Water Activities to Enjoy in Annapolis

Every vacation is special, but there is something so wonderfully extra about a waterside getaway. As you fill the minutes of your all too short getaway with boating adventures and cannonball competitions, you realize that these moments are as close to perfect as they can be! When your vacation journey brings you to Annapolis and the world-famous Chesapeake Bay, you have to know that it’s going to be even better— especially when you choose At Home Annapolis for your comfy hideaway! This guide to water activities in the area will ensure that you don’t miss out on a single second of fun.

Ahoy There, Mateys!

Life aboard a pirate ship has never been this fun—probably because the real pirates didn’t have Pirate Adventures planning their trips! Board the Sea Gypsy for a few hours of fun that allows your children to experience life on the seas. Dress like a pirate, discover a message in a bottle that leads your young scalawag to the “most rotten pirate on earth,” and defeat said pirate with a real-life battle that involves water cannons and a sunken treasure. This adventure will prove to your children once and for all that you really ARE the best parents on earth!

The Wind Beneath Your Sails

Annapolis is considered the sailing capital of the United States, so it would definitely be remiss of you not to partake of a sailing adventure. Annapolis Sailing Cruises offers one of the best sunset sailing cruises in the world, and we invite you to check it out! Feeling the wind beneath the sails of the Woodwind (or Woodwind II) as the sun sets over the bay is an experience you will never forget, and if you share it with the one you love, this will be one adventure that brings you closer together. A cash bar stocked with wine and beer amps up the experience to the next level!

Great Water Activities and Beautiful Waterfront Living

The best way to enjoy all the wonders of the bay is by choosing one of our At Home Annapolis waterfront escapes! And whether you are sitting on the pier outside your abode with fishing pole in hand and earbuds playing your favorite tunes or have chosen to do your best cannonball into the waters beneath the dock, your days of Maryland fun will be some of the best ones in your life, especially when sitting in a hot tub on the deck as the lights from billions of stars glow brightly in the night sky. Reserve your At Home Annapolis waterfront escape today!

Enjoy Great Outdoor Activities in Annapolis

Whatever season you decide to take your Annapolis journey, you can be assured of one thing: Spending as much time outside as possible is going to be your favorite thing to do! After weeks of self-quarantine, being able to break free of the “chains” that bound you to your home is a gift you will appreciate for years to come! This guide to all of the outdoor fun you can have with these activities in Annapolis during your Maryland getaway will ensure every minute of your trip will be filled with excitement and exploration. And when you choose At Home Annapolis for your vacation accommodations, your evenings and nights will be equally delightful!

Take a Hike

It doesn’t matter how long the hike or how short the walk, wherever you explore on foot in Annapolis, you’re going to fall in love. Our city on the bay is blessed to be home to over 80 trails that will take you to some of the most beautiful spots in Annapolis. From the Jonas Green Park Trail with its wide paved paths and flourishing gardens to the moderately rugged ones in Broad Creek Park, there’s beauty to be discovered everywhere you look.

The Trolley Tours is One of the Great Activities in Annapolis

The trolley tours of Annapolis are some of the most popular attractions in town, giving guests the opportunity to catch a glimpse of the most special spots before diving in to explore the ones they most appreciate. Discover Annapolis Tours offers two tours, one that lasts 60 minutes and another that stops at only 40 and includes stops at the Annapolis City Dock, drives past some colonial mansions, and plenty of peeks at the scenic views of Chesapeake Bay.

Sail Away

When you live near the water, you can expect that most popular activities would revolve around the it. Sailing is big in Annapolis, and in addition to being the home to one of the biggest sailboat shows in the country, we also offer sailboat cruises and sailing lessons for your outdoor enjoyment! Schooner Woodwind Sailing Cruises offers a variety of cruises, including the most romantic of all, the sunset cruise! Annapolis Sailing School gives you the tools to be able to sail any time you like!

Stay Home and Play

On those days you just don’t feel like getting out of your comfy clothes, staying home for a day and exploring the amenities in your At Home Annapolis vacation escape will sound like the most excellent of ideas, especially if you choose one of our properties with a pool! Sunning yourself, reading, or practicing your cannon ball has never been this fun. Contact us and reserve one of our luxury properties today!

Summer Activities in Annapolis to Look Forward to

History buffs and those that have a passion for incredible architecture have long made their way to Annapolis, Maryland in pursuit of encounters that thrill. This capital city sits on the pristine shores of Chesapeake Bay and is home to both the Naval Academy as well as a collection of homes that have roots dating back to the 18th century. Whether you’re a traveler that can’t get enough of time on the water or you’re someone who has a heart for engaging historical moments, Annapolis has a long list of fun options waiting for you. When you’re planning a summer trip this direction, be sure to round out the itinerary with these exciting options and activities in Annapolis!

Visit the Annapolis Maritime Museum and Park

Its place near the water has always meant Annapolis was a city destined to have roots in maritime culture. Whether it’s strategic location was helping with military maneuvers or encouraged those with a passion for the sea to set sail, it’s hard to deny that the waves have defined the city’s history. Guests who make their way here in the summer and are looking to learn more can do so at the Annapolis Maritime Museum and Park. This enjoyable stop is situated directly on the riverfront and includes a collection of displays dedicated to maritime history and ecology as well as options to enjoy a boat tour.

Stroll Along Annapolis City Dock

Indulge in summer Chesapeake Bay style by making time for a lovely stroll along the Annapolis City Dock. The dock links up to both Church Circle and Main Street, making it easy to access from the heart of town. While watching the boats sail by is always a highlight of a journey this direction, the Annapolis City Dock is also home to a variety of charming art galleries, restaurants, pubs, fashion boutiques, and historic inns. The dock and its surroundings are considered the historic heart of Annapolis and visitors are often thrilled by the balance of water and history to be found and enjoyed.

Tour the Maryland State House

A trip to Annapolis wouldn’t be the same without taking the time to enjoy a guided tour of the impressive Maryland State House. This historic building dates back to 1772 and enjoys the honor of being the oldest capital building still functioning legislatively in the U.S. Tours don’t require a reservation and a trip through the State House includes access to amazing displays such as Treasures from the Maryland State Archives and Colonial Encounters in the Chesapeake.

Enjoy the Best of Maryland

Enjoy every moment of your summer escape to Annapolis and let At Home Annapolis make sure you’re settled into the ideal rental property to match. Contact us today for more details and to begin planning your next trip!

Spring Activities to Enjoy in Annapolis

Are you looking for an exciting and culturally immersive springtime getaway on the East Coast? The Chesapeake harbor town of Annapolis has much to offer when it comes to entertainment and activities to enjoy in Annapolis, and spring is an especially great time to visit! Whether you’re looking for interesting historical attractions, spring festivals, or to enjoy the great outdoors, you’re sure to love a trip to Annapolis, Maryland.

Outdoor Adventures

With temperatures ranging from the mid-40s to the mid-70s, spring is a great time to be outdoors in Annapolis. Bring or rent a bike and take to the trails in the area, or just take a relaxing walk. The Baltimore and Annapolis Trail runs the historic 13.3-mile route of the Annapolis and Baltimore Short Line and takes you on a winding route through charming parks and neighborhoods. If you want to see some spring blooms, check out the shorter 3.1-mile Greenbury Point Trail and the nearby nature center. In springtime it will be filled with bright and colorful wildflowers!

Get on the Water

Let’s not forget, with our proximity to the water, a boat is the perfect way to explore the areas around Annapolis! If you’re looking to self-paddle, you can easily rent kayaks or canoes at many of our local outfitters. Or if you want a little more power, you can take out a set of jet skis or Wave Runners for an afternoon! But if you’re looking for a more inclusive experience, look into hiring a sailboat – with a captain – for a day! What could be better than a sailboat picnic in the middle of the Chesapeake? Make it extra special and take along a bottle of wine from a local vineyard, like Great Frogs Winery or The Vineyards at Dodon.

Special Events

Speaking of local vineyards, check out some of the events listed on the spring calendars around here. Great Frogs has a Hoppy Spring Happy Hour event with brick oven pizzas and live folk music, as well as pasta making classes on weekends following the happy hour. Other notable events in the area include the 10th Annual Oyster Roast and Sock Burning at the Annapolis Maritime Museum. The festival celebrates the arrival of the boating season, as well as the spring equinox, with literal sock burning, an oyster shucking contest, live music, and of course, all the oysters you can eat. The end of March also brings the 6th year of the Annapolis Film Festival, featuring over 70 films, Q&A sessions, and amazing parties. April brings with it even more fun, with the Maryland Chicken Wing Festival, Maryland Avenue Earth Day Fest, and the Spring Sailboat Show!

If you’re ready to plan your perfect Annapolis spring getaway, call or go online now and book your vacation rental home. We know you won’t be disappointed!

Activities in Annapolis for a Solo Traveler

The big city is the place to be for any solo traveler. Annapolis will keep you on the edge of your seat, so buckle up and get ready for these awesome adventures! If you’re traveling alone, make sure to hit our favorite activities in Annapolis for a solo adventure:

See the William Paca House & Garden

At William Paca House & Garden you can take a tour through a historic Georgian mansion. These tours are offered every half hour and only cost $10. You’ll get a unique perspective on 18th-century life in Maryland for the upper classes—beautiful home, blooming garden, and all.

Visit the U.S. Naval Academy

This is one of the most exclusive academies in all of America, and at the visitor’s center you can book a tour of the academy. See the morning military march in the courtyard and take a dive into the world of the U.S Navy. If you’re a history buff, then this is the activity for you!

Go to Rams Head On Stage

While the first two activities were quiet and educational, this one is anything but. This activity is a way to cut loose! Pay a visit to Rams Head On Stage, where different musical acts come and go year-round. Take a look at their calendar to see who’s playing when you’ll be in town. Ticket prices range from around $20 – $80, depending on what show you’re seeing. There are no rules here, so you’ll get everything from small one man wonders to full on rock bands when you go to a show at Rams Head.

Have a Quiet Day at Old Fox Books & Coffeehouse

Rejuvenate your soul with a relaxing day of coffee and reading. These old school bookshops are few and far between nowadays, and this one is really one of our favorite places to rest and recharge. Old Fox Books & Coffeehouse is an Annapolis treasure, and you’ll agree when you see the quaint exterior and the downright cozy interior.

Visit the Thomas Point Shoal Lighthouse

The Thomas Point Shoal Lighthouse is a great sightseeing spot. This landmark (built almost 150 years ago) is a lasting relic of an era gone by, and it’s the last of its kind. This lighthouse is both famous and surreal in its beauty, and that has made it one of the most photographed lighthouses in the country. Take a tour of the interior, and of course, enjoy a boat ride to and from the lighthouse.

Spend Your Stay with At Home Annapolis

Fill your day with fun activities in Annapolis and fill your evenings with luxury and comfort. Head over to our rental catalog now to peruse the different vacation rental homes we offer, many of which are absolutely ideal in size and style for the solo traveler.

Annapolis Valentine’s Day Activities in 2020

Love is in the air! When you’re coming to Annapolis for Annapolis Valentine’s Day Activities, you’re coming to the right city. Let us share with you some of our favorite romantic activities to do here on the most romantic holiday of the year.

Take a Stroll at the Dock

This is a little activity that you can do which costs nothing and allows you to spend quality time together. Walk hand in hand along the Annapolis City Dock and drink in the views of the water, along with the interesting and beautiful boats moored here, and those passing by. It’s a quaint area, and worth a visit if you’re nearby.

Visit a Winery Together

Walk around the vineyard at Great Frogs and enjoy the romantic solitude that you only find in places such as these, where human mastery meets the wonders of mother nature. You can order wine from the walk-up window for quick service (glasses of wine can range from $8 to $10, whereas bottles range from $30 to $50). There’s even an outdoor patio here where guests can enjoy a bottle of wine without prior reservation. If you’d like to get the most out of your visit to Great Frogs, make a reservation ahead of time for a tasting experience. Let the masters walk you through the wonders of wine! What’s more romantic than a classy wine date?

Plan a Date at Sandy Point State Park

This state park is 786 acres of pure earthly beauty. Find it on the Northwestern shore of the Chesapeake Bay, and plan to stay for at least a few hours. A romantic way to experience the joys of Sandy Point might be to pack along a picnic and surprise your loved one! Or, you can simply eat when you get there. There are places to buy food in the area; picnics are certainly, romantic, though. You’ll find a marina store here, along with boat rentals, so you can really wow your date by taking them out onto the water for some fun activities, like fishing, or the simple joy of sailing. The sight of the sun sparkling on the surface of the water will make this Valentine’s Day one that you’ll never forget.

Spend Annapolis Valentine’s Day 2020 with At Home Annapolis

Give your valentine the best gift of all; a luxurious vacation rental home where you can stay together during the lovely month of February. Get in touch with us today at (888) 508-9661 or (435) 571-0024 to get started.

3 Unusual Annapolis Activities & Attractions to Enjoy

Annapolis is one of the most unique cities in the entire US. You’ll find countless Annapolis activities and attractions here that you’ll never see anywhere else; but how are you supposed to find them? We always recommend asking a local for their tips, tricks, and secrets—and hey, that’s us! Here are some unusual things to do and places to see in Annapolis:

See the Coolest Model Ship Ever Built

Whether you’re interested in miniature models or not isn’t super important when you’re thinking about going to see this attraction. The U.S.S. Agerholm is a work of art, plain and simple! This 16-foot long model ship is one of the most intricate model ships ever crafted, and you’ll be floored by the amount of passion and detail that went into its making. It was put together by the Gibbs and Cox Company model shop back in the 40s, and was sold for $1.4 million, which was an absolutely wild amount of money back then and equates to a value today of over $25 million when you adjust for inflation. This incredible model can be visited at the U.S. Naval Academy in Rickover Hall.

Imagine Colonial Life at the William Paca House

Have you ever wondered what colonial life was life? Well, now’s your chance to experience it for yourself! This 18th century brick mansion was declared a National Historic Landmark in 1971 and has since been restored to its original state, so you can see what it looked like in its own era. This house was first built in 1763, and you’ll feel like you’ve been transported back to that year when you step inside. Come and take a look! This is certainly one of the more interesting things you can do during your visit to Annapolis.

Visit a Haunted Hospital

What’s more unusual than a haunted hospital? If you like to get out there and try the craziest things when you’re on vacation, then this is the #1 place you’ll want to visit here in Annapolis. Crownsville State Hospital was the home of such famously horrific medical practices as lobotomies, shock therapy, and pneumoencephalography (an outdated medical technique which consisted of draining brain fluid). The hospital was built on old tobacco farmland and was famous for its terrible conditions. While you’re not allowed inside, you can certainly visit and see for yourself whether it’s as haunted as they say.

At Home Annapolis is your avenue for the most unique vacation. Get in touch with us today at (888) 508-9661 or (435) 571-0024 to take the first step. Book today!

Our Favorite Annapolis Activities in the Fall

Annapolis in the fall is cozy, stunning, and wildly fun all at once. With the leaves changing color around you, the weather brisk and pleasant, and a plethora of fall activities to participate in, you’re going to have one unforgettable vacation. Make some time while you’re here to check out our favorite Annapolis activities in the Fall:

Greenstreet Gardens Fall Festival

This festival runs from September all the way through October in Greenstreet Gardens, so there are six whole weekends of festivities and themed events to enjoy. Get lost with your friends in the corn maze, go bowling with pumpkins, take a haunted hayride, and take a ride on an underground slide. That’s not all, but you’ll have to come and check out this fun fall festival if you want to know more!

U.S. Sailboat Show

This October come and see this one-of-a-kind gathering, where sailors from around the world come together. You’ll never have seen so many interesting boats all in one place before. If you love the sea and sailing, you’ll adore this show, and if you don’t know much about it this is a great chance to learn.

Visit the Renaissance Fair

The Maryland Renaissance Fair runs between August 24th and October 20th, so you have ample time this fall season to come down and catch the fair while you’re here. The Renaissance Fair is always a world of fun, and Maryland truly goes all out. The Renaissance Fair is definitely one of our favorite things to do in Annapolis in the Fall!

Winterbrook Farms

We adore this pumpkin patch for many reasons, including but not limited to the moonlight maze, the private campfires, and the mountain slides. This is a great day activity for any family and evening activity for anyone who wants to do a corn maze in the dark.

Walking Ghost Story Tour

This activity is exactly as exciting and off-the-wall as it sounds. Experience Annapolis in an entirely unique way by taking this 90-minute nighttime walking tour through the city to some of the most ‘haunted’ places in Annapolis. Between haunted taverns, Joe Morgue, and “The Headless Man,” this is a great way to wake you up when the sun goes down!

Book a Stay To Experience The Best Annapolis Activities in the Fall

Planning an autumn trip to Annapolis this year? Plan your trip right by picking an awesome rental home to stay in through At Home Annapolis. Just call us today at (888) 508-9661 or (435) 571-0024 and we’ll help you get started!

Your Annapolis Labor Day Weekend Vacation

Annapolis is a hotspot of beautiful sights to see and wildly fun activities. There is so much to do here, and September is a great time of year to visit. The long weekend that Labor Day provides gives you the perfect amount of time to see the best Annapolis has to offer. Here are some ideas for what to do each day to get the most out of your Annapolis Labor Day Weekend visit:

Saturday

Do something crazy on the first day that will get the entire family excited about the three-day weekend in Annapolis, like a family-friendly pirate cruise with Pirate Adventures on the Chesapeake! Afterward, you can check out some of the amazing museums in town, like the Annapolis Maritime Museum. Keeping with the sailing theme, you can grab some dinner at the Boatyard Bar & Grill, a proudly nautical-themed seafood joint with an amazing vibe and even more amazing food.

Sunday

Sunday is a great day to plan some peak relaxation and sight-seeing. Head to the aptly named Quiet Waters Park, where you can explore hiking trails on foot or on a bike, and even rent a kayak if you want to head out onto the water. If you pack a picnic, you can grab a shady spot under a tree and have your lunch there while you soak in the lovely weather and the scenery. Later on, head to Sandy Point State Park for one of the most gorgeous views you’ll ever lay eyes on. You can see the bridge from there, and the ocean in all its glory. Lay out some towels and chill out with some music on.

Monday

Since you’ve thoroughly enjoyed the waters, on Monday, you’ll want to enjoy the city itself! Check out local favorites like the Maryland Federation of Art for some culture, the Historic Annapolis Museum for some history, and the Old Fox Books & Coffeehouse for some afternoon coffee and a nice quiet look around a good old-fashioned bookstore. Pick up some fancy teas and spices from The Spice & Tea Exchange to take home with and maybe give out to friends as souvenirs! Top off your trip with an ice-cold craft beer from The Brass Tap on your last night in town.

Where Do I Start?

The first thing you’ll want to do is find an awesome place to stay, so you can make the most of your weekend getaway! Here at At Home Annapolis, that’s the most important thing to us. Just give us a call today at (443) 837-6870, and we’ll help you get started.

Best Dessert in Annapolis to Beat the Summer Heat

Summer is a gorgeous and lively time of year to visit Annapolis. There are a million things to do here, and you’ll find yourself on the go from the time you arrive, just trying to see it all! When you’re out and about this summer soaking in the sights and sounds of Annapolis, and you start to feel the sun beating down on you, remember these three pro-tips for defeating the summer sunshine:

Cool Off in Style with Annapolis Ice Cream

Conveniently located right on Main Street, this place is a one-stop shop for the creamiest gourmet ice cream you’ll ever taste. This company only uses the finest ingredients available; you won’t find another shop quite like in all of New England! You can even order a custom ice cream cake if you’re having an event, or even if you just want to surprise the family or your group of friends after a long warm day of summer fun in the sun with an ice cold treat to cool off with back at your rental home. This ice cream is definitely the most popular dessert in Annapolis among tourists!

Enjoy a Cold Drink by the River at Boatyard Bar & Grill

This nautical themed restaurant will start cooling you off through aesthetic alone before you even take your first sip of a refreshing ice-cold drink! Dine on crab cakes, clams, and sailor-style mussels while you take your pick from the rick drink menu. Consider trying one of the specialty drinks here, perfect for summertime, like the Fresh Fruit Crushes (made with fresh juices, triple sec, lemon soda, and your choice of lemon, grapefruit, or orange vodka), or the Boatyard’s Bloody (Tito’s Vodka, a delicious house-made Bloody Mary mix, spicy pickled green beans, pepperoncini, olive, and fresh lime).

Hit the Water for the Ultimate Cool-Down

Without a doubt, the best way to beat the sun in Annapolis will always be to head out and enjoy the pride and joy and heart of the city, the gorgeous waters of Chesapeake Bay. Take your pick between sailing, paddleboarding, or even windsurfing! Sporty activities can be hard to enjoy in the heat of the summer sun, but you don’t have to worry about that with water sports on the bay. The waves are nice, the water is refreshing, and that ocean breeze will keep you smiling in the sunshine all day long.

Book Your Annapolis Summer Vacation

The best place to start when you’re coming to Annapolis will always be with Annapolis Vacation Rentals. Get in touch with us today at (443) 837-6870 and we’ll help you get started in finding the perfect rental home to spend your summer evenings in Annapolis.