Annapolis’s holiday season has a new custom that replaces snowy paths with the beautiful waters of Spa Creek. The Jolly Express “Sleigh Ride” is a holiday trip on the gorgeously decorated boat Miss Anne that offers Annapolis waterfront views as enchanting as any snow-covered path. This sleigh ride is located at 1 Prince George St, Annapolis, MD 21401.
Every year, from the end of November to December, people who live nearby and tourists dress warmly for this cozy 45-minute “sleigh ride,” which is filled with holiday music, warm blankets, hot cocoa, and good cheer. Captain Santa or Mrs. Claus steers the boat at some point, and holiday music and decorations help make the trip a memorable one.
Zavros Place will reveal the Jolly Express’s true benefits, from seasonal perks and outstanding moments to all you need to know before booking your Spa Creek vacation adventure. Stay tuned till the end of this article to explore fun things to do in Annapolis Jolly Express!
Background: What is the Spa Creek Sleigh Ride?
Every December in Annapolis, Maryland, the Spa Creek “Sleigh Ride,” which is more commonly called the Jolly Express Cruise, is a holiday boat event.
Instead of a normal snowy sleigh, this holiday ride is on the pretty boat Miss Anne, which is run by Watermark Journey. Christmas and reindeer decorations make the boat look like a wintry sled on Spa Creek every year.
The Jolly Express’s exact origins are not widely recorded online, but it is a holiday tradition in Annapolis that many people love and await every year. It usually runs from late November to December. The event combines maritime history with a holiday spirit, which attracts families, tourists, and locals.
On the 45-minute cruise, guests can enjoy Christmas music, hot cocoa, cozy blankets, and beautiful views of the historic waterfront. A costumed Captain Santa or Mrs. Claus usually steers the ship, and crew members share holiday joy with great service.
While blankets keep riders warm, the moderate voyage offers a unique view of Annapolis’ waterfront, lit up with winter lights and serene settings that are distinct but no less lovely than snowy inland rides.
Annapolis’ lovely tidal Spa Creek links the City Dock to the Chesapeake Bay. Its calm waters and beautiful shoreline, home to the U.S. Naval Academy, historic houses, and marinas, make it the perfect place for a holiday cruise.
Transforming a classic boat trip into a seasonal festive “sleigh ride” has helped the Jolly Express become a unique and fun winter activity that you have to try in the city’s holiday lineup.
What Makes the Spa Creek Sleigh Ride Unique?
The Spa Creek “Sleigh Ride,” officially called the Jolly Express Cruise, is a one-of-a-kind Annapolis holiday event that combines the beauty of the season with a view of the water. Instead of snow and sleds, this experience gives you holiday magic on the Miss Anne as it moves through the beautiful Spa Creek.
Scenic Views & Waterfront Beauty
The Jolly Express’s stunning perspective of Annapolis’s historic port is its best feature. The boat travels along Spa Creek at twilight, revealing houseboats, historic docks, and the lake’s winter reflections. This venue is slower and more private than events on busy streets, so holiday visitors who appreciate magnificent views and solitude will like it.
Holiday Decor & Festive Touches
The holiday-themed decorations and mood are what really make this cruise feel like a “sleigh ride.” The vessel is decorated with reindeer flair, lights, and other holiday touches that really make you feel like it is the season. Captain Santa or Mrs. Claus in costume is driving the boat, and someone on board is serving hot cocoa and spreading cheer. Blankets are also given to keep guests warm during the cold December sailings.
Festive Atmosphere & Onboard Experience
The Jolly Express is a fun, welcoming, and family-friendly place. The ride has holiday music playing, which adds to the relaxed conversations and laughter, as well as the sound of water hitting the boat. The free hot cocoa and happy music are just two of the many things that make riders feel like they are at a holiday party.
Special Features That Stand Out
- Intimate Cruise Format: The Jolly Express is not like a big holiday boat tour; it keeps groups small and personal.
- Private Charters: You can book the whole boat for a private event, which is great for family trips or small holiday parties.
- Supports Local Causes: A part of the ticket sales goes to Historic Annapolis, which makes the fun more focused on the community.
The Pros of the Spa Creek Sleigh Ride
The Jolly Express “Sleigh Ride” on Spa Creek is a great holiday activity in Annapolis because there are so many fun things about it. This 45-minute cruise brings the charm of the holidays in a relaxed environment. It is family-friendly and offers one-of-a-kind views of the water.
Perfect for Families and Groups
The Spa Creek sleigh ride is great for families and groups of all ages, which is one of its best features. The cruise is great for young kids, grandparents, and the whole family because it is cheap and goes at a slow pace.
When Captain Santa or Mrs. Claus is at the helm, kids are even happier, and it makes for great holiday memories. Larger private cruises are also available, making it appropriate for get-togethers with family, friends, or coworkers, as well as holiday parties.
Affordable & Accessible
The Jolly Express ride is a holiday event that does not cost much. Adults pay about $28, and kids 11 and under pay $15. The tickets include the trip and a free cup of hot cocoa. This is a great choice for people who want to have fun without spending a lot of money.
Relaxing and Low Energy
The sleigh ride is calm and easygoing, unlike busy tree lightings or long holiday parades. It is a great choice for anyone who wants to enjoy the holiday mood at a slow pace. On cooler nights, riders are kept warm with blankets, and Christmas music adds to the coziness on the Miss Anne.
Great for Photo Opportunities
There are a lot of chances to take great pictures on the cruise. For example, the ancient sites behind Annapolis, the boat with holiday decorations, and the lights reflecting on the water. People like to take pictures of their families in front of the beautiful Spa Creek, especially at dusk or sunset.
The Cons of the Spa Creek Sleigh Ride
Annapolis’s Jolly Express “Sleigh Ride” on Spa Creek is a popular holiday tradition, but there are a few issues that people who want to ride should think about before planning. Knowing these pitfalls can help you figure out if the experience fits your needs for the holiday.
Limited Availability
The Jolly Express runs during certain months, usually from late November to December, and only on certain days, like weekends and popular holiday dates. Since this is a short-term event with set times for when to leave, trips are not offered all year long or every evening.
What this means for you: You might miss out on your chosen time or date if you do not plan ahead or book early. Tickets may also stop being sold online early in the day, and there is no promise that people who walk up will be able to buy tickets.
Weather Dependent
The cruise goes on no matter what, but cold, windy, or wet weather can make it less comfortable for people on board. Even though blankets are given, cold December winds along Spa Creek can make the ride less fun for people who are not dressed warmly or ready for winter weather.
Crowds & Ticket Demand
Many sailings, especially those during busy family times and around Christmas, sell out quickly during this popular holiday event. This could mean that there are not many seats or that a lot of people are on the boat. If you wait too long to book, it might be hard to get tickets.
Less Customization for Regular Sailings
There is a set plan and way of doing things for general sailings. People who ride every day can not choose their own music or themed decor, but larger groups who want a private charter can.
Is the Spa Creek Sleigh Ride Worth the Hype?
When you are trying to figure out if the Jolly Express “Sleigh Ride” lives up to the hype, it is helpful to look at the whole experience, both the good parts and the bad ones. This way, you can decide if it is the right thing to include in your holiday plans.
The Jolly Express creates a fun and family-friendly holiday mood that many guests want. Instead of a sleigh covered in snow, guests enjoy the fun of a winter-themed cruise, as well as holiday music, hot cocoa, and beautiful views of Annapolis’s harbor. A lot of people say that they enjoy it and find it relaxing. They say that it is a fun practice and a great way to see the lights of the season from the water.
On the other hand, it is a short, seasonal experience, there are only sailings on certain days from November to December, and tickets sell out very quickly. Also, comfort and supply can be affected by cold weather and demand.
This sleigh trip is ideal:
- For families with kids who like Captain Santa at the wheel and the slow speed.
- Holiday visitors to Annapolis who want to do something special on the waterfront.
- Holiday lovers and companions who prefer peaceful seasonal activities and gorgeous scenery over crowded events
The Jolly Express is still a charming, pleasant, and memorable way to enjoy the season, even though it may not be a “must do” for everyone, especially those who prefer faster or indoor Christmas events. Annapolis’s water views, joyful ambiance, and family-friendly vibe attract tourists and locals over the holidays.
Tips for Making the Most of Your Spa Creek Sleigh Ride
Best Times to Go
- Early Evening Cruises: Booking a trip in the late afternoon or early evening lets you enjoy the last bit of daylight and the first bit of waterfront lights. This is the best time to take golden hour pictures and enjoy a cozy setting.
- Weekday Options: If they are available, going on a weekday usually means fewer people are around, which makes for a quieter, more relaxed experience.
- The Jolly Express only runs from late November to December, so it is best to book early to make sure you get the date and time you want. During holiday weekends, tickets often sell out fast when they are popular.
What to Bring
- Warm Layers: In December, it can get cold, even with blankets on board. Bring a warm jacket, gloves, and a hat.
- Camera or Phone: Take pictures of the holiday lights, the water, and the happy times with family or friends.
- Light Snacks: You can bring your own snacks for longer trips before or after the cruise, but tea is provided.
How to Book & What to Expect
- Reserve Online in Advance: To get your tickets ahead of time, go to the official Watermark Journey booking page.
- Arrive Early: To find a place to park and check in, you should plan to get to City Dock in Annapolis at least 15–20 minutes before you leave.
- Weather Prep: Check the weather and dress in layers. The cruise goes on no matter what, but wearing the right clothes makes sure you stay comfortable.
Alternative Activities Around Spa Creek
The Jolly Express “Sleigh Ride” is a fun way to see the waterfront, but if you’re looking for more activities around Spa Creek and greater Annapolis, there are plenty of year-round attractions, sights, and restaurants to enjoy before or after your cruise.
- Annapolis Harbor Tours: While the holiday events are over, you can still enjoy scenic tours of the harbor and Spa Creek. Get a chance to explore Annapolis’ rich maritime history and stunning waterfront views.
- Eastport Yacht Club Lights (Seasonal): Though the holiday boat light show has concluded for the year, the Eastport Yacht Club is still a great place to check out beautiful boats and explore the charming Eastport neighborhood.
- The Annapolis Arts District: Explore galleries, public art displays, and museums like the Maryland State House or the Annapolis Maritime Museum, all within walking distance of the waterfront.
- Downtown Annapolis: For a stroll through charming streets, visit the boutiques, coffee shops, and scenic parks that make Annapolis a picturesque spot year-round.
Great Restaurants & Dining Spots Near Spa Creek
After your ride on the sleigh, you can enjoy local food with beautiful views or cozy seats inside:
- Carrol’s Creek Café: Enjoy classic seafood and other Chesapeake dishes on the waterfront, which is great for a dinner with a view.
- Boatyard Bar & Grill: A relaxed spot with local favorites and crab cakes that have won awards.
- Osteria 177 & Iron Rooster: Italian and American comfort food choices just a short walk from City Dock.
- Chart House Prime: A fancy seafood and steak restaurant with great views of Spa Creek.
Other Local Things to Do
- Historic Annapolis Walking Tours: Take a guided tour of the beautiful old streets during the season.
- Quiet Waters Park: This park is a short drive away and has walks and beautiful views. It is a good place to get some exercise before dinner.
Conclusion
The Jolly Express “Sleigh Ride” is a fun, touching way to celebrate the season as Spa Creek’s holiday lights sparkle and Miss Anne sails. For children, couples, and travelers looking for a relaxing winter pastime, the holiday-themed cruise through Annapolis’s historic waterfront with live music is a unique experience.
Annapolis’ waterfront holiday tradition is great for visitors. Sleigh rides, local food, seasonal events, and stream sunsets may make your winter holiday special. Ideal for family memories.