Waterfront Dining

Enjoy a romantic dinner with a waterfront view at The Point Crab House & Grill. Indulge in fresh seafood and cocktails while watching the sunset over the water. Alternative options: Deep Creek Restaurant, Broadneck Grill & Cantina

On-Demand Childcare in Your Neighborhood

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Movie Night

Catch a flick at Bow Tie Cinemas in Annapolis, just a short drive from Arnold. Sit back, relax, and enjoy a film together in a cozy setting. Alternative options: Cinemark Egyptian 24, Bow Tie Annapolis Mall

Paint and Sip

Get creative together at Muse Paintbar in Annapolis. Sip on wine while following step-by-step instructions to create your own masterpiece. Alternative options: Wine & Design Annapolis, Paint Nite

Outdoor Adventure

Embrace the outdoors with a hike at the Arnold Preserve. Explore nature trails and enjoy some quality time together in a serene setting. Alternative options: Quiet Waters Park, Sandy Point State Park

Comedy Club

Laugh the night away at the Annapolis Comedy Club. Enjoy stand-up comedy acts while sharing a few drinks and lots of laughs. Alternative options: Magooby’s Joke House, Baltimore Comedy Factory

Live Music

Groove to live music at Rams Head On Stage in Annapolis. Catch a show by your favorite band or discover some new tunes together. Alternative options: The Soundry, Union Jack’s Annapolis

Cooking Class

Spice things up in the kitchen with a cooking class at Schola in Baltimore. Learn new culinary skills and enjoy a delicious meal together. Alternative options: Annapolis Cooking School, Sur La Table

Wine Tasting

Sip on some fine wines at Great Frogs Winery in Annapolis. Take a tour of the vineyard and enjoy a tasting with your loved one. Alternative options: Thanksgiving Farm Winery, Windmill Creek Vineyard & Winery

Couples Massage

Relax and unwind with a couples massage at On Purpose Massage in Annapolis. Indulge in a soothing treatment together for a truly rejuvenating experience. Alternative options: Rub Away the Day Massage Therapy, Aiden James Salon & Spa

Sunset Cruise

Set sail on a romantic sunset cruise with Herrington Harbour Sailing Charters in Rose Haven. Enjoy a scenic cruise on the Chesapeake Bay and watch the sun go down with your partner. Alternative options: Annapolis Sailing School, Schooner Woodwind

Get ready to enjoy a well-deserved night out with your significant other in Arnold, MD. Remember to hire a trusted sitter through Wyndy so you can relax and make the most of your date night!