Five Date Night Spots on Kent Island

Kent Island is a wonderful place to spend a romantic evening with your significant other. With its scenic views of the Chesapeake Bay and a plethora of dining options, Kent Island is the perfect place for a romantic date night. We’ve got a roundup of our favorite Date Night Spots on Kent Island!

Start off your evening with a romantic stroll along the waterfront. Take in the breathtaking views of the Bay Bridge and the sparkling waters of the Chesapeake Bay. If you’re lucky, you may even catch a glimpse of a beautiful sunset.

After your walk, head over to one of the many restaurants on the island. Whether you’re in the mood for seafood, Italian, or American cuisine, Kent Island has plenty of options to choose from.

Date Night Spots on Kent Island for Food and Drink

Knoxies Table

Crafting our unrivaled menu since the very beginning of Knoxie’s (nearly a decade now), we are committed to ensuring that each and every bite enlightens the taste buds of our guests. Whether you’re a cherished local who frequents Knoxie’s on a weekly basis, or a valued guest visiting for the very first time, our array of menu items is sure to satisfy every palette and leave you feeling nourished by the authentic flavors of our iconic region.

“Local” is the name of the game at Knoxie’s Table on Kent Island, with only the finest ingredients being sourced from our area…maybe even closer than you think! Be sure to stroll through our picturesque chef garden where you’ll discover a variety of fresh produce and herbs used in our seasonal dishes and libations.

Speaking of those cherished seasonal cocktails (they are truly something special!), Knoxie’s is also proud to offer guests the most extensive whiskey selection in the area, along with an exquisite collection of curated wines and beers.

Bridges Restaurant

Overlooking the Kent Narrows in the heart of the Chesapeake Bay. Bridges offers made-to-order dishes that are prepared from scratch using the finest hand-picked ingredients. We are open daily for lunch and dinner. Come enjoy our spectacular views and taste the best of the Chesapeake Bay region.

Happy Hour: Sunday – Thursday 3pm – 6pm Exclusively in the bar area only!
Live Entertainment: Friday & Saturday: 6-9pm

Bridges Restaurant Named in 100 Most Scenic Restaurants in America

Amalfi Coast Italian + Wine Bar

Amalfi Coast Italian + Wine Bar: Offering you and your guests a lovely Italian atmosphere with a friendly, courteous, and attentive staff in downtown Stevensville.  Whether stopping in for a glass of wine, a date night, or bringing in the entire family, our mission is to provide first-class hospitality while celebrating Italy’s vibrant culinary culture through food and wine.

Happy Hour Monday-Friday 3:30pm to 6:30pm $8 Appetizers and $2 OFF House Cocktails and Wine by the Glass.
1/2 priced bottles of wine every Monday and Wednesday!

Dock House Restaurant

Visit Dock House for coastal cuisine including fresh seafood, fresh ingredients, and seasonal produce, locally and sustainably sourced, whenever possible. Dock House is open year-round, serving local favorites, simply prepared. Enjoy panoramic views of the Kent Narrows, amazing food, signature cocktails, and wines from inside our restaurant, or enjoy outdoor seating on our wrap-around deck.

Libbey’s Coastal Kitchen and Cocktails

 Libbey’s Coastal Kitchen + Cocktails, where the views are stellar, and the fresh, local cuisine is even better! Nestled on the iconic Chesapeake Bay, we’ve got the best views (and cocktails) in the area, and we’re not shy about it.

Join us dockside to bask in the bay breeze as you indulge in a jumbo lump crab pizza, or elevate your next coastal evening in our upstairs dining room where you’ll choose from a selection of exquisite, locally sourced entrees!

Whatever journey you choose at Libbey’s, your taste buds are sure to be satisfied with our critically acclaimed menu offerings, and your mind will be relaxed as you take in the gorgeous panoramic views of our beloved Maryland coast.

End your evening by taking a moonlit walk or even a cruise on the Chesapeake Bay. No matter what your plans may be, Kent Island offers a some great choices best date night spots that are romantic and memorable.

I Love Kent Island is the premier online guide for locals and visitors alikeWe highlight the individuals, organizations, and events that make Kent Island a magnificent place to live, visit, and play. 

Subscribe Today

Subscribe to our free newsletter! You will receive fresh ideas of local family-friendly fun and events. Follow us on Facebook and Instagram. We love keeping you updated with local happenings on Kent Island. is a free website serving the community of Kent Island. If your business is interested in sponsoring, email today.

Ready to call Kent Island home? Allow Kent Island Kathy & the Shore Home Team of Keller Williams Flagship to be your guide! Local experts living and working on the Eastern Shore. Known for their custom marketing and strong negotiation skills. They deliver a first-class experience to their clients. Every time.