Chesapeake

Day Trips

Make the most of your day with our curated plans, packed with Chesapeake's hidden gems and unique experiences!

day 1
Chesapeake Adventures
morning
:

Start your day with a morning stroll at Chesapeake City Park, where you can enjoy the peaceful atmosphere and beautiful scenery. Grab breakfast at a local café before heading out to explore.

afternoon
:

Visit the Chesapeake Arboretum to learn about local flora and enjoy picturesque walking trails. Have a leisurely lunch nearby and consider visiting some local shops.

evening
:

Dinner at a waterfront restaurant is a must, where you can savor fresh seafood. Finish your day with a sunset view along the Elizabeth River.

day 2
Chesapeake Nature Trails
morning
:

Explore the trails at Great Dismal Swamp National Wildlife Refuge in the morning. Birdwatching and enjoying nature at its finest set a tranquil tone for the day.

afternoon
:

Pack a picnic lunch to enjoy in the scenic park. Afterward, partake in fishing or some leisurely hiking through the trails.

evening
:

As the day winds down, take a scenic drive through the refuge to spot wildlife. Enjoy dinner at a local diner to experience the friendly community vibe.

day 3
Historical Chesapeake
morning
:

Start your day at the Chesapeake Museum to learn about the area's rich history. Follow this up with a hearty breakfast that’s reminiscent of the past.

afternoon
:

Visit some historical landmarks like the Great Bridge Battlefields. Enjoy lunch at a historical tavern for an authentic experience.

evening
:

In the evening, attend a local cultural event or performance. Wind down with dinner at a family-owned restaurant with traditional dishes.

day 4
Foodie Journey
morning
:

Begin with a breakfast tour at local farmer's markets, tasting fresh produce and artisanal goods. It’s a perfect way to fuel up for the day ahead.

afternoon
:

Join a cooking class in the afternoon to learn how to make local dishes. Enjoy the meal you prepared for lunch, savoring your new skills.

evening
:

Consider an evening food tour of Chesapeake’s best local eateries. Sample a variety of cuisines, chatting with chefs and discovering hidden gems.

day 5
Chesapeake Water Fun
morning
:

Kick off the day with kayaking on the Elizabeth River. The calm morning waters provide an excellent opportunity for both beginners and seasoned paddlers.

afternoon
:

After lunch, rent jet skis for some thrilling water activity. Explore the local waterways and enjoy the summer sun.

evening
:

Cap off your day with a sunset cruise on the river, indulging in scenic views. Dining on deck will enhance your experience as the stars come out.

day 6
Beautiful Parks of Chesapeake
morning
:

Spend your morning at Northwest River Park. Enjoy walking trails and the natural beauty of the area while drinking in the fresh air.

afternoon
:

After a leisurely lunch, rent a bike or go paddle boating on the river. Engage with the natural surroundings in an active way.

evening
:

In the evening, find a quiet spot in the park for stargazing. Have a picnic dinner to accompany your view of the night sky.

day 7
Arts and Culture
morning
:

Kick off your day at the Chesapeake Art Center, browsing local art exhibits. Engage with artists if they are hosting workshops.

afternoon
:

Enjoy lunch at a café that features local artists' works, merging culinary delight with creative inspiration. Afterwards, visit local galleries to explore more beautiful artworks.

evening
:

Attend an art show or local music event in the evening. Savor dinner at a place known for its live entertainment against an artistic backdrop.

day 8
Family Fun in Chesapeake
morning
:

Start your day at the Children's Museum of Virginia, entertaining kids with interactive exhibits. Breakfast at a nearby café makes it a fun-filled family outing.

afternoon
:

Spend the afternoon at the Chesapeake Park, with plenty of playgrounds and open spaces for family games. Picnic lunches add to the excitement.

evening
:

Wrap up with a visit to a local ice cream shop, treating the family to delicious sweets. End the day with fun activities in the park or a movie night.

day 9
Chesapeake Sailing Day
morning
:

Head out for a morning sailing lesson on the local lakes or rivers. Enjoy the thrill of learning to navigate the waters as the sun rises.

afternoon
:

Post-lunch, take your newfound skills to the waters and sail around Chesapeake’s scenic views. Pack a lunch on board for a truly memorable experience.

evening
:

Conclude the day with dinner at a harbor-side restaurant where you can share your sailing stories. Don't miss the stunning views of the boats at sunset.

day 10
Active Chesapeake
morning
:

Get energized with a morning cycling tour around the city. Discover endearing neighborhoods and historical sights as you ride.

afternoon
:

Stop for lunch at a café, and recharge your energy for the next adventure. Spend the afternoon trying out local rock climbing or indoor sports.

evening
:

As the sun sets, enjoy a relaxing dinner at a health-conscious restaurant. Engage in a local yoga or dance class to wind down your day.

Discover Chesapeake

Read more in our Chesapeake 2024 Travel Guide.

Chesapeake Travel Guide