Chesapeake Wine Gift Delivery Tips
New subdivisions
New streets may not show up in every map yet. Double-check the address and include the recipient's phone number.
PCS moves and deployments
Military families move often, and ships deploy for months. Confirm the recipient's current address, or send to a family member at home who is 21 or older.
Hurricane season
From August through October, coastal storms and nor'easters can flood streets and delay deliveries. Watch the forecast and order early.
Rural addresses
Homes in southern Chesapeake are on farm roads. Use the full street address and include a phone number.
Summer heat
Virginia summers are hot and humid. From June through September, choose a savory basket and pick a day when someone will be home.
Hospitals
Chesapeake Regional Medical Center may not accept alcohol for patients. Send to the recipient's home instead.
More details: wine gift basket delivery rules and our Virginia wine gift guide.
Our Top Picks for Chesapeake
Big suburban neighborhoods, Navy and shipyard families, farm country to the south, new subdivisions and coastal weather all shape which gift works best in Chesapeake. Here's where we'd start.
Wine Party Picnic Gift Crate – $139.99
A red, a white and a snack spread of sausage, cheese, crackers and almonds. Rated 5 out of 5 from 199 reviews. A friendly housewarming gift.
Wine Party Picnic Gift Crate – $139.99
A red, a white and a snack spread of sausage, cheese, crackers and almonds. Rated 5 out of 5 from 199 reviews. A red, a white and snacks for a homecoming or promotion.
Wine Lovers Trio – $259.99
Three wines with a full cheese board, nuts and sweets. Three wines and a full cheese board.
Classic Red Wine Gift Basket – $99.99
Merlot with summer sausage, garlic cheese, crackers and olives. Rated 5 out of 5. It's mostly savory, so it holds up better in summer than chocolate.
Midnight Snack Veuve Champagne Basket – $159.99
A half bottle of Veuve Clicquot with chocolates and sweets. Made for an engagement, a promotion or New Year's Eve.
Red Wine Countryside Gift Crate – $74.99
A bottle of Cabernet Sauvignon with cookies, caramel popcorn and toffee peanuts. Our lowest-priced wine gift, rated 4.9 out of 5.
Chesapeake Wine Gifts by Occasion
| Occasion | Our pick | Price | Why it works |
|---|---|---|---|
| Thank you | Red Wine Countryside Gift Crate | $74.99 | Cabernet and sweet snacks at our lowest price |
| Summer gift | Chianti Wine Italian Gift Basket | $109.99 | A savory appetizer board that handles the heat |
| Housewarming | Wine Party Picnic Gift Crate | $139.99 | A red and a white with snacks for a crowd |
| Anniversary | Red Wine & Dark Chocolate Gift Basket | $149.99 | Cabernet and chocolate for two |
| Celebration | Midnight Snack Veuve Champagne Basket | $159.99 | Veuve Clicquot for a toast |
| Client gift | Wine Duo Gift Basket | $179.99 | Two bottles and plenty to share |
| Executive gift | Cakebread Cellars Chardonnay & Charcuterie | $239.99 | A well-known Napa Valley Chardonnay |
| Holiday gathering | Wine Lovers Trio | $259.99 | Three wines and a full cheese board |
Delivery Notes by Chesapeake Neighborhood
Great Bridge
Established neighborhoods and the city center.
Greenbrier
Shopping, offices and apartments. Include the unit number.
Hickory
Larger lots and farms. Include a phone number.
Western Branch
Family neighborhoods near Portsmouth and Suffolk.
Nearby Virginia Cities
Sending to someone elsewhere in Virginia? See our city guides:
Chesapeake Wine Gift Basket FAQs
Can wine gift baskets be delivered in Chesapeake?
Yes. The merchant behind the baskets on this page, GourmetGiftBaskets.com, ships wine gifts to Chesapeake street addresses. An adult 21 or older must show ID and sign, and there's a $7.99 adult-signature fee. Checkout confirms the recipient's address.
Can I get next-day wine delivery in Chesapeake?
Many of the baskets on this page offer next-day delivery if you order before the merchant's daily cutoff. Checkout shows the earliest delivery date for the recipient's address.
What's the best wine gift to send in a Chesapeake summer?
Choose a savory basket such as the Classic Red Wine Gift Basket or the Chianti Wine Italian Gift Basket, since chocolate melts in the heat. Send it where someone will be home.
Will a hurricane or nor'easter delay delivery?
It can. Watch the forecast and order early.
Can I send wine to Suffolk or Portsmouth?
Yes. Wine ships throughout Hampton Roads. Checkout confirms the address.
What's a good gift for a military promotion, retirement or homecoming?
The Veuve Clicquot gift is a popular choice for a big milestone. For a bigger group, try the trio.
Is same-day wine delivery available in Chesapeake?
The baskets we feature ship by carrier, so we don't list a same-day option. For the fastest delivery, order early in the day and check the date shown at checkout.
How much do wine gift baskets cost?
The gifts on this page range from $74.99 for the Red Wine Countryside Gift Crate to $749.99 for the Wine & Champagne Trio with Silver Oak, Cakebread and Veuve Clicquot, plus the $7.99 adult-signature fee and any shipping shown at checkout.
About Wine Gift Basket Delivery
Wine Gift Basket Delivery is a gift-comparison site and a sister site of Gift Basket Connection, a woman-owned and veteran-owned business in Phoenix, Arizona that has helped shoppers compare gift baskets since 1996. We don't sell or ship alcohol ourselves. The gifts on this page are sold, shipped and age-verified by GourmetGiftBaskets.com, which sets current prices, contents and delivery options. We may earn a commission when you buy through our links.
Compare all our wine gift baskets or browse wine gift baskets by state.












