Annapolis
Disclosure: This post contains affiliate links. If you click through and make a purchase, I may earn a small commission at no additional cost to you. As an Amazon Associate, I earn from qualifying purchases.
Welcome to Annapolis!
Located in the beautiful state of Maryland, Annapolis is known for its rich history, charming waterfront, and vibrant culture. As the capital city, Annapolis offers a unique blend of historic landmarks, delicious seafood, and picturesque views of the Chesapeake Bay. Whether you're here for a day trip or a longer stay, there is plenty to see and do in this historic city.
Best Time to Visit Annapolis
If you're planning a trip to Annapolis, you'll want to consider the weather, events, and crowds to make the most of your visit. Here's when I recommend you go:
1. Spring (March to May):- Spring is a lovely time to visit Annapolis when temperatures start to warm up, and flowers are in bloom.
- You can enjoy outdoor activities like sailing, visiting the U.S. Naval Academy, and exploring the city without the peak summer crowds.
- Consider visiting during the Annapolis Spring Sailboat Show if you're a boating enthusiast.
- Another great time to visit Annapolis is in the fall when the weather is mild, and the autumn foliage is stunning.
- You can take advantage of lower hotel rates compared to the summer months.
- Attend the United States Sailboat Show if you're interested in boats and marine products.
- If possible, plan your visit during the week instead of weekends to avoid crowds and potentially save on accommodation costs.
- You'll have a more leisurely experience exploring the city's attractions and dining at popular restaurants.
Keep in mind that the summer months (June to August) are peak tourist season in Annapolis, so expect higher prices and larger crowds during this time. However, if you enjoy lively waterfront events and warm weather, summer could still be a great time to visit!
9 Highest Rated Sight-Seeing Tours to Take in Annapolis
Annapolis Historic Walking Tour at Harbor and Naval Academy
We'll see where the Treaty of Paris was signed (bringing to a conclusion the Revolutionary War) and where General Washington resigned as general, thus becoming the "greatest man in the world" and the "American Cincinnatus. " We'll explore the campuses of two institutes of learning that have shaped American culture. We'll walk along the city dock, harbor, and see the view to the Chesapeake Bay and wider world.
I'll also share personal and family stories along the way, to add a personal dimension to the tour. I welcome all questions and special interests for our tour!
The tour has excellent photo opportunities by the water and at historic buildings.
All my tours can be customized upon request.
From: $235
Book Now
Paint a Souvenir with a Local Artist in Annapolis
From: $77
Book Now
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
Enjoy some liquid courage while hearing ghostly tales of Annapolis' most historic haunts and drinking hotspots. Take a Boo's and Booze Haunted Pub Crawl for genuine stories, scares, and delicious drinks in the historic district, with up to 2 hours of ghostly fun with the city's spirits and Spirits. Price does not include drinks or tastings.
From: $35
Book Now
Private and personalized tour of Washington dc
From: $367.65
Book Now
Historic Annapolis Food Tour
From: $80
Book Now
The Original Haunted Pub Crawl by Annapolis Ghost Tours
From: $31
Book Now
Amazing Annapolis Scavenger Hunt
Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!
From: $21.6
Book Now
Annapolis Ghost Tour: Phantoms of Annapolis
Throughout the evening, you'll traverse haunted ground, feeling the eerie presence of the spirits rumored to inhabit these locations. This mile-long trek will take you to some of the most haunted and historic sites in Annapolis, including the James Brice House, with its dark past, and the John Brice II House, where former inhabitants are said to still make their presence felt.
This walking tour offers an entertaining and immersive experience into Annapolis's haunted history. Perfect for history buffs, or anyone seeking a thrilling evening, this tour promises to captivate and chill. Join us to uncover Annapolis's ghostly past and the spine-tingling stories that have been passed down through generations.
From: $34
Book Now
The Original Walking Ghost Tour by Annapolis Ghost Tours
NOTE:
7pm & 8pm tours are family friendly if children are present. Language and content toned down accordingly.
9pm tours are considered adult tours, suitable for older children and teens, however there may be some profanity used for effect and adult subject matter.
From: $26
Book NowEssential Packing List for Your Trip to Annapolis
Planning a trip to Annapolis? Here's what you need to pack to make sure you're prepared for your visit:
Clothing:- Comfortable walking shoes - Annapolis is a walking city with brick sidewalks, so be sure to pack comfortable shoes.
- Light layers - The weather in Annapolis can be unpredictable, so it's best to pack layers that you can easily add or remove.
- Rain gear - An umbrella or a lightweight rain jacket can come in handy, especially in the spring and fall.
- Swimwear - If you're visiting during the summer months, don't forget your swimsuit for a dip in the Chesapeake Bay.
- Sunscreen - Protect your skin from the sun, especially if you plan on spending time outdoors.
- Reusable water bottle - Stay hydrated as you explore the city.
- Camera or smartphone - Capture the picturesque views of Annapolis, including the historic buildings and waterfront.
- Portable charger - Keep your devices powered up while you're out and about.
- Photo ID - Make sure to carry a valid photo ID with you at all times.
- Cash and credit cards - While many places in Annapolis accept cards, it's always good to have some cash on hand for smaller vendors or tips.
- Travel insurance details - It's always a good idea to have your travel insurance information easily accessible.
- Medications - If you take any prescription medications, be sure to pack enough for your trip.
With these essentials packed, you'll be well-prepared for a fantastic trip to Annapolis!
Save on Transportation in Annapolis
1. Use Public Transportation:Consider using the Anne Arundel County Public Transportation services. They offer bus routes that can take you to various locations in Annapolis at a lower cost compared to other options.
2. Utilize Ridesharing Services:- Opt for Uber or Lyft for convenient and cost-effective rides around the city. These services often have competitive pricing and can be more affordable than traditional taxis.
- Download the apps on your phone and check for any available discounts or promotions for first-time users.
While traditional taxis may be a bit more expensive than ridesharing services, they can still be a reliable option for getting around Annapolis. Check out local taxi companies like Annapolis Cab Company for rates and availability.
4. Consider Bike Rentals:If you enjoy cycling, renting a bike can be a fun and budget-friendly way to explore Annapolis. Look for bike rental shops like Annapolis Hybrid Cycling to find options that suit your needs.
5. Walk Whenever Possible:Annapolis is a walkable city with many attractions, shops, and restaurants within close proximity. Save money on transportation by choosing to walk to nearby destinations instead of taking a ride.
By considering these options and mixing and matching based on your needs, you can save money on transportation while exploring all that Annapolis has to offer.Where to Find Budget-Friendly Dining Options in Annapolis
If you're looking to save money on dining in Annapolis, there are several budget-friendly options available to you. Here are some tips and services you can use to enjoy affordable meals:
1. Explore Local Eateries:- Check out local eateries and food trucks in Annapolis that offer delicious meals at affordable prices.
- Visit popular spots like Mission BBQ for reasonably priced barbecue dishes.
- Try Poke Bowl for fresh and affordable Hawaiian-inspired bowls.
- Opt for food delivery services like Uber Eats or Deliveroo to enjoy meals from various restaurants in the comfort of your accommodation.
- Browse through the apps to find budget-friendly eateries and special deals for cost-effective dining.
- Keep an eye out for daily specials and discounts offered by restaurants in Annapolis to save money on your meals.
- Many restaurants have happy hour deals, lunch specials, or discounts for certain days of the week.
By exploring local eateries, using food delivery services, and taking advantage of discounts, you can enjoy delicious meals in Annapolis without breaking the bank. Bon appétit!
The Best Food and Grocery Delivery Options in Annapolis
Food Delivery:- Uber Eats: Uber Eats is a great option for food delivery in Annapolis. They have a wide variety of restaurants to choose from, and you can easily track your order through the app.
- Grubhub: Grubhub also offers food delivery services in Annapolis, with options for contactless delivery for added convenience.
- DoorDash: DoorDash is another popular choice for food delivery, providing a range of restaurant options and fast delivery services.
- Instacart: Instacart is a reliable option for grocery delivery in Annapolis. You can shop from your favorite grocery stores and have your items delivered right to your doorstep.
- Weis Markets Delivery: Weis Markets also offer grocery delivery services in Annapolis, allowing you to order online and have your groceries delivered at a convenient time.
- Safeway Delivery: Safeway is another grocery store that provides delivery services in the area, making it easy to get your groceries without leaving your home.
The Famous Foods You Must Try in Annapolis
If you're visiting Annapolis, you're in for a treat when it comes to food! Here are some of the must-try famous foods in the city:
- Maryland Crab Cakes: You can't visit Annapolis without trying the famous Maryland crab cakes. Head to Cantler's Riverside Inn or Middle River Landing for some of the best crab cakes in town.
- Steamed Blue Crabs: Another iconic dish is steamed blue crabs. Enjoy this local delicacy at Mike's Crab House or Crabby Dick's.
- Oysters: Annapolis is also known for its fresh oysters. Visit McGarvey's Saloon & Oyster Bar or Harris Crab House for a delicious oyster experience.
- Pit Beef Sandwiches: For a hearty meal, try a pit beef sandwich at Bull's Head Public House or Chaps Pit Beef.
- Smith Island Cake: Don't forget to satisfy your sweet tooth with a slice of Smith Island Cake, Maryland's official state dessert. Grab a slice at Mason's Famous Lobster Rolls or Carrol's Creek Cafe.
Make sure to indulge in these iconic Annapolis dishes to get a true taste of the city!
Exploring Must-See Attractions in Annapolis
If you're looking to explore the best of Annapolis, here are some must-see attractions that you shouldn't miss:
1. Visit the United States Naval Academy:The United States Naval Academy is a historic institution with beautiful grounds. Take a guided tour to learn about its history and see the impressive architecture.
2. Stroll around Historic Downtown Annapolis:Enjoy the charm of Historic Downtown Annapolis with its cobblestone streets, colonial architecture, and quaint shops. Don't miss the opportunity to visit the Maryland State House, the oldest state capitol still in continuous legislative use.
3. Explore the Annapolis Maritime Museum:Learn about Annapolis' maritime heritage at the Annapolis Maritime Museum. The museum offers exhibits on the oyster industry, boat building, and environmental initiatives.
4. Take a Cruise on the Chesapeake Bay:Experience the beauty of the Chesapeake Bay with a cruise. You can choose from sightseeing tours, sailing excursions, or even a sunset cruise to enjoy breathtaking views of the water.
5. Tour the William Paca House and Garden:Step back in time with a visit to the William Paca House and Garden. This Georgian mansion and its meticulously restored gardens offer a glimpse into 18th-century Annapolis life.
These are just a few of the many attractions Annapolis has to offer. Enjoy your time exploring this historic and picturesque city!
Exploring Annapolis on a Budget
Saving money while enjoying the sights and sounds of Annapolis is totally doable! Here are some free or low-cost attractions you should definitely check out:
1. Visit the United States Naval Academy:Take a stroll around the beautiful campus of the United States Naval Academy. Enjoy the architecture, history, and maybe catch a glimpse of the midshipmen in training.
2. Wander around Historic Downtown Annapolis:Explore the charming streets of Historic Downtown Annapolis with its colonial buildings, waterfront views, and quaint shops. It's a great way to soak in the local atmosphere for free.
3. Take a self-guided walking tour:Download a free map or guide from the Visit Annapolis website and embark on a self-guided walking tour of the city. Learn about its history, architecture, and landmarks at your own pace.
4. Explore Quiet Waters Park:Head to Quiet Waters Park for some outdoor fun. Enjoy walking trails, picnic areas, and beautiful views of the South River. Entrance fees are minimal, and the park offers a peaceful retreat from the city.
5. Attend a free event or festival:Keep an eye out for free events, concerts, or festivals happening in Annapolis during your visit. Check local event listings or the Visit Annapolis events calendar for upcoming fun that won't cost you a dime.
With these budget-friendly options, you can make the most of your time in Annapolis without breaking the bank. Enjoy your frugal adventures in this historic city!
Exploring Hidden Gems in Annapolis
When you visit Annapolis, the capital of Maryland, there are some hidden gems that you don't want to miss. These spots offer unique experiences and can help you save money while still enjoying everything the city has to offer. Here are some recommendations for you:
1. Quiet Waters Park:- Escape the hustle and bustle of the city at Quiet Waters Park.
- Enjoy walking trails, picnicking areas, and beautiful views of the South River.
- Admission is affordable, and you can spend a whole day relaxing in nature.
- Step back in time at the William Paca House and Garden.
- Explore this historic home and its stunning gardens for a reasonable entrance fee.
- Learn about Annapolis' rich history and enjoy a peaceful walk in a picturesque setting.
- Discover the maritime history of Annapolis at the Annapolis Maritime Museum.
- Admission is often free or inexpensive, and you can learn about the city's connections to the Chesapeake Bay.
- Check their website for events and exhibitions that may interest you.
- Explore the charming streets of downtown Annapolis and discover local eateries and shops.
- Support small businesses and find unique souvenirs or gifts at reasonable prices.
- Try out local restaurants for delicious meals without breaking the bank.
These hidden gems will not only help you save money during your
Local Events in Annapolis
When you're in Annapolis, there are some fantastic local events that you should definitely check out. Here are a few recommendations:
- First Sunday Arts Festival: This event occurs on the first Sunday of every month from May to November. It features over 100 local and regional artists, musicians, and street performers along West and Calvert Streets in downtown Annapolis.
- Naval Academy Commissioning Week: This week-long event typically takes place in late May and early June. It includes events like the Blue Angels flight demonstration, the Herndon Monument Climb, and the graduation ceremony at the United States Naval Academy.
- Chesapeake Bay Blues Festival: Held in May at Sandy Point State Park, this festival features renowned blues musicians and is a must-visit for music enthusiasts.
- Midnight Madness: This event happens on several Thursdays in December. Downtown Annapolis shops stay open until midnight, offering discounts, live music, and festive decorations.
Attending these events will give you a taste of the local culture and entertainment scene in Annapolis. Enjoy!
Local Etiquette Tips in Annapolis
When visiting Annapolis, it's important to respect the local customs and etiquette. Here are some tips to help you navigate the city like a local:
Greetings and Interactions:- When meeting someone for the first time, a firm handshake and a smile are appropriate.
- It's common courtesy to say "please" and "thank you" in all interactions.
- Respect personal space and avoid standing too close to others during conversations.
- Wait to be seated at a restaurant rather than choosing your own table.
- Utensils should be held in the right hand and used with the left hand while cutting food.
- It's customary to tip servers around 15-20% of the total bill in restaurants.
- When visiting religious sites or cultural events, dress modestly and remove your shoes if required.
- Be mindful of photography restrictions and always ask before taking photos of individuals.
- Keep noise levels down in public places, especially in residential areas or on public transportation.
- Dispose of trash properly and respect the environment by not littering.
Following these etiquette tips will not only help you blend in with the locals but also show respect for the culture and traditions of Annapolis. Enjoy your time in the city!
Meeting Locals in Annapolis
If you want to meet locals in Annapolis and experience the city like a true insider, here are some tips for you:
1. Visit Local Parks:- Head to Quiet Waters Park or Jonas Green Park to mingle with locals enjoying the outdoors.
- Check out the Downtown Annapolis Market or the Main Streets Market for a taste of local produce and crafts, and a chance to chat with residents.
- Look for events at the Annapolis Visitors Bureau or Naptown Events to find gatherings where locals hang out.
- Whether it's a softball league, a running club, or a yoga class, participating in local sports activities is a great way to meet new people.
By immersing yourself in these local experiences, you'll have a better chance of meeting and connecting with Annapolis residents. Enjoy your time getting to know the city like a local!
Safety Tips for Annapolis
1. Stay Aware of Your SurroundingsWhen exploring Annapolis, always be mindful of your surroundings. Keep an eye on your belongings and be cautious in crowded areas.
2. Use Reliable Transportation ServicesOpt for reputable transportation services like Uber or Lyft when moving around the city, especially at night.
3. Secure Your ValuablesAvoid carrying large amounts of cash or flashy jewelry. Keep your valuables secure and out of sight to deter pickpockets.
4. Stick to Well-Lit AreasWhen walking around Annapolis at night, stick to well-lit and populated areas. Avoid dimly lit or secluded spots.
5. Stay InformedKeep yourself updated on the local news and any safety alerts in the area. Follow local authorities' advice in case of any emergencies.
6. Trust Your InstinctsIf you feel uncomfortable or sense something is off, trust your instincts and remove yourself from the situation. Your safety is a top priority.
By following these safety tips, you can enjoy your time in Annapolis while staying vigilant and prepared for any situation.Avoid These Costly Mistakes in Annapolis
When visiting Annapolis, there are a few things you should avoid to save yourself time and money. Here are some common pitfalls to steer clear of:
1. Parking in Downtown Annapolis:Parking in downtown Annapolis can be expensive and challenging to find, especially during peak tourist seasons. Instead of driving around looking for a spot, I recommend using Annapolis Parking for information on parking garages and lots.
2. Eating at Tourist Trap Restaurants:Avoid dining at restaurants located right in the heart of tourist areas like City Dock, as they tend to be overpriced. Instead, venture a bit further out to discover local gems like hidden eateries that offer delicious meals at more reasonable prices.
3. Overpaying for Tours:While guided tours can be a great way to explore Annapolis, some can be quite pricey. Consider exploring on your own or opt for more affordable options like the Annapolis Urban Hike to experience the city on foot without breaking the bank.
4. Shopping at Tourist Souvenir Shops:Avoid buying souvenirs and gifts from touristy shops near the waterfront, as they often mark up prices. Instead, head to local markets or shops like Main Streets Market to find unique and reasonably priced items to remember your trip by.
By steering clear of these common pitfalls, you can make the most of your visit to Annapolis without overspending.
Where to Find the Cheapest SIM Card in Annapolis
If you're looking for the best deal on a SIM card in Annapolis, there are a few places you can check out to save some money. Here's where I recommend you look:
- Local Convenience Stores: Many local convenience stores in Annapolis carry prepaid SIM cards at competitive prices. Stop by your nearest corner store or small shop to see if they offer any affordable options.
- Electronic Retailers: Big electronic retailers like Best Buy or Target often have a variety of SIM cards available for purchase. Compare prices between different brands to find the best deal.
- Mobile Network Stores: Visit stores of major mobile network providers like Verizon, AT&T, or T-Mobile. They frequently have promotions or discounts on prepaid SIM cards for new customers.
- Online Retailers: Don't forget to check online retailers like Amazon for SIM card deals. You might find competitive prices and a wide selection without even leaving your home.
By exploring these options, you can compare prices and find the cheapest SIM card that suits your needs in Annapolis. Happy hunting!
Common Misconceptions About Annapolis
There are a few misconceptions about Annapolis that you might have heard of, but let me clarify them for you:
1. Annapolis is Just a Tourist TownWhile Annapolis does attract a lot of tourists, especially for its historic sites and sailing opportunities, it's also a vibrant city with a thriving local community. There are plenty of local events, restaurants, and shops that cater to residents rather than just tourists.
2. Annapolis is ExpensiveWhile Annapolis can be pricier than some other cities, there are ways to experience the city without breaking the bank. From free outdoor concerts and events to happy hour deals at local restaurants, there are plenty of ways to enjoy Annapolis on a budget.
3. Annapolis is only for Boating EnthusiastsWhile Annapolis is known as the sailing capital of the U.S., there's more to the city than just boating. You can explore historic sites like the Maryland State House, enjoy outdoor activities like biking and hiking, or simply relax by the waterfront and take in the beautiful views.
4. Annapolis is Boring in the WinterWhile Annapolis is a popular summer destination, there are still plenty of things to do in the winter months. From holiday events and light displays to cozy cafes and restaurants, Annapolis has a lot to offer year-round.
So, if you ever hear these misconceptions about Annapolis, you'll know the truth!
Shopping Smart in Annapolis
When it comes to shopping in Annapolis, there are plenty of opportunities to save money while enjoying the local stores and boutiques. Here are some tips to help you shop smart in the city:
1. Visit Local Markets and Farmers' Markets:- Check out local markets for fresh produce, unique gifts, and artisanal goods at affordable prices.
- You can support local vendors and find one-of-a-kind items while saving money compared to shopping at big-name stores.
- Keep an eye out for sales, especially during holiday weekends and end-of-season clearance events.
- Follow your favorite stores on social media or sign up for their newsletters to stay informed about promotions and discounts.
- Check websites like Groupon or LivingSocial for deals on local shops and restaurants in Annapolis.
- You can often find discounted gift cards or coupons that can help you save money on your purchases.
- Visit outlet malls like Queenstown Premium Outlets for discounted prices on popular brands.
- Explore consignment stores in the area for gently used items at a fraction of the cost of new ones.
- Save money on parking fees by using public transportation or ride-sharing services like Uber or Deliveroo to get around the city.
- By avoiding parking expenses, you can allocate more of your budget to shopping.
By following these tips and being mindful of your
Common Travel Issues in Annapolis
Traveling to Annapolis can be a wonderful experience, but like any destination, it comes with its own set of challenges. Here are some common travel issues you may encounter in Annapolis and how to overcome them:
1. Parking:- Parking in Annapolis can be a hassle, especially during peak tourist seasons or events.
- I recommend using public parking garages or finding accommodations with included parking to avoid the stress of searching for a spot.
- Alternatively, you can use ride-sharing services like Uber or Lyft to get around the city without worrying about parking.
- Like many cities, Annapolis can experience heavy traffic, especially during rush hours.
- To avoid getting stuck in traffic, try to plan your outings during off-peak hours or use apps like Waze for real-time traffic updates and alternative routes.
- Weather in Annapolis can be unpredictable, so it's essential to pack accordingly.
- Make sure to check the weather forecast before your trip and pack layers to accommodate any changes in temperature.
- During popular events or tourist seasons, Annapolis can get crowded.
- If you prefer a quieter experience, consider visiting during off-peak times or exploring less touristy areas of the city.
Shopping for Unique Souvenirs in Annapolis
If you're looking for unique souvenirs in Annapolis, you're in luck! There are several places in the city where you can find special items to remember your trip by. Here are some recommendations for where to shop:
1. Annapolis Market HouseThe Annapolis Market House is a great place to start your souvenir shopping. This historic market offers a variety of local goods, including artwork, jewelry, and food items. You're sure to find something unique here!
2. Local Boutiques in Downtown AnnapolisTake a stroll through downtown Annapolis and explore the many charming boutiques that line the streets. Shops like Main & Market and The Horse Boutique offer a selection of one-of-a-kind items that make for perfect souvenirs.
3. Annapolis Maritime AntiquesFor maritime enthusiasts, Annapolis Maritime Antiques is a must-visit. This store specializes in nautical antiques and collectibles, making it a great place to find unique maritime-themed souvenirs.
Remember to take your time exploring these shops to find the perfect souvenir that captures the essence of your visit to Annapolis!
Final Travel Hacks for Annapolis
So you're almost ready to head to Annapolis? That's fantastic! Here are some final travel hacks to make your trip even smoother and more enjoyable:
1. Take Advantage of Public Transportation:- Consider using Uber or Lyft for convenient rides around the city.
- Use the Annapolis Transit bus system to get around the city affordably.
- On lazy evenings or when you just want to relax in your hotel, order food through Deliveroo or Grubhub.
- Try local favorites and have them delivered right to your accommodation.
- Look for discounts or city passes that can save you money on attractions, tours, or dining in Annapolis.
- Some passes may offer skip-the-line privileges or bundled deals for multiple attractions.
- Save on international data charges by connecting to free Wi-Fi hotspots available at many cafes, restaurants, and public areas in Annapolis.
- Use apps like WhatsApp or Skype to make calls and send messages over Wi-Fi.
- Stay hydrated while exploring the city by carrying a reusable water bottle.
- Refill it at water fountains or ask restaurants and cafes to fill it up for you to save money on buying bottled water.
With these final travel hacks, you
