Romantic and Fun things for Couples to do in Annapolis
As a lifelong Marylander I can tell you all about the multitude of outdoor activities and other wonderful ways to enjoy Maryland's natural beauty, but today we will focus on Annapolis. Rather than just outdoorsy stuff, the focus will be on romantic and fun things to do; this list may seem eccentric but there is something for every couple.
Looking to plan a romantic date or a fun outing in Annapolis? The charm of Maryland’s capital city sets the perfect stage for couples seeking memorable experiences. From serene outdoor settings and local wineries to unique ghost tours and adventures on the Chesapeake Bay, Annapolis has something for everyone. Here’s a curated list of activities to help make your visit unforgettable.
Quiet Waters Park – Nature’s Tranquility
For couples seeking peace and simplicity, Quiet Waters Park is a must-visit. Spanning 340 acres along the South River, this natural oasis combines stunning landscapes with thoughtful amenities.
Why Couples Adore Quiet Waters:
Picturesque Gardens: Explore the Reading and Butterfly Gardens or the aptly named Quiet Waters Garden. These tranquil spots are perfect for hand-in-hand strolls or dreamy photo ops.
Seasonal Ice Skating: Visiting in the winter? The park features an ice rink where you can skate together under twinkling lights.
Perfect Picnic Spot: Bring along a picnic basket, spread a blanket, and enjoy a peaceful afternoon surrounded by nature.
📍 Address: 600 Quiet Waters Park Rd, Annapolis, MD
Great Frogs Winery – A Toast to Romance
Just a 10-minute drive from Quiet Waters, Great Frogs Winery is a hidden gem for wine-loving couples. Nestled in a rustic vineyard setting, this winery offers tastings of expertly crafted wines.
Highlights for Couples:
Wine Tasting Experiences: Sample a variety of wines together while learning about the winemaking process from their passionate team.
Special Events: Plan your visit to coincide with live music nights, yoga sessions in the vines, or seasonal gatherings.
Picnic Pairing: Pick up a bottle of your favorite wine to complete your picnic at Quiet Waters.
📍 Address: 3218 Harness Creek Rd, Annapolis, MD
Annapolis Ghost Tours and Crawls – For Adventurous Spirits
History meets mystery on one of the Annapolis Ghost Tours and Crawls. If you’re both thrill-seekers or enjoy a good ghost story, this is an experience you won’t want to miss.
Why Couples Love This:
Historic Spookiness: Learn about the eerie side of Annapolis as you walk its centuries-old streets.
Immersive Atmosphere: These tours offer a unique way of experiencing the city after dark, with fascinating folklore and chilling tales.
Choose Your Adventure: Opt for a shorter 90-minute tour or go all-in with one of their extended pub crawls.
📍 Starting Point: Michael E. Busch Annapolis Library, location varies by tour
Paddle Annapolis – Adventure on the Water
For active and adventurous couples, Paddle Annapolis offers a chance to explore the city’s waterways by kayak. Located on Annapolis Harbor, this experience allows you to soak in beautiful views and create unforgettable memories.
What Makes It Special:
Guided Tours or DIY: Take a guided kayak tour around historic Annapolis or set out on your own adventure.
Spectacular Views: Paddle past landmarks like the Naval Academy and enjoy glimpses of nature in the Greenbury Point Conservation Area.
Nearby Dining: After working up an appetite, enjoy a meal at one of the many nearby restaurants overlooking the harbor.
📍 Launch Point: 601 Sixth St, Annapolis, MD
Waypoints Annapolis – Set Sail Together
Not into paddling? No problem! Waypoints Annapolis lets couples experience the beauty of the Chesapeake Bay aboard a luxurious yacht. Whether you prefer a private outing or a group trip, this is the ultimate way to relax on the water.
Why You’ll Love It:
Flexible Rentals: Choose a captained charter for a guided experience or opt for a bareboat rental if you’re confident navigating.
Endless Exploration: With over 11,000 miles of Chesapeake Bay shoreline, your adventure can last a day or even an entire week!
Scenic Escapes: Take in breathtaking sunsets, enjoy picnics aboard the boat, or simply bask in the serenity of open water.
📍 Address: 222 Severn Ave #56, Annapolis, MD
A Musical Touch for Your Special Moments
Annapolis is brimming with inspiration, and it might even be where you decide to pop the big question or tie the knot. No romantic event is complete without the perfect music to set the vibe. Garrett Pelland, a Maryland-based musician, is renowned for his ability to create magical and memorable moments through live performances.
Why Choose Live Music in Annapolis?
Tailored to Your Occasion: Whether it’s an intimate engagement or an elegant wedding, Garrett ensures every note resonates with your love story.
Versatile Repertoire: From classical to modern hits, there’s something to suit every couple’s taste.