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!

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.

What Makes an Annapolis Getaway Great for the Holidays?

Annapolis is the pride and joy of the Chesapeake Bay, and the greatest holiday gift you could give yourself and your family is to come and visit us here. This city is regarded as the sailing capital of the world, but the fun doesn’t end with sailing. Buckle up for the holiday of a lifetime when you go on an Annapolis getaway!

Fun for Every Season

Annapolis is a great destination no matter what time of year you’re planning to visit. Springtime is great for seeing the flowers bloom and getting into the great outdoors. In the summer months, you’ll get to enjoy warm temperatures and the joys of sailing. In the fall, bask in the glory of the changing seasons as our foliage turns red, yellow and gold. By November the weather turns colder, and you’ll get to enjoy the twinkling lights, local holiday events, and the magic of Annapolis in the throes of its wonderful winter season.

See All the Sights During Your Annapolis Getaway

There is never a shortage of things to enjoy in and around the city. Hop on a trolley for a tour of the city and all its shining lights from the people who know it best. Take a walk down Main Street, get a glimpse of colonial life at the William Paca House, and go for a peaceful stroll along Ego Alley—the colloquial name for the place in city dock where all the most beautiful boats can be found. When the evening hits, foxtrot, tango, dance the swing at the Davidson Dance Club!

The Wonders of the Chesapeake

The best way to spend a holiday is to do something unforgettable that you’ve never done before. The Chesapeake Bay and Severn River provide endless opportunities for unique experiences. Catch a ride on a boat and sail through the bay with the experts, visit the Naval Academy Museum, or simply dine at one of our favorite waterside cafes, like Pusser’s Caribbean Grille, or Sam’s On the Waterfront. Surprise the family with tickets to shows at the Ballet Theatre of Maryland and Annapolis Shakespeare Company. Every year November through January 1st you can enjoy Lights on the Bay, a drive-thru light show held at Sandy Point State Park, with the evening waters as your backdrop.

Your Ideal Rental Home

The best part about coming to Annapolis is that your home-away-from-home is already here awaiting your arrival! Center your trip with At Home Annapolis and you’ll get to enjoy all the wonders of the city, starting with your comfortable rental home. Call us today at (888) 508-9661 or (435) 571-0024 to book one of our vacation rentals for your Annapolis getaway!

Plan a 2019 Annapolis Thanksgiving Getaway

Thanksgiving is the time of year when you’re ready for a break from day to day life. Fall is in full swing, winter is on the horizon, and you want to get cozy with the ones you love! There’s no better place to enjoy this holiday together than in Annapolis, Maryland.


Explore the heart of Annapolis on your first day in town with Annapolis Urban Adventures. Take this 1.5-hour tour with the whole family by climbing aboard the electric vehicle to make your way around town. See all the historic landmarks, get acquainted with the city you’ll be spending your Thanksgiving in, and hear some fun stories and facts from your tour guide as well! It’s a small group tour, which makes it perfect for a family holiday vacation.

Thursday – Thanksgiving Day!

On Thanksgiving Day you’ll want the focus to be on the family. Choose some quiet activities where you can enjoy each other’s company. Head to Sandy Point State Park for a quiet day of fun by the water and have your Annapolis Thanksgiving dinner at your comfortable rental home, utilizing the available amenities to cook up a delicious meal with the ones you love.


After your relaxing Thanksgiving Day, you’ll want to get up and get active with some outdoor activities! Take the Chesapeake Wine Tour hosted by Vino 302 Wine Concierge Tours and you’ll get to explore two different wineries, Crow Farm and Vineyard and Mark Cascia Vineyards. This tour is five hours long, and on the way, you’ll get to bask in the beauty of the region and its waterways and beaches. If you don’t have kids with you, or if you have older family members to leave the kids with, this is a great way to get some alone time!

Saturday & Sunday

Do a family activity! How about a game that’s a cross between a scavenger hunt, self-guided tour, and thrilling race? Check out Puzzling Adventures and complete their adventure at your own pace, all while learning fun things about your surroundings. The point is to get you outdoors and having fun together. Spend some time in the gardens at Quiet Waters Park, have a bite to eat at Carrol’s Creek Cafe by the waterside, and grab some souvenirs at Annapolis Harbor Center.

Spend Thanksgiving 2019 With At Home Annapolis

Wherever you are and whatever you do, family is always the most important part of Thanksgiving. So give your family the best home-away-from-home that there is to be found in Annapolis! Just get in touch with us today at (888) 508-9661 or (435) 571-0024 and we’ll help you get started.

4 Reasons to Visit Annapolis in Winter

Do not let the frightful weather of winter scare you off from an incredible vacation getaway in Annapolis, Maryland. The charm of this historic city will warm you up in no time for an unforgettable experience. Here are the top reasons why you should visit Annapolis during the Winter:

Off-Season for Tourism

Get the most of a trip to Annapolis by visiting during a season where there is less tourism traffic. You can enjoy all of the exciting activities and attractions found around the city without lines or long wait times. Take a stroll down the historic cobblestone streets without crowds and enjoy the picturesque backdrops found all around you.

Winter-Themed Performance Shows

Annapolis has become well-known for its thriving arts and live music performances put on each year. Various stages and theaters host incredible shows such as The Nutcracker put on by the Ballet Theatre of Maryland and Sleeping Beauty put on by the Maryland Hall for the Creative Arts. Warm yourself up in these cozy theatres with some of your favorite performances from your childhood.

Incredible Annapolis Holiday Events

Annapolis is also known as one of the greatest cities to spend the holidays in. You and your family can enjoy a variety of Annapolis holiday events found around the city. Lights on the Bay is a drive-thru Christmas light show found at Sandy Point State Park. The backdrop of the Chesapeake Bay is incredible especially when the snow is still falling. Or check out the Chocolate Binge Festival for a day full of everything chocolate and more. This delicious event takes place on West Street during the month of December. Last but certainly not least, the Eastport Yacht Club Lights Parade is a dazzling parade of holiday flair and exotic yachts in the Annapolis Harbor. It’s definitely one of the best events to visit when visiting Annapolis during the Winter.

Incredible Food and Drinks

The best part of winter is you have every excuse to stay indoors and enjoy the incredible restaurants found around the city. The Boatyard Bar & Grill features all things nautical with delicious seafood fished right from the harbor. Or check out Iron Rooster for all-day breakfast to keep you full for hours.

Staying with At Home Annapolis

The best way to enjoy your winter travels to Annapolis is by staying in one of our comfortable vacation rentals exclusively through At Home Annapolis. Enjoy a variety of luxury amenities, open floor plans and more in these elegant homes. Book your vacation online today for the perfect Annapolis getaway.

Upcoming Annapolis Events You Must Attend

The best vacation destinations are the ones that offer the most to potential travelers; they have history, adventure, and exciting events that keep you occupied throughout your stay. When you visit Annapolis, you know it’s going to be the best vacation you’ve ever experienced! Offering all the aforementioned and so much more, the only down side to your Annapolis getaway is having to leave at the end of your stay. Here’s a list of upcoming Annapolis events that will bring an extra sparkle to an already glittering and shining vacation.

Freedom Bound: Runaways of the Chesapeake, Running Through January 1st

One of the best upcoming Annapolis events is located at the Historic Annapolis Museum and Store, this riveting and powerful exhibit tells the stories of slaves and servants who attempted to escape their owners and masters in the 1700s and 1800s. Explore a different time through a series of videos, artifacts, and even some hands-on activities guaranteed to make it feel even more real. Sometimes it’s important to study the past in order to not repeat it, and this exhibit helps do just that.

Annual Maryland Renaissance Festival, Weekends from August 25 – October 21

As the summer heat begins to die down, the turkey legs, rotten tomato throws, and Dead Bob Shows begin to reign supreme when the 42nd Maryland Renaissance Festival comes to town! Crossing through the gates into the past has never been so fun. Listen to authentic music, drink mead and wine, and laugh your way through the Renaissance period! Held at the Anne Arundel County Fairgrounds, this event promise fun for the whole family. Tickets can be purchased in advance at http://www.rennfest.com/tickets.

US Sailboat Show, October 4-8, City Dock

If you’re a first-time visitor to Annapolis, you may not know that we are considered America’s Sailing Capital, and the US Sailboat Show, held every year, is the oldest of its kind. Offering the opportunity to purchase your very own sailboat or just to spend a few hours admiring the artistry of these stunning vessels, ticket prices range from free to the under 7 crowd up to $35 per person on preview day.

Oyster Festival, Captain Avery Museum and Other Upcoming Annapolis Events

Living by the sea, our meals tend to celebrate the offerings that can be found in the waters that surround us: crabs, fish, and in the case of this upcoming festival held on October 21, the all-mighty and oh so wonderful oyster! Serving up these special treats in about every way imaginable, there will also be dessert and other land lubber meals. This is one festival seafood lovers should not skip!

At Home Annapolis is the Only Choice

We understand you could choose anyone for your vacation rental needs and we appreciate that you decided we are the only right choice. Our homes are spacious, bright, and designed for families with vacation rentals ranging from pet-friendly to downtown rentals—-reserve yours today!

Awesome Annapolis Rainy Day Activities

It is always a good time to check out Annapolis, Maryland, located right along the Chesapeake Bay. You will find beautiful waterfront grounds and gardens with the area’s perfect temperature. However, a rainy day is known to hit Annapolis at a moment’s notice, throwing your plans out the window. Do not fret, as Annapolis features incredible activities that will keep you and your family busy for the entire day. Here are some awesome Annapolis rainy day activities to do during your vacation:

Explore the Historic Annapolis Museum

If you wish to learn a little bit more about this historic city, make sure you check out the Historic Annapolis Museum. This local history haven features rotating exhibits about the history of Annapolis, including a miniature scale of the city back during 1819 and other historical artifacts. The second and third stories of the museum will feature even more exhibits; they are preparing for a future unveiling. The museum includes a walking audio tour around the grounds where you will be given an umbrella to stay out of the rain.

Historic House Tours

Around you the city you can find many historic homes that once housed important members of society. The William Paca House is available for tours and is made famous by the original inhabitant whom the building is named after. William was one of the original signers of the Declaration of Independence and was voted into office as the governor of Maryland three times. The Charles Carroll House was once home to another signer of the Declaration of Independence. Take a step further into history at the Banneker-Douglass Museum that has been preserved over the years. This gothic style church holds a wealth of information regarding the African-American population in Maryland since the 1800s. Finally, the Hammond-Harwood House is a work of architectural wonder and has been home to Mathias Hammond and Charles Pinckney.

Grab a Bite

After all of those Annapolis rainy day activities, a rainy day is the perfect time to check out the local Annapolis restaurants. If you are in the mood for a fancy dinner, Osteria 77 is the perfect spot for delicious Italian cuisine. Or check out the Galway Bay Irish Restaurant and Pub for a Guinness and your favorite Irish entrees. You will find something for anyone in your family in the downtown area!

Staying with At Home Annapolis and Experiencing Annapolis Rainy Day Activities

Come explore the wonders in the historic city of Annapolis. With At Home Annapolis, you will find an incredible selection of vacation rentals ranging from 3 bedroom to 7 bedroom rentals that will provide you with a comforting home away from home. Let us show you how Annapolis is the perfect east coast getaway spot!

How to Spend 48 Hours in Annapolis

Annapolis, while mainly recognized for being home to the US Naval Academy, offers something for everyone, not just new Navy recruits and their families. Sitting on the banks of Chesapeake Bay, its history is a long and rich one, apparent everywhere you turn. And although there are enough activities, restaurants, and Annapolis attractions to keep you entertained for weeks at a time, weekend visitors can experience a large part of what makes this ocean town so special. That’s where we come into the picture. We want our guests to enjoy every minute of their stay with us, so here’s some suggestions on how you can spend your 48 hours in Annapolis!

Who is Ready for Breakfast?

When you live in a military town, you have to expect that the local restaurants really know how to feed people. Start the day off the right way with a hearty breakfast at Evelyn’s consisting of a Weems Creek Omelet stuffed with the best crab the Chesapeake Bay can provide, then prepare for a morning of trekking through homes that represent our long American history. The Colonial Annapolis Historic District is just about the oldest section in town and is where a large portion of our historic homes are located. The Shiplap House is one of our favorites, offering a glimpse into what life was like before our country was officially an independent nation. It was built in 1715 and is one of the oldest in Annapolis. As you walk along tree lined sidewalks, if you listen closely, you can almost hear our nation’s forefathers discussing the war and the king and all things revolutionary. When your feet cry uncle, stop in the Galway Irish Restaurant and Pub for a beer and a burger to tide you over until that special dinner at Carroll’s Creek Café—you know you’ve been looking forward to the seafood and the view ever since you first decided to spend 48 hours in Annapolis!

Annapolis Attractions All About the Bay

Day two is going to be a day spent on or near the water. Begin with a 40-minute cruise on the Harbor Queen; this narrated tour offers a fascinating insight into the town of Annapolis, Chesapeake Bay, and the Harbor Queen herself. From there, you can head in the direction of the Thomas Point Shoal Lighthouse, built in 1875. Hopefully you have brought the good camera, because this is the perfect spot for a family picture! And because the 40-minute tour was just an appetizer, the Schooner Woodwind offers two-hour long tours of the waters that surround Annapolis; if you missed something in the earlier tour, this is your chance to see it again! Finish up the day with an afternoon fishing trip, and dinner can be held on the back of your At Home Annapolis vacation escape—especially if your fishing expedition was a successful one.

Time’s Almost Up

But you still have one more night to spend enjoying the wonders of Maryland without leaving your cozy getaway. Watch some television on the large screen television, chat under the stars with the one you love most, or simply climb into one of our cloud soft beds for a night of sleep like none other. Our homes are designed with you and your family in mind like our 4 bedrooms rentals or our 6 bedroom rentalsreserve yours today!

Best Annapolis Activities for Keeping Cool

Regardless of what your interests are, you can find joy in countless activities and opportunities in Annapolis, Maryland. Since the summer months can really bring some heat, many of the town’s favorite activities are ones that provide an amazing experience while keeping you cool. When the summer months come around, do not worry, because the following are just a few of the endless Annapolis activities that will keep you cool during your vacation.

Get Out on the Water

Annapolis is known by many people as the sailing capital of the world. You will understand why once you see the vast array of opportunities you have to get out on the water, where the air is always a bit cooler and the drinks much colder. You can take advantage of sailing lessons, boat rentals, kayaking, jet skis, and so much more. There are countless ways to get out there, but for starters, check out the endless rentals at South River Boat Rentals right outside of Annapolis.

Explore Endless Annapolis Art Galleries

Since this city has such a rich history as a gathering place for people from all over the world, it has one of the most thriving and unique art scenes in the entire country. When the weather is just a bit too uncomfortable for extended outdoor activity, head to West Street, where you will find an amazing cluster of charming Annapolis art galleries. You can find collections of amazing paintings at places like McBride Gallery or awe-inspiring photos at the Annapolis Collection Gallery. There is something for everyone here.

Find Fun in the Sun at the Water Park

There are many water parks throughout this bustling area, but one of the best options for the whole family is the North Arundel Aquatic Center. You can find both indoor and outdoor pools, along with waterfalls, water wars games, splashdown areas, and a 134-foot water slide. Get out and enjoy the water or simply sit back and enjoy the cool air inside or outside under a shady umbrella. Find it at 7888 Crane Highway South.

Find Your Home Away from Home

Regardless of what type of vacation home you are looking for, you will find it in Annapolis. This is especially true when you take advantage of the incredible services of a vacation rental company like At Home Annapolis. Of course, you can find elegant colonial style homes, but there are also many modern works of art. Whatever your tastes, you will find a cozy and conveniently located home to fit them. See the incredible options for yourself by browsing our properties and viewing our pet friendly rentals or our water front rentals and you can contact us today for more information.