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Virginia’s Eastern Shore

Photo by Ginger Warder

Virginia’s Eastern Shore Itineraries

Virginia’s Eastern Shore Islands, Stepping Back in Time

From Virginia Beach to unspoiled small Eastern Shore towns to wild ponies

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Virginia’s Eastern Shore and its barrier islands are home to some of the Old Dominion’s most unique treasures and thanks to vigilant residents, the region is also relatively unspoiled. You can kayak to a winery, watch wild ponies swim from one island to another, see a rocket launch or grab a sea-to-fork meal at one of the many clam shacks along the way.

While there are several routes to and from Virginia’s Eastern Shore, take the Chesapeake Bay Bridge Tunnel at least once during your trip. One of the seven man-made wonders of the world, the Bay Bridge Tunnel features man-made islands about three miles out in the bay. On One Island, the Chesapeake Grill welcomes visitors to enjoy breakfast, lunch, or dinner on its outdoor covered patio. A unique gift shop adjacent to the restaurant, Virginia Originals, stocks a wide variety of products and crafts from the Old Dominion.

The small towns in Virginia’s Eastern Shoremuch are more laid back than Virginia Beach. For more than 400 years, farmers have tilled the flat, fertile land and fisherman have reaped the bounty of oysters, crabs, and clams from the shallow, tidal flats. Located on the Delmarva Peninsula at the intersection of the ocean and the bay, the Eastern Shore has the cleanest water on the coast.

Tangier Island is only accessible by boat, and has its own unique dialect, while to the north, wild ponies still roam the sister islands of Chincoteague and Assateague. The July pony roundup at Chincoteague is a must-see for horse lovers: locals called “saltwater cowboys” swim the ponies from Assateague to Chincoteague, where the annual pony auction is held.

In some ways, not much has changed in this unspoiled region where agriculture and aquaculture are still the primary endeavors.The towns of Chincoteague, Cape Charles, and Onancock are a mix of historic and hip: 19th-century Victorian homes house modern bed and breakfast inns with Wi-Fi, and eclectic boutiques feature local crafts like stunning sea glass chandeliers and jewelry. Award-winning Chatham Vineyards on Church Creek has a canine mascot named Wilbur, who welcomes two-and-four-legged guests to the tasting room to sample local wines and oysters.

Gone are the days when solitary oysterman would gather the sea’s bounty in flat-bottomed boats. Today, oysters and clams are cultivated, and the sweet potato and soybean crops leave the region in 18-wheelers rather than wagons. Even outer space now plays a role in Virginia’s Eastern Shore, with the development of NASA’s Wallops Island into a major tourist attraction.

In contrast, Virginia Beach offers 28-miles of oceanfront fun including a three-mile-long boardwalk perfect for morning and evening strolls. For a break from the sun and surf and just north of the public beach, historic First Landing State Park—the most visited park in the state— offers miles of wooded trails, as well as camping and cabin accommodations. First Landing is located on Cape Henry, where the Virginia Company landed in 1607 before heading to Jamestown to establish the first permanent settlement in the New World.

The north end of Virginia Beach is more laid back and less crowded than the main resort strip during high season, but surfers gather at the south end of the beach. The 34-foot statue of King Neptune marks the entrance to Neptune Festival Park at 31st Street, and from Memorial Day to Labor Day, you can catch street performances on Beach Street USA (along Atlantic Avenue between 17th and 25th Streets).

Expect large crowds during the summer season, from May through early September, and long lines at local attractions and restaurants. Traffic to and from the beach is especially heavy on Friday and Sunday afternoons and evenings as Virginia residents take their weekend breaks.


When To Go

Both Virginia Beach and the Eastern Shore are popular getaways for Virginia residents from late spring to early fall. Expect heavy traffic on the Interstates and through the Chesapeake Bay Tunnel on weekends and sold-out accommodations and vacation rentals during the peak summer season.

Hotel and vacation rental rates drop significantly in the fall and spring. In the off-season, pets are allowed on Virginia Beach and the long wait lines at popular restaurants and attractions disappear.

Events and Holidays

During the summer season, festivals are de rigeur in Virginia Beach with something happening almost every weekend from concerts and culinary events to surfing and sandcastle building.

On the Eastern Shore, the annual Pony Penning Day in Chincoteague—featuring the must-see swimming of the wild ponies from Assateague to Chincoteague–is the major event of the summer, especially for families with young children who grew up reading Marguerite Henry’s classic horse story, Misty of Chincoteague.

National Holidays

January (1st): New Year’s Day
January (third Monday):  Martin Luther King Jr. Day
February (third Monday):  Presidents Day
May (last Monday):  Memorial Day
July (4th):  Independence Day
September (first Monday):  Labor Day
October (second Monday):  Columbus Day
(not the same as Native American Day, which is only celebrated officially in two states, on September 25th)
November (11th):  Veterans Day
November (fourth Thursday):  Thanksgiving Day
December (25th):  Christmas

Time Zone

Virginia Beach and the Eastern Shore are in the Eastern time zone.

To check the local time in the Eastern Shore or Virginia Beach, click here

Daylight Savings Time (DST) happens in the spring (on the second Sunday morning of March at 2 a.m.). It’s when clocks are advanced one hour so there is more daylight later into the evening. In the fall (on the first Sunday morning in November at 2 a.m.), clocks shift back one hour to standard time. The entire U.S. (except Hawaii and most of Arizona) participates in this ritual of ‘springing forward’ and ‘falling back.’

What it Costs

Summer is peak season in the Eastern Shore and Virginia Beach so expect to spend more on hotels and vacation rentals and experience long wait times at restaurants and attractions. You will also experience back-ups on the Bay Bridge tunnel and Interstates on weekends as locals jam the roads for their getaways.

Abstract Pricing at a Glance

Prices often fluctuate dynamically depending on capacity, seasonality and deals. We don’t want to lead you astray by quoting exact prices that quickly become wrong. To give you a rough idea for budgetary planning purposes, though, we have indicated general price ranges for all points of interest.

Price ranges are quoted in $US.

See & Do
N/A => Not applicable
Free
$ => Tickets less than $10 per person
$$ => Tickets $11-25 per person
$$$ => Tickets $26 per person

Sleep
$ => Rooms less than $100 for a double
$$ => Rooms $200 for a double
$$$ => Rooms $300 for a double

Eat
$ => $1-15 per person for a meal (without alcohol, tax, tip)
$ => $16-40 per person for a meal (without alcohol, tax, tip)
$$$ => $41 per person for a meal (without alcohol, tax, tip)

Shop
N/A => Not applicable

Tours
$ => Tickets less than $10 per person
$$ => Tickets $11-25 per person
$$ => Tickets $26 per person

Airfare and Car Rental Prices

Fly the Friendly Skies

Airfares are a fickle thing. When you need it to be low, it’s high. And when prices dip, what happens? You can’t get off work to travel. Sigh.

But you can get notifications from companies like Kayak, which will email you when airfares drop. Type your destination and the dates you are watching and boom, when there’s a deal, you’ll hear about it immediately via your inbox.

Sites like Momondo also display prices for multiple airlines, so you can compare rates without visiting individual airline sites.

That said, there is an advantage to visiting an individual airline’s site. Why? Because some of their really great deals don’t show up on the aggregator airfare sites. Most airlines share limited-time, super-specials via their Facebook pages or email blasts. So it pays to be their ‘friend’ or subscribe to their e-mailings.

Have Car, Will Travel

Like airlines, car rental rates are all over the map. Companies like Expedia and Hotwire offer comparison price shopping.

There are also name-your-own-price sites, like Priceline, where you tell ‘em what you want to pay and they hook you up with a car rental company who can fit the bill. There are some great deals here, if you are not too picky about the make and model of your rental.

Zipcar is another choice for rentals. Available in many major cities and college towns in the U.S., Zipcar is a great alternative for super-short term rentals. Picture this scenario: you are in a big city with terrific public transportation, so you don’t need a car. But then you hear about an amazing restaurant 20 miles away in the suburbs. You can’t go home without trying it. A taxi would cost a fortune. You’d have to wait a long time to get a return taxi. Open the Zipcar app; search for a nearby Zipcar locale. You need to apply for membership and download the app in advance. Memberships cost about $7 a month; rentals are about $8 to10 per hour; gas and insurance are included. Foreign drivers can apply and you don’t need to pay a monthly fee if you’re an occasional driver (from $25 per year for a membership).

Ride-sharing companies, Uber and Lyft, are also ubiquitous in major cities. Through a smart phone app, you can line up rides all over town. It’s convenient because no money changes hands (payment is made through the app) and it’s usually cheaper than a taxi. Another bonus? After requesting a ride, you can see where the driver is on a map, so you know that they are on their way and how long it will be. Try that with a cab.

Money Saving Tip: Costco, because of its behemoth size and price negotiating power, offers great low prices for most major car rental companies. Yes, you need to purchase an annual Costco membership first, but it more than pays for itself with what you’ll save with a typical week’s car rental (i.e. searches turn up a mid-size car through Costco for $225 and a comparable car through another aggregator for $325.)

Did You Know: Budget Car Rental offers drivers residing at the same address (i.e. unmarried partners or BFFs) complimentary extra driver coverage. Other car rental companies charge upwards of $10/day. By the way, when renting in California, there are no additional driver fees by law.

Insurance

Hopefully, your trip to (or within) the U.S. goes without a glitch. But what if an unexpected situation arises? Will you lose the money you invested in the trip? Will you need quick cash to cover sudden costs?

Travel insurance policies are meant to cover these unexpected costs and assist you when problems arise. The fee is typically based on the cost of the trip and the age of the traveler.

Most travel insurance providers offer comprehensive coverage that usually includes protection for the following common events:

Trip Cancellation: About 40 percent of all claims fall in this category.

Medical: Health services in the U.S. are expensive for the uninsured. This is a major reason to consider purchasing insurance. Whether you break a leg or need a blood transfusion, you will likely incur costs far higher than you might pay in other nations. And what if you have an accident that requires transport to a major medical center? Air ambulances alone could set you back $15,000 to $30,000.

Trip Interruption: For example, if you become ill during your trip or if someone at home gets sick, and you have to get off the cruise ship or abandon a tour. The insurer will often pay up to 150% of the cost of your trip to get you home.

Travel Delay: Insurance usually covers incidentals like meals and overnight lodging while you wait to travel home.

Baggage: Insurance will typically cover lost and mishandled baggage.

Some insurance companies allow you to purchase a policy that allows you to cancel for any reason. This may cost more (often 10% or more), but it is worthwhile for certain travelers.

Do I need travel insurance?

If your trip costs $4,000 to $6,000 (or more), it’s probably a good idea. Your age and health are important factors. So is your destination. If you’re traveling to a hurricane-prone area during hurricane season, for example, you’ll probably want some coverage “just in case” … no matter what.

Your English language skills are also an important factor. Insurance policies often include concierge services with 24-hour hotlines that can connect you quickly with someone who speaks your language.

How do I choose an insurance provider?

Do your homework; check around.

The largest insurers in the U.S. include Travel Guard, Allianz and CSA Travel Protection. Smaller reputable companies include Berkley, Berkshire Hathaway Travel Protection, Travel Insured International and Travelex. You may also find deals through aggregator sites like Squaremouth and InsureMyTrip.

Many airlines and travel companies also offer travel insurance when you book your flight (often contracted with the above major players).

If you have pre-existing health conditions: Many policies have exclusion policies if you have a pre-existing medical condition. But companies also offer waivers that overwrite the exclusion if you purchase the policy within a certain time frame of paying for your trip (e.g., within 24 hours of buying your cruise package). Again, it’s best to check the fine print.

Credit card insurance: If you buy your airfare or trip with a credit card, you may be partially covered by the credit card’s issuing bank. Check directly with the company to find out exactly what’s covered, as many have “stripped down” coverage and restrictions.

The travel insurance business is expanding and evolving rapidly. As “shared space” lodging options like VRBO, Airbnb and Homeaway become more popular in the travel and leisure market, so does the need for insurance for both property owners and travelers.

For more information, visit the US Travel Insurance Association.

Exchange Rates and Currency

Currency

U.S. dollars come in $1, $5, $10, $20, $50 and $100 bills. They are all the same size and color, so non-Americans have an understandably tricky time telling them apart. The $2 bill is in circulation but rarely seen.

Coins in wide circulation include the penny (one cent), nickel (five cents), dime (ten cents) and quarter (25 cents). The 50-cent and one-dollar coins are seen occasionally.

Smaller businesses may not accept $50 or $100 bills, so have twenties or smaller bills in hand. ATMs usually dispense $20 bills.

Tipping and Costs That Add Up

Tipping is a cost you must build into the budget for any U.S. travel experience, whether urban or rural. Tipping is most relevant to dining out and hotel stays, but other costs should also be taken in to consideration. General guidelines include:

Restaurants

For excellent service, plan to tip 20% on the total bill, before taxes. For less-than-stellar service, 10-15% is customary, as an imperfect experience is often not solely the responsibility of the server. In many states, servers work for below minimum wage and live mostly on tips, so consider the ramifications of your tipping decisions.

To complicate matters, many restaurants in the major metropolitan areas — New York, Los Angeles, San Francisco — are moving to a no-tipping model in which service is included. The verdict isn’t yet in on whether this new model will stick, so be sure you understand the tipping policy at each restaurant you visit.

Oh, and one more complication: Sometimes a tip is automatically included, usually for groups of six or more people. But at least it will be itemized in plain sight on the bill, if you look closely for it.

Hotels

Most bell staff receive $1 to $2 per bag they assist with; if someone carts all of your bags up to your room, expect to tip $5 to $10.

Tips for housekeeping are also good form. The rule of thumb is $2 to $3 per day and about $5 per day in higher-end properties.

At properties with concierge services, consider tipping concierge staff who assist you in planning activities, making reservations or acquiring tickets around $10 to $20 per day. Concierge staff do not normally expect a tip for simply orienting you with driving directions or public transportation info. Car valet staff expect $2 when returning your car. Spa employees (massage therapists, aestheticians, etc.) usually see 20% tips on their services, whether performed at the spa or in your room.

Other

Other Costs

Invariably, there are incidental costs associated with being on the road. Make sure to budget between $10 and $40 per day for batteries, lost phone chargers, bug repellent, headache medicine, sunburn relief and other personal items you might have forgotten. If you’re traveling with kids, consider the snack budget. Local grocery and drug stores will be cheaper than tourist shops for all of the above.

Sales Taxes, Lodging Taxes & Resort Fees

In Virginia, the combined total for state and local taxes on all retail goods and services varies from 5.3% to 6%, depending on where you are. In general, cities have higher taxes than rural areas do. Taxes are not usually included in display prices, unless otherwise stated.

Lodging tax also varies by location in Virginia and includes both a city and state transient lodging tax, ranging from 2% state tax to 6.5% city tax. This tax applies whether you are staying at a private vacation rental, a bed-and-breakfast, or a full-fledged hotel. Taxes are not usually stated up front in the advertised room rate. Neither are the mandatory nightly “resort fees” being charged by an increasing number of hotels. Sometimes this fee covers internet access, parking, and a few incidentals, while at other times it’s merely a surcharge for amenities that should be free. Beware that third-party booking agents, especially online, often don’t include resort fees in their reservation charges, so you may be unhappily surprised by the final bill when you check out.

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