized backyard. The porch offers bay views and breezes with Elecrtical outlets and stained glass lighting to enhance your porch experience .Enjoy morning coffee, evening cocktails, and our famous sunset!

Oversized back yard is fenced and privacy landscaped. Enjoy the garden seating and table, relax by the fire-pit, and grill while watching the fish in the koi pond with a life-size heron sculpture. Play with the included games, badminton, boogie boards, and available beach chairs. 

Rinse yourself off in the Outdoor Shower with hot and cold water. Enclosed for privacy.

Cape Charles location is poised for great day trips to Chincoteague, Williamsburg, Busch Gardens and Virginia Beach. The town offers a five acre Central Park with a children’s playground, 2 Marina’s, public boat dock, fishing pier (no license needed), shopping, restaurants, library, ice cream shop, medical facilities, ATM, pharmacy and 2 miles on the highway is Food Lion grocery store.

BayCation is sure to please, rejuvenate, and become a family favorite!

Check in and Check out are Saturday to Saturday

 

 

7 – 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.

8 – Pink Pearl-Pet Friendly – 1 Miles

Pink Pearl

Pink Pearl-Pet Friendly

Wonderful accommodations at an affordable price. Just 6 1/2 blocks to the beach, this comfortable cottage is located in the Historic town of Cape Charles. Offering 3 bedrooms and 2 full baths, this home can sleep 6 comfortably. A fully equipped kitchen and laundry room add to the convenience of your stay. Walking or biking distance to the beautiful town beach, marina, shopping and restaurants. Rent a golf cart to get around town. Cape Charles is Golf cart friendly.  Back alley access for your boat or RV.
We offer concierge services and will be glad to assist you with dining reservations, golf cart, kayak and bike rentals as well as bookings for fishing and sailing charters and guided kayak tours. Feel free to call us about any of your needs.                                                        

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 – BayPoint – New Pet Friendly Listing – 1 Miles

BAY POINTE

BayPoint – New Pet Friendly Listing

Baypoint is a wonderful family vacation home that just became available. The new owners have lovingly improved the features of the home making it a great vacation retreat. This home offers 3 bedrooms, 2 full baths, a dining area as well as seating at the Kitchen breakfast bar. A Living room and Family room to spread out. The Family room has a sleeper sofa making it possible to sleep 8 comfortably. Upstairs are 3 bedrooms. Two with queen beds and the third bedroom with bunk beds. A full bath with tub is also on the second floor.

The home has a side entrance off the kitchen that leads to the backyard. A new brick patio was just installed as well as a fire pit. There is alley access for off-street parking as well as street parking in front.

 

 

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