Directions from Chesapeake, Virginia to Rio Grande, New Jersey





UpTake Roadtrip Beta

We've selected a few points along the way for you to stop. We are trying to surface things you may not find elsewhere, but if we make some poor choices, please understand. Your feedback is appreciated.


Beach House

Things To Do – North Wildwood, New Jersey

Gillian's FunLand

Things To Do – Sea Isle City, New Jersey

Askiminokonson Indian Town

Landmarks – Snow Hill, Maryland

Inscription. In 1671 the largest indian town in Maryland, jointly occupied by the Pocomoke, Annamessex, Manokin, Nassawattex and Acouintica Indians. A large reservation laid out here in 1686. , Er... More on HMDB

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  • WORCESTER COUNTY, MARYLAND HISTORICAL CHRONOLOGY 1498. John Cabot (Giovanni Caboto) (c.1450-1499), Venetian navigator and explorer, sailed along Eastern Shore off present-day Worcester County. 1524... More on Msa.md.gov

Ventnor Cultural Art Center

Art Museums – Ventnor City, New Jersey

Cape Charles

Things To Do – Cape Charles, Virginia

At the Southern tip of the peninsula, this Cinderella town has undergone an amazing transformation as it recaptures its glory days when the railroad gave birth to the Victorian beauty in 1886. Several bed & breakfast inns make staying ... More on Virginia.org

Baywood Greens

Golf Courses – Long Neck, Delaware

Well maintained, beautiful landscaping, friendly staff, terrific natural beauty abounds. More on golflink.com

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  • The landscaping is terrific. More on golflink.com

  • Baywood Greens - Golf, Flowers and More Baywood Greens is a challenging course with LOTS of sand and water. A straight hitter will score well, and an average player can play the course to some degr... More on golflink.com

Dover - Air Mobility Command Museum

The Air Mobility Command Museum is home to vintage planes dating to 1941 and artifacts that reflect airlifting ... More on PlanetWare

Delaware River & Bay Lighthouse Foundation

Museums – Lewes, Delaware

A tour of the Bay offers beautiful views of historic Lewes. The Harbor of Refuge Lighthouse was built in 1926 and is one of the most popular lighthouses on the Atlantic. The Delaware Breakwater Ea...

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  • A tour of the Bay offers beautiful views of historic Lewes. The Harbor of Refuge Lighthouse was built in 1926 and is one of the most popular lighthouses on the Atlantic. The Delaware ... More on UpTake

The Courses

Things To Do – Ocean City, New Jersey

Jolly Rogers Spash Mountain

Things To Do – Ocean City, Maryland

Splash Mountain does it again. Challenge yourself with the Eye the Hurricane or challenge Family and Friends at the Six Lane Super Racer! Splash Mountain Attractions: * New! Ragin' Raft Ride * EYE OF THE HURRICANE * 6 LANE SUPER RACER ... More on familydaysoutusa

Cabana Bar

Bars – Cape Charles, Virginia

3.5
1 source
Average Rating
3.5 out of 5
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3.5
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Osteria Fraschetti

Restaurants – Ocean City, Maryland

Perfect place to go if you are looking for a nice evening out, and away from the snooty restaurants. The owner and waitstaff are down to earth. The food is great...try the Eggplant appetizer ... More on TripAdvisor

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  • The service and quality of food were disappointing and not in line with your rating! First of all, our waiter kept disappearing. We ordered four different dishes and an appetizer to share. We didn'... More on TripAdvisor

Charlie's Tavern & Restaurant

Restaurants – Somers Point, New Jersey

Okay Charlie's has the best food in Somers Point hands down! More on TripAdvisor

3.0
13 reviews
3 sources
Average Rating
3.0 out of 5
13 reviews
3 sources
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4.5
1+ reviews
Restaurantica
3.5
2+ reviews
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  • I'll go back but probably not until after the summer is over. More on Restaurantica

  • If you want a friendly place to go this is it. It has great local fav's and great seafood. I also has daily... More on CitySearch

McCools Cafe & Tea Room

Restaurants – Avalon, New Jersey

If you are looking for a great place to eat and not break the bank, plan to stop by when in Avalon. More on TripAdvisor

3.0
2 reviews
1 source
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3.0 out of 5
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  • I sampled the Full Afternoon tea and along with my two pots of tea enjoyed chicken noodle soup, a warm cran... More on TripAdvisor

  • This tea room invites you to "stay awhile and have a wee cup of tea". The Irish influence is evident in the... More on TripAdvisor