Howl-O-Ween Doggy Costume Party | Events in Boston | Boat Tour | Events

Q: How can I participate in the contests?

Register upon arrival; entries are judged based on creativity and execution.

Read the full experience

Boston Harbor, a bustling waterway that defines the Massachusetts coast, hosts unforgettable events like the Howl-O-Ween Doggy Costume Party aboard Massachusetts Bay Lines. This 2-hour cruise offers a playful twist on outdoor adventure, blending festive fun with the scenic beauty of the historic harbor. As the boat glides past iconic sights such as the Boston Tea Party Ships & Museum and the skyline’s gleaming modern architecture, pups and owners alike revel in a lively social scene. The event stands out as a lively, family-friendly celebration that balances community spirit with the stunning backdrop of Boston’s waterfront. During the cruise, dogs and their humans don creative costumes, competing for prizes in a lighthearted contest that brings out the best in local pet owners. Treats and light entertainment keep the mood jovial, while a cash bar ensures members of the party can unwind and socialize. The event's uniqueness lies in its combination of outdoor water adventure, holiday cheer, and pet-friendly atmosphere, making it a highlight for families and dog lovers visiting Boston. This maritime gathering showcases the area's vibrant local culture and commitment to inclusive community events. The boat departs from Boston’s historic harbor, easily accessible from nearby downtown hotels and landmarks. Whether you're new to Boston’s waters or a seasoned local, this cruise offers a delightful way to enjoy the outdoors with your furry friends. The Boston Harbor setting provides a refreshing escape from routine, turning a typical harbor cruise into a celebration of autumn fun that’s perfect for dog owners seeking a memorable adventure. Join the party, enjoy the sights, and make new friends both canine and human—all while discovering what makes Boston Harbor one of the most lively and pet-friendly watersides in the region.

Trip highlights

Difficulty

easy.

Duration

2 hours.

Fitness level

No special fitness level required, but comfortable handling your dog is recommended.

Frequently asked questions

Are pets allowed on the cruise?

Yes, this event is designed to be pet-friendly, so dogs are welcome aboard.

Is there a dress code?

Costumes are encouraged but not mandatory; keep comfort in mind.

What should I bring for my dog?

Bring water, a leash, and any favorite toys or treats.

Can I join if I don’t have a dog?

This event is specifically for dog owners and their pets; non-pet guests may not be accommodated.

Is the event family-friendly?

Absolutely, it’s suitable for families and all pet lovers.

How can I participate in the contests?

Local insights

Wildlife

Seagulls
Harbor seals

History

Boston Harbor played a vital role in maritime trade since the 17th century and hosts numerous historic sites.

Conservation

The harbor is part of ongoing efforts to restore water quality and protect local marine life.

About Massachusetts Bay Lines

Massachusetts Bay Lines operates passenger cruises on Boston Harbor from Boston, Massachusetts. The company offers a variety of themed and timed cruises designed for sightseeing, relaxation, and special events. Key departures include the Boston Harbor Sunset Cruise, a 90-minute trip that showcases the city skyline and views of the historic USS Constitution while passengers enjoy snacks and beverages onboard. The Boston Harbor Moonlight Cruise is a 90-minute evening option that presents illuminated skyline vistas and allows guests to bring their own food; drinks are available onboard. Full Moon Cruises extend to approximately two hours for a serene moonlight experience with light snacks and a cash bar. For pet owners and dog lovers, the Howl-O-Ween Doggy Costume Party is a two-hour themed cruise where dogs and their owners can join costume contests, enjoy treats, and compete for prizes; a cash bar and light entertainment are provided. Massachusetts Bay Lines focuses on harbor-based sightseeing and specialty cruises within the Boston Harbor area. Routes and durations are centered on harbor landmarks and city views, providing passengers with photographic opportunities of the skyline and maritime history. Onboard amenities vary by trip but include snacks, beverages, and cash bar options as noted. Reservations are organized per cruise type and duration. As a Boston-based operator, Massachusetts Bay Lines presents accessible harbor experiences suitable for visitors seeking sunset, moonlight, full moon, or seasonal dog-friendly cruises. Schedules, ticketing details, accessibility information, and boarding locations are available through Massachusetts Bay Lines' official booking channels and seasonal schedule updates online.

Base locationBoston, Massachusetts

Tours offered4+

Specialty

Adventure tips

Arrive early for parkingSecure your spot early as downtown Boston can get busy during events.

Bring dog essentialsCarry water, handlers, and treats to keep your pup comfortable during the event.

Dress for the weatherCheck the forecast and bring appropriate costumes and gear for outdoor waterside fun.

Participate in costume contestsGet creative and join our friendly competitions for a chance to win prizes!

Recommended gear

Dog harness and leash: Ensure your dog’s safety and comfort while on the boat.
Weather-appropriate clothing: Stay warm and dry during your outdoor harbor cruise.
Costume accessories: Show off your dog’s Halloween costume during the contest.
Water and treats for your dog: Keep your pup hydrated and happy throughout the cruise.