Howl O Ween Doggy Costume Party Cruise

If you’re looking for a fun, festive way to celebrate Halloween in Boston that includes your four-legged friends, the Howl O Ween Doggy Costume Party Cruise might just be your next favorite outing. This two-hour water adventure combines adorable costumes, stunning city views, and a lively DJ atmosphere — all tailored for humans and their pups alike.

One of the things we love about this cruise is how it transforms a simple boat ride into a playful party. The chance to parade your pet in their best costume while taking in iconic Boston sights is a real highlight. That said, it’s worth noting that the ticket price covers the experience itself, with drinks and snacks available for purchase, so bringing a little extra cash for refreshments is a good idea.

This cruise is best suited for pet lovers who want to combine a love of Boston’s scenery with some Halloween fun. If your dog is friendly and comfortable around others, and you enjoy lively, social outings, this event could be a perfect fit. However, those looking for a more serious historical tour or a relaxing water cruise without the costume party might want to consider other options.

Key Points

• Family-friendly and pet-inclusive: Welcomes dogs and their owners for a playful day on the water.
• Scenic Boston views: Pass by major landmarks like the USS Constitution, Old North Church, and the Fish Pier.
• Fun Halloween festivities: Costumed parade, DJ with music, and raffle prizes add lively energy.
• Cost-effective price: At just over $30, the experience offers good value for a two-hour boat ride filled with entertainment.
• Refreshments available: Snacks and drinks are for sale; cash only, so come prepared.
• Limited group size: Max of 120 people, ensuring a lively but manageable crowd.

An In-Depth Look at the Experience

The Howl O Ween Doggy Costume Party Cruise kicks off at 60 Rowes Wharf in Boston, a convenient location near public transportation, making access straightforward. The cruise lasts approximately two hours, offering plenty of time to enjoy the sights and festivities without feeling rushed.

The Itinerary: What to Expect

First Stop: Landmarks Along the Waterway
As the boat departs, you’ll pass by notable sites such as the Federal Courthouse, the Institute of Contemporary Art, and the busy Fish Pier. These views provide a strong sense of Boston’s vibrant waterfront life. The vessel cruises through the reserve channel, where cruise ships dock, giving passengers a sense of the city’s bustling maritime activity.

Second Stop: Up Close to the Air Traffic
One of the unique features of this cruise is catching airplanes taking off and landing right over the boat, offering a thrilling perspective on Boston’s airport operations. This close-up view is particularly exciting for kids and aviation enthusiasts.

Third Stop: Historic Landmarks
The boat passes the USS Constitution at the Charlestown Navy Yard, giving a clear view of the oldest commissioned ship in the US Navy. The sight of this historic vessel, combined with the surrounding navy yard, adds an authentic touch of maritime history to your experience.

Fourth Stop: Iconic Boston Sights
As the boat continues its circuit, you’ll pass the US Coast Guard base, the Old North Church, and even catch a glimpse of Paul Revere’s famous ride. These views stitch together a visual narrative of Boston’s colonial past, even within the lively party atmosphere.

The Festivities and Atmosphere

The event is hosted by DJ Skoolyahd from the Liberty Hotel Yappy Hour, setting a fun, energetic tone with music and announcements. Expect to see plenty of dogs in creative costumes, from adorable pups dressed as witches and ghosts to more elaborate themed outfits. Participants often enjoy taking photos, with the boat’s backdrop of Boston’s skyline providing a picturesque setting.

Raffle prizes add an extra layer of excitement, though the main focus remains on celebrating Halloween with furry friends. The atmosphere is casual and welcoming, making it easy to mingle with other dog lovers.

Snacks, Beverages, and Additional Tips

While alcoholic drinks are not included, snacks and beverages are available for purchase on board — just remember, cash only. It’s wise to bring some extra cash for drinks if you want to sip something during the cruise. The boat’s layout ensures good viewing angles for all, and the lively music keeps the mood upbeat.

Practical Details and Considerations

The cruise departs at 2:00 pm, giving you ample afternoon to enjoy the event before evening sets in. The meeting point at Rowes Wharf is easy to find, and the activity is suitable for most travelers, including service animals.

With a maximum capacity of 120 travelers, it maintains an intimate vibe despite being a popular event. Coming prepared with your dog’s costume, some cash for snacks, and a camera will ensure you’re ready for a fun-filled, memorable outing.

Why This Experience Might Be Right for You

If you’re looking for a lighthearted Halloween event that includes your pet, this cruise offers a perfect mix of scenic views and festive fun. It’s especially appealing if you enjoy being outdoors on the water and want to see Boston from a different perspective. The two-hour duration makes it manageable for most schedules, and the casual atmosphere means you won’t feel overwhelmed.

However, if you’re seeking a more serious historical tour or an activity without costumes and parties, you might prefer other Boston experiences. Nonetheless, for pet lovers and families eager to celebrate Halloween in a playful, scenic setting, this cruise hits the right notes.

The Sum Up

The Howl O Ween Doggy Costume Party Cruise offers a charming way to enjoy Boston’s waterfront with your furry friend, blending iconic sights with Halloween fun. At a reasonable price, the two-hour journey delivers stunning views of historic landmarks, the unique experience of watching planes over the city, and a lively, pet-friendly atmosphere. It’s a fantastic option for dog owners who want to combine sightseeing with celebration.

While snacks and drinks aren’t included, paying for refreshments on board is straightforward, and the overall experience provides great value for a fun, memorable afternoon. The cruise’s compact size and friendly vibe make it perfect for pet lovers seeking a relaxed yet lively outing.

If you’re in Boston during Halloween and want to celebrate with your pup in a lively, scenic way, this event is worth considering. It balances entertainment, iconic vistas, and a sense of community among pet enthusiasts, creating a truly unique holiday experience.

FAQ

Is this cruise suitable for all dogs?
Most dogs are welcome, especially if they are comfortable around other animals and people. Service animals are allowed as well.

Do I need to bring anything special?
Bring your dog’s costume, some cash for snacks and drinks, and a camera for capturing the fun moments. Dress appropriately for weather, as it’s an outdoor water activity.

How long does the cruise last?
The experience is approximately two hours, giving enough time to enjoy the sights and festivities without it feeling too long.

Is there any age restriction?
Most travelers can participate, but this is primarily a pet-friendly event, so it’s best suited for those comfortable around dogs and other participants.

What are the main landmarks I’ll see?
You’ll pass the Federal Courthouse, ICA, Fish Pier, USS Constitution, Old North Church, and the US Coast Guard base, among others.

Are food and drinks included?
No, snacks and beverages are available for sale, and payment is cash only.

What is the group size?
The cruise can host up to 120 travelers, maintaining a lively but manageable atmosphere.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours before the event for a full refund, free of charge.

This two-hour celebration is perfect for pet lovers and families wanting to enjoy Boston’s scenic views while celebrating Halloween with their furry friends. Whether you’re here for the costumes, the views, or just a fun afternoon, this cruise offers a memorable, pet-friendly twist on holiday festivities.