Annapolis

Annapolis

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kkennedy_1989, 34

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Dating Ideas

Check out these thing you could do in Annapolis:

Restaurants

Iron Rooster

Iron Rooster is a popular restaurant located in Annapolis that offers a unique twist on traditional American comfort food. Known for its all-day breakfast menu, the restaurant serves up a variety of delicious dishes such as fried chicken and waffles, breakfast burritos, and biscuits with various toppings. The atmosphere of Iron Rooster is cozy and inviting, with rustic decor and friendly staff. With a focus on quality ingredients and homemade recipes, Iron Rooster is a favorite among locals and tourists alike.

Boatyard Bar

Boatyard Bar in Annapolis is a popular waterfront restaurant and bar located in the heart of the historic district. It offers a relaxed and casual atmosphere with stunning views of the Chesapeake Bay. The bar is known for its extensive selection of craft beers and cocktails, as well as its menu of delicious seafood dishes and American classics. Patrons can enjoy their drinks and meals either indoors or on the outdoor patio, which features comfortable seating and heaters for year-round enjoyment. Boatyard Bar also hosts live music and other events, making it a go-to spot for locals and tourists alike.

Vin 909 Winecafe

Vin 909 Winecafe is a trendy and cozy restaurant located in Annapolis. It is known for its extensive wine list and delicious Mediterranean-inspired cuisine. The restaurant has a rustic and charming ambiance, with exposed brick walls and wooden tables. The menu features a variety of small plates and main dishes, including the famous wood-fired pizzas. The ingredients used are fresh and locally sourced, ensuring a high-quality dining experience. With its warm and inviting atmosphere, Vin 909 Winecafe is a popular spot for both locals and tourists looking to enjoy a relaxing meal with a great glass of wine.

Bars

Pusser's Caribbean Grille

Pusser's Caribbean Grille in Annapolis is a vibrant and lively eatery that offers a taste of the tropics right in the heart of Maryland. With its tropical-inspired decor, friendly atmosphere, and delicious menu, Pusser's Caribbean Grille provides diners with a memorable dining experience. The restaurant serves a variety of Caribbean-inspired dishes, including jerk chicken, coconut shrimp, and blackened mahi-mahi. Guests can also enjoy a selection of refreshing tropical drinks, such as the classic Pusser's Painkiller cocktail. Whether you're looking for a quick lunch or a fun night out with friends, Pusser's Caribbean Grille is the perfect spot to satisfy your craving for Caribbean cuisine.

Middleton Tavern

Middleton Tavern, located in the heart of historic Annapolis, is a renowned restaurant and bar that has been serving locals and visitors for over 300 years. This charming and inviting establishment offers a unique dining experience with its warm and rustic interior, adorned with nautical decor and antique furnishings. The menu features a variety of mouthwatering seafood dishes, including their famous Maryland crab cakes, as well as a selection of other classic American favorites. Middleton Tavern also boasts a lively bar area, where patrons can enjoy a wide range of craft beers, cocktails, and wines. With its rich history, delicious cuisine, and vibrant atmosphere, Middleton Tavern is a must-visit destination for anyone looking to experience the best of Annapolis.

McGarvey's Saloon & Oyster Bar

McGarvey's Saloon & Oyster Bar in Annapolis is a lively and popular spot for locals and tourists alike. Located in the heart of the historic downtown district, the restaurant offers a casual and welcoming atmosphere. McGarvey's is known for their extensive selection of oysters, which are sourced from local waters and served fresh. Along with oysters, the menu features a variety of seafood dishes, such as crab cakes and shrimp scampi, as well as classic American fare like burgers and sandwiches. With its friendly staff, delicious food, and vibrant atmosphere, McGarvey's is a must-visit destination for anyone seeking a taste of Annapolis.

Try an Activity

City Dock

City Dock is the historic heart of Annapolis, Maryland, located along the shores of the Chesapeake Bay. It is a bustling waterfront area that is popular with locals and tourists alike. At City Dock, visitors can explore a variety of shops, restaurants, and galleries, all while enjoying picturesque views of the water. The dock is also home to various recreational activities, such as boat rentals and tours, allowing visitors to fully experience the maritime charm of the city. Additionally, City Dock hosts numerous events and festivals throughout the year, including the renowned Annapolis Boat Shows. Overall, City Dock is a vibrant and lively destination that captures the essence of Annapolis' rich maritime history and culture.

Main Street

Main Street in Annapolis is a charming and vibrant street that is full of history, culture, and character. Lined with beautiful Colonial-era buildings, the street offers a mix of shops, boutiques, restaurants, and art galleries. Visitors can take a leisurely stroll down the street, admiring the architecture and browsing the various shops. There are also plenty of outdoor seating areas where one can relax and enjoy a meal or a drink while taking in the lively atmosphere. With its cobblestone sidewalks and picturesque views of the waterfront, Main Street in Annapolis is a must-visit destination for both locals and tourists alike.

West Street

West Street in Annapolis is a vibrant and bustling street that offers a diverse range of activities and attractions. It is located in the heart of downtown Annapolis and is lined with charming boutiques, restaurants, art galleries, and historical landmarks. The street is known for its lively atmosphere, with street performers, musicians, and artists often seen showcasing their talents. Visitors can enjoy a leisurely stroll along the well-preserved historic buildings, take in the stunning waterfront views, or indulge in delicious cuisine from various international cuisines. West Street is the perfect destination for both locals and tourists looking for a delightful blend of history, culture, and entertainment.

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Dating Sites

We review dozens of dating sites to find the best ones for you.

BangMeetup

BangMeetup is your go-to online platform for connecting with like-minded individuals seeking casual encounters. With a sleek and user-friendly interface, the site allows you to browse through a vast database of profiles, filtered by location, interests, and desires. Whether you're looking for a one-night stand or a friends-with-benefits arrangement, BangMeetup provides a discreet and convenient way to find that unforgettable connection.

Local Matches
5,467
Site Rating
HookupFlirts

HookupFlirts is a dynamic dating platform that aims to connect thrill-seeking individuals looking for casual encounters and exciting adventures. With a vast user base of like-minded individuals, users can easily find potential flings, explore their desires, and engage in passionate encounters. The website's user-friendly interface and advanced matching algorithms guarantee an exhilarating experience for those seeking no-strings-attached relationships.

Local Matches
3,844
Site Rating
FlirtsOnly

FlirtsOnly is a fun and playful dating website designed for individuals who enjoy the excitement of flirting and are seeking meaningful connections. With its innovative features, users can engage in flirty conversations, exchange playful messages, and explore their compatibility with potential partners. Whether it's for finding love, casual dating, or simply making new friends, FlirtsOnly provides a vibrant and flirtatious environment to help users find their perfect match.

Local Matches
1,923
Site Rating
NakedLocals

NakedLocals is a revolutionary dating website that embraces the idea of being upfront and honest about one's intentions. Catering to individuals seeking casual and adventurous encounters, the site creates a comfortable space for like-minded adults to connect and explore. With a focus on personal freedom and open-mindedness, NakedLocals encourages users to embrace their true selves and find connection on a deeper level.

Local Matches
819
Site Rating
LustHookup

LustHookup is an adventurous dating platform designed for those seeking passionate connections and thrilling experiences. This daring website brings together individuals who are unapologetically open-minded about exploring their deepest desires and fantasies. With its user-friendly interface and extensive member base, LustHookup offers an unmatched opportunity to connect with like-minded individuals looking to ignite their love lives with excitement and unbridled passion.

Local Matches
695
Site Rating