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 – 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.

 

 

2 – 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.

3 – The Mermaid – Sleeps 10 in Prime Location – 400 feet to the beach – 200 Yards

The Mermaid – Sleeps 10 in Prime Location – 400 feet to the beach

THE MERMAID is a unique setting for families and groups looking for a getaway to clear the mind and revitalize the spirit. One will find themselves a one-block walk from the sands and calming waters of the Chesapeake Bay. A friendly historic town featured in Travel & Leisure, Coastal Virginia, Southern Living magazines and The Washington Post is just a few steps away and ready to be embraced. THE MERMAID’s front porch is your front row seat for the comings and goings of Cape Charles Harbor and the beautiful sunsets of the Eastern Shore. After extensive renovations, this newly decorated beach home offers five bedrooms, two full bathrooms, and an open backyard and deck for outdoor dining, relaxation or entertainment. Casual, comfortable furnishings and décor make this home perfect for a warm, southern, relaxing atmosphere. Each room is created with simplicity, color and comfort. Open space and seating areas throughout the home will allow you to create memories using our Game Cupboard, sharing conversation, or quiet reading. THE MERMAID is ready to help you explore the magic of Cape Charles, Virginia.

 

4 – Family Tides – Great For Reunions and Multi-Family Gatherings – 600 Yards

Family Tides – Great For Reunions and Multi-Family Gatherings

Formerly know as the Quarter Master, Family Tides is a fully restored and renovated Victorian home dating from 1928 and one of the structures contributing to the Historic District classification of Cape Charles. Located just a short walk from the public beach and 1 block from the main street shops and eateries, Family Tides sleeps up to16 in beds. Ideal for large families or multi-family groups. It has multiple living areas that allow everyone to have some space .

There are two master bedrooms with queen beds,  each with en suite baths. Two additional bedrooms, each with two sets of bunk beds that offer double beds on the bottom and twin bedding on top. The two bunk rooms are served by a Jack and Jill bath. In addition there is a full bath on the first floor. 

A large fully equipped kitchen offers eating space in addition to the dining room. The middle of the house includes  the dining room and a large, comfortable sitting area with flat screen TV.  On either side of the entry hall are two smaller living areas, one with comfy seating and TV and the other suitable for the kids. 

When you want to enjoy the out of doors, there is a full width front porch with seating. A real gem is the fenced back yard with a large patio that has a dining table and built in benches all around. The storage shed houses several adult and childrens bikes as well as some beach equipment including beach chairs and carts for transporting gear to the beach. The outdoor storage trunks hold plenty of sand toys for the little ones.

For large groups or folks who just like a lot of space, Family Tides is one of the best options in Historic Cape Charles.

5 – Beach Time – NEWEST RENTAL 1 SHORT BLOCK TO BEACH! – 400 Yards

BEACH TIME!

Beach Time – NEWEST RENTAL 1 SHORT BLOCK TO BEACH!

Imagine walking out your door and seeing the Dunes of the Beach. One short block is all it takes to reach one of the best beaches on the Eastern Shore.

This Ranch style home offers 3 bedroom, 2 full baths, Living Room, Dining Room, Kitchen and Screened in Porch. Off street parking is also another rare amenity in Cape Charles.

The home is conveniently located one short block to the Beach and 3 blocks to town. The fishing pier is within walking distance and no fishing license is required.

A perfect location for walkability to the main street in town with Shopping, Restaurants, Library, Pharmacy, Ice Cream Parlor, Bakeries, Theater, Fishing supplies, Wine and Cheese Shop, Pub, Distillery, Cider, and much more!  You can Rent a golf cart for the week. Cape Charles is golf cart friendly!

This is a great location for day trips to Virginia Beach, Norfolk, Williamsburg, Busch Gardens and Chincoteague. A wonderful chance to cross the 20 mile Chesapeake Bay Bridge/Tunnel!

This is truly a wonderful chance to reconnect with family and friends. The pace is slower, the people friendly and we know you’ll want to return to experience it again.

6 – 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.

7 – BayFront Escape- PRIVATE BEACH, COMMUNITY POOL & TENNIS STEPS FROM THE DOOR! – 4 Miles

BayFront Escape- PRIVATE BEACH, COMMUNITY POOL & TENNIS STEPS FROM THE DOOR!

DUE TO SAFETY CONCERNS, THE COMMUNITY POOL WILL NOT BE AVAILABLE THIS SEASON. WE ARE SORRY FOR THE INCONVENIENCE.

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 home is currently on the Market. At this time, the owners will honor any booking through the end of October 2019.

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.

 

 

8 – Pelican Nest-A Great Nest For Couples or Singles. PET FRIENDLY! – 700 Yards

Welcome to Pelican Nest!

Pelican Nest-A Great Nest For Couples or Singles. PET FRIENDLY!

Newly Renovated cottage, located 2 short blocks to the beach and nestled on a quiet lane. it is also PET FRIENDLY!

More spacious than a hotel room,  this sweet cottage has all the creature comforts of home. Living Room, Kitchen, Queen Bedroom, Full Bathroom with tub/shower combination and Stackable Washer/ Dryer. This quiet location puts you close to main street, beach access, fishing pier, restaurants, shopping, day dreaming and golf.

Leave your car at home and rent a golf cart for your stay. The town is golf cart friendly!

Williamsburg, Busch Gardens, Jamestown and Chincoteague are a hour and twenty minute drive. Virginia Beach and Norfolk are less than an hour away. Great day trips!

9 – 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

DUE TO SAFETY CONCERNS, THE COMMUNITY POOL WILL NOT BE AVAILABLE THIS SEASON. WE ARE SORRY FOR THE INCONVENIENCE

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.

10 – Park Place – Comfy Condo Close to Beach – 10 Miles

Spacious Living Room and DIning Area

Park Place – Comfy Condo Close to Beach

Located a walk away from Kiptopeke State Park, 7 miles from the Historic Town of Cape Charles and 3 miles from one of the Modern Wonders of the World, The Chesapeake Bay Bridge Tunnel, Park Place offers the comforts of home and the location for easy day trips to Virginia Beach, Williamsburg, and Chincoteague.  Park Place has been recently renovated by the new owners and shows pride of ownership. The Living Room easily seats 6 and all can watch the large flat screened TV offering a cable package including MLB. The dining Area is spacious with seating for 6 and the fully equipped kitchen finishes out the open concept living area so you’re never cut off from the rest of the family.

There are 2 first floor bedrooms and 1 full bath which makes it convenient for the elderly or small children to maneuver.

Upstairs is the ultimate Master Bedroom Suite offering a king size bed, mater bathroom with jetted tub, separate shower and dual sinks. A private balcony awaits you. To improve your stay, in addition to the central air, the owners have installed a free standing A/C unit to optimize your comfort in the Master Bedroom.

There is a Corn Hole set for play in the back yard!

The community has a boat storage area which is on a first come first serve basis. 

With close access to Cape Charles, you have a wonderful public beach, restaurants, shopping, jet ski rentals, theatre, library, ice cream shop, gourmet food stores and specialty shops. Artists abound on the shore and their work is amazing.

 

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