Provincetown Harbor with Monument decorated for Holidays

Provincetown Harbor with Monument decorated for Holidays

“Why is that tower there?” is probably one of the most often asked questions by children visiting PTown for the first time. “That tower” rising high above Provincetown is the Pilgrim Monument which commemorates that the Pilgrims landed in Provincetown BEFORE they eventually headed to Plymouth for permanent residence. Kids love to climb the monument for unparalleled views of the outermost points of Cape Cod.

While the Pilgrim Monument is the most visible attraction for families in PTown, a variety of very unique land activities await parents, teens and kids. Some of these include a pirate museum, dune tours, shops that appeal to kids of all ages, and a children’s section of the library that has a full-sized ship in the middle of it! Don’t miss hidden gem Beech Forest, with its short and gentle walking trails. Since Provincetown is 40 miles out into the Atlantic Ocean, it is a migratory bird stop; Beech Forest is one the birds’ favorite spots and it might just end up being one of yours!

Provincetown has 2 wonderful playgrounds: East End Mildred Greensfelder Playground, intersection of Bradford and Howland Street and West End Chelsea Memorial Playground, intersection of West Vine and Bradford Street. Also kids love our Provincetown Skate Park, intersection of Jerome Smith and Shank Painter Road, located in parking lot across from VFW. Please note: kids must register before using at Community Center, 2 Mayflower St
Provincetown, MA 02657, 508 487-7097; hours Monday – Thursday 9am – 8pm, Friday 9am – 5pm. Helmets are required.

For more information visit Provincetown-MA.gov website Provincetown-MA.gov
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icon for Family GuideThere are many Provincetown businesses with rich offerings for all Kids, little ones and older. For more information about businesses listed below simply click on the business name.


Race Point Lighthouse

 Kid Friendly  Waterfront

Two houses, Keeper’s house and Whistle house, located within the Cape Cod National Seashore. The Race Point properties are maintained by the Cape Cod Chapter of the American Lighthouse Foundation. The Cape Cod Chapter of the American Lighthouse Foundation is a non-profit organization made up of volunteer members whose mission is the restoration and preservation of Race Point Lighthouse, the Keeper’s House, the Whistle House, the Oil House, and Wood End and Long Point Lighthouses.

Call and make a reservation to stay at Race Point. You won’t be disappointed! Many amenities, meticulously restored. Surrounded by miles of unspoiled beach with panoramic views of the ocean. Room(s) are available in the Keeper’s House for 1 to 4 night stays. The Whistle House is available on a Saturday-to-Saturday basis, but is now offered for as few as two nights! (Restrictions will apply for any occupancy less than seven days. Contact us at: 1-855-722-3959 for complete details.) You will need your own four-wheel drive vehicle and an National Park Service oversand permit in order to stay in the Whistle House.

PO Box 565, Rockland, ME 04841

Pilgrim Monument & Provincetown Museum (PMPM)

 Kid Friendly  Waterfront  Handicapped Accessible  Art  Shopping  Weddings

The Pilgrim Monument commemorates the first landing of the Mayflower Pilgrims in 1620 in Provincetown Harbor where they wrote and signed the Mayflower Compact, the first written declaration of a democratic commonwealth.

At 252-feet, 7.5 inches tall and 353 feet above sea level, it is the tallest all-granite structure in the U.S. and includes 60 ramps and 116 steps.

The Monument is designed to resemble Torre Del Mangia, a 14th century tower in Siena, Italy, and is of the Italian Renaissance order of architecture.

The Museum collects, preserves, interprets, researches, exhibits, and publishes archival historical materials and exhibit materials depicting important events of Provincetown history.

April 1, the Pilgrim Monument and Provincetown Museum will open for the 2023 Season.

1 High Pole Hill Road, Provincetown, MA, 02657-1406

Provincetown Art Association & Museum (PAAM)

 Open Year Round  Kid Friendly  Music  Handicapped Accessible  Art  Shopping

Anchoring the arts on Cape Cod for over 100 years, the objects and purposes of this association shall be to promote and cultivate the practice and appreciation of all branches of the fine arts, to assemble and maintain in the town of Provincetown and environs a collection of works of art of merit, to hold exhibitions, and by forums, concerts and similar activities to promote education of the public in the arts and social intercourse between artists and laymen. To these ends it shall operate strictly within its charter as a nonprofit, education, artistic and cultural organization.
460 Commercial Street, Provincetown, MA, 02657

Cee Jay Corp., Fishing Parties

 Pet Friendly  Kid Friendly  Waterfront  Fishing

A fishing tradition in Provincetown since 1932. 4 hours of fun & thrills. For fisherman of all ages & skills. Morning & afternoon trips. In-season night trips.
MacMillan Pier, Provincetown, MA, 02657

Flyer’s Boat Rental & Boat Shop, Inc.

 Pet Friendly  Kid Friendly  Waterfront  Fishing  Parking  Professional Services  Weddings

Boat rentals from luxury pontoon boats, skiffs, small sail boats to kayaks and paddle boards.

Moorings with launch service, Long Point Shuttle to tip of the Cape, sailing lessons, seal tours in high season, parties and cruises.

Hold special events on the water: sunset cruises, weddings, memorial services or fun parties. Boats hold from 2 to 39 passengers.

Flyer’s has been a working boatyard for more than 66 years, with experience in repairs on vessels and their engines ranging from 80ft wooden fishing draggers to 6ft fiberglass dinghies.

We also offer mechanical services and winter small boat storage.

P.O. Box 561, 131A Commercial Street, Provincetown, MA, 02657

West End Racing Children’s Community Sailing (WERCCS)

 Kid Friendly  Waterfront

Sailing program for children ages 8 – 14. We provide low-cost, affordable instruction in sailing and sailboat racing in a fun and safe environment to children in Provincetown and Truro.

The West End Racing Children’s Community Sailing (WERCCS) non-profit organization offers children’s sailing program for ages 8-14 providing lessons and equipment for a seasonal registration fee of $100.

The program is open to both residents and visitors from Provincetown and Truro. There will be a program instructor and assistant instructors on duty at all times. Regular hours are 9-noon and 1-4 pm weekdays in July and August varying with the weather and tides.

Children must be able to swim unassisted for a distance of 100 feet. Parents/guardians must register children in person at the WERCCS.

83 Commercial Street, Provincetown, MA, 02657

Center for Coastal Studies

 Open Year Round  Kid Friendly  Waterfront  Fishing  Parking  Whale Watching

For over 40 years, the Center for Coastal Studies has served as Provincetown’s hometown organization for coastal and marine environmental awareness, research, and education, yet enjoys an international reputation for its extensive research on the humpback whale that is the basis of the town’s whale watching industry, and the critically endangered North Atlantic right whale that visits our waters January-May.

The Center is a pioneer in marine animal disentanglement, regional water quality monitoring, high resolution seafloor mapping, seal and fisheries research, marine debris and marine plastics studies, and some of the earliest and ongoing studies of land-sea interaction.

The Center’s newly renovated Hiebert Marine Laboratory is open year-round and features the only large whale skeleton on Cape Cod, that of Spinnaker, a 37-foot humpback whale who died of entanglement in 2015, as well as specialty books on marine science for sale. We also offer field walks, educational programs, beautifully designed apparel at our kiosk on MacMillan Pier in season, and the popular winter lecture series at Napi’s the last Wednesday of the month, October—May.

5 Holway Avenue, Provincetown, MA, 02657

Provincetown Public Library

 Open Year Round  Kid Friendly  Handicapped Accessible

Located downtown on Commercial Street, the Library is both a literal and metaphorical center of the Provincetown community, housing nearly 40,000 items, more than 30 works of art from the Town’s Art Collection, and the Rose Dorothea Schooner model.

The second floor hosts a wonderful childrens section. It is well worth a visit upstairs for all ages to view the incredible full size fishing boat which won the famous Lipton Cup race in the early 1900’s!

Please note: Although the building is closed to the public, the Library staff is here offering street-side pick up of library material, printing, personal browsing, help with electronic resources, and more! To utilize any of these services email [email protected] OR call 508 487-7094 during regular library hours.

Mondays & Fridays: 10 am – 5 pm
Tuesdays, Wednesday, Thursdays: 10 am – 8 pm
Saturdays & Sundays: 1 pm – 5 pm

356 Commercial Street, Provincetown, MA, 02657

PTown Bikes

 Kid Friendly  Parking  Professional Services  Shopping  Bicycle

Provincetown’s most comprehensive bike shop. Over 650 TREK & SPECIALIZED rental bikes. Great selection of new and used bikes, accessories, and clothing. Free Parking. Online reservations at PtownBikes.com (3 day min). VISA/MC, DISC, AMEX
42 Bradford Street, Provincetown, MA, 02657

Provincetown Ghost Tours

Pilgrims, Pirates and People of the Past fill the sights and sounds of this historical walking tour.

90 minute walking tours depart nightly at 9pm (Summer) and at 8pm (Fall).

Call to make reservations. Tickets at the Coffee Pot, 315 Commercial Street.

315 Commercial Street on Lopes Square, Provincetown, MA, 02657
508 487-4810

Boston Harbor Cruises

 Pet Friendly  Kid Friendly  Waterfront  Handicapped Accessible  Transportation  Whale Watching  Bicycle

High speed passenger ferry service between Boston & Provincetown May-October. Check our web site for ferry schedule and pricing, whale watching and private events information.
MacMillan Pier, Provincetown, MA, 02657

Dog Gone Sailing Charters

 Pet Friendly  Kid Friendly  Waterfront  Weddings

Sailing charter business that Sails from May 15 till October 15. We love and take dogs. Sailing charters are Sunrise to/and sunset including shrimp sail 1.5-2 hours,1/2 day and full/day are private. We take up to 6 passengers. The Captain can marry you and bury your beloved. Flexible and love to make request and special events happen for you.
P.O. Box 722, MacMillan Pier slip #8, Provincetown, MA 02657

Dolphin Fleet Whale Watch

 Kid Friendly  Waterfront  Martini  Shopping  Whale Watching  Dining

Dolphin Fleet started whale watching on the East Coast in 1975 taking passengers of all ages to see magnificent whales. Today all trips are designed to enhance awareness of whales, marine life and habitat that surrounds Cape Cod. We have highly trained Captains and Naturalists. The cabins are heated and air-cooled with food service; breakfast, lunch, snacks, soda, beer and cocktails available.
307 Commercial Street, Provincetown, MA, 02657

The Bike Shack

 Kid Friendly  Parking  Professional Services  Shopping  Bicycle

ebike & Bike Rentals, Repairs and Sales
Open Year Round 7 days a week:
8am-8pm June thru October
9am-6pm November thru May.

We have the largest fleet in Provincetown with 527 bikes which includes 112 ebikes. We are renting the best bikes at the lowest cost and we offer free parking for daily renters on a first come first serve basis.

Bike Shack Rentals include: a bike of your choice, a map (of Province Lands Bike Trails which covers the best trails in the USA), lock, helmet, basket, rear rack, front and rear lights. Every BIKE SHACK rental bike is inspected before being issued to the customer and when necessary re-tuned on return guaranteeing flawless performance. We want you to thoroughly enjoy your biking experience. Our shop is actually the closest to the trails and we offer free parking on first come first serve basis.

Our in-house mechanic is the owner Liz Athineos. Liz attended the United Bike Institute in Portland Oregon and is fully trained to service bikes and she challenges you to bring in your troubled bike to see what she can do for you at a reasonable price. No repairs are too big or too small. We stock a variety of tubes, tires, wheels, many bicycles parts and accessories. If we don’t have the part we can order it and have it within 2-3 days. We sell and rent Giant & Avocado ebikes which are the best ebikes on the market today. We rent Mountain Bikes, Comfort Hybrid Bikes, Beach Cruisers, Off Road, On Road, Child Trailers, Dog Trailers, Tag-Alongs, in various sizes for adults & children. Come in and see our line of high-end sunglasses: Smith & Sun Cloud at 20% off.

We welcome your business and know you will be happy you came here.

63 Shank Painter Road, Provincetown, MA, 02657

Gale Force Beach Market & Bike Rentals

 Pet Friendly  Kid Friendly  Handicapped Accessible  Parking  Professional Services  Shopping  Bicycle

Gale Force Bikes is the only bike shop in Provincetown with direct access to the bike trails.

Conveniently located closest to the bike trails and the beach at Herring Cove. Free parking available for hourly rentals. Open 7 days a week from April through October.

Offering the widest selection of Cannondale rental bicycles including hybrids, comfort bikes, road bikes, fat-tire sand bikes, mountain bikes, tandems, tag-alongs, child trailers, pet trailers, and one speed or multi-speed beach cruisers. All rentals include a lock, helmet, headlight and taillight. Advanced reservations suggested for July and August and can be made online or on the phone.

We sell new and used Cannondale, Schwinn and GT bikes. Our experienced mechanics perform all manner of bicycle repairs and service including tune-ups and flat repair.

Guided bike tours available in season.

We offer sandwiches, beverages, beach supplies and convenience items from our Beach Market and sandwich shop. Wheelchair accessible.

144 Bradford Street Ext., Provincetown, MA, 02657

Provincetown Aquasports

 Kid Friendly  Waterfront  Shopping

Kayak, stand up paddleboard and surf board sales and rentals. Guided kayak and paddleboard tours. Beach store. Paddleboard yoga. Beach and watersport activities. Boat rental.
333R Commercial Street, Provincetown, MA, 02657

Highland House Museum

 Kid Friendly  Music  Handicapped Accessible  Art  Parking

The museum is located right next to the Highland Light. The building was once a summer resort hotel which was built in 1907. We have exhibits that highlight Truro and the Lower Cape’s history including Shipwrecks and Native Americans. We offer many free events throughout the summer which includes our Wednesday evening talks and concerts.

Open June to September, Monday to Saturday: 10am to 4:30pm.

You can learn more from our website www.trurohistoricalsociety.org.

6 Highland Light Road North Truro, MA 02652

Captain’s Choice

 Kid Friendly  Handicapped Accessible  Fishing  Parking  Dining

At Captain’s Choice we pride ourselves on being a true sea-to-table eatery specializing in food that speaks of Cape Cod.

Our menu features fresh fish, shellfish and more from ​Cape Tip Seafood. Our Know-How Comes From Those Who Knew How!

Close to Beach Point 6A motels and just a couple of miles from Provincetown.

Open for lunch and dinner. Inside and outside seating. Parking!​

4 Highland Road, North Truro, MA, 02652

Captain John Boats Provincetown Whale Watch

 Waterfront  Martini  Whale Watching  Dining

You’ll be thrilled at the sight of the great whales of North Atlantic: Humpback, Finback, Minke, Right and Pilot whales.

A first class on the water experience narrated by our talented naturalists who provide exciting commentary about each marine habitat and species you may encounter on the trip. Food, beverage and bar service available on board.

Our boats ensure optimal comfort and enjoyment for all passengers. Departs daily at noon daily in July and August.

Tickets can be purchased online at captjohn.com or visit us at our ticket booth on MacMillan Wharf.

MacMillan Pier, Provincetown, MA, 02657

Sidekicks Travel

 Kid Friendly  Shopping

Our products make travels and every day adventures creative, fun and filled with memories.

Sidekicks Travel

Toys & Family Travel Essentials. Activities and items that help children learn, build, create, pretend, draw, etc.

Our products make travels and every day adventures creative, fun and filled with memories. After starting a kid’s travel store in 2016, we’re excited to now be able to offer baby and beach gear rentals! And always ready to chat about travel with families on vacation or preparing to travel and ready to answer questions or provide family friendly ideas on things to do or places to go.

If you are looking for something we don’t have, please contact us we’ll try to do whatever we can to make your travel feel like a vacation.

368a Commercial Street, Provincetown, MA, 02657

Beth Ann Boat Excursions

 Photo Gallery  Kid Friendly  Waterfront  Whale Watching

Beth Ann Boat Excursions operates off of MacMillan Pier, has two spacious boats, and offers a variety of types of trips. Our two boats can accommodate up to six passengers, have sound systems, refrigerators for your food and drink, and full size bathrooms. Choose between the 38 foot Beth Ann, our flagship, which has multiple relaxation areas and an upper deck, or the 29 foot Bethie, a boat reminiscent of the old cruising boats of Newport, Rhode Island.

We offer a number of fishing trips – for striped bass, bluefish, and even tuna. We supply all the equipment you need, help you along if you are new to fishing, and fillet your catch for that nights dinner. We have all day, half day and a shorter condensed trips so we can fit into whatever your schedule dictates.

Whale watching, Beth Ann Boat Excursions, and Provincetown go hand in hand, and we offer you the opportunity to see these tremendous mammals up close and personal, but without the 250 other people you contend with on the big boats. We go where the whales are, and if we have to go a little further and stay out a little longer to give you a fantastic experience we will.

Looking for something different? Try our two hour Harbor or Sunset cruises, or thrill your kids with the Kids Sea Creature cruise. Or go bigger, and join us on our quest to find and watch the predator of the sea, the Great White Shark!

Our half day Fun in the Sun trip lets you enjoy the water and the beach without the crowds. Jump aboard, and before you know it we will be anchored within wading distance to the beach of your choice. Stay on the boat basking in the sun and taking the occasional refreshing dip in the sea, and listen to the tunes with your favorite drink and cuisine of choice.

MacMilan Pier, Provincetown, MA, 02657

Atlantic White Shark Conservancy

 Kid Friendly  Waterfront  Handicapped Accessible  Shopping

Awareness inspires conservation: AWSC’s second outreach facility, Shark Center Provincetown, is the perfect place to be inspired by great white sharks. With a focus on research, education, and public safety, visitors of all ages can explore hands-on, interactive exhibits and dive into the world of our local apex predators.

The Shark Center caters to all shark-enthusiasts – making a visit the perfect activity for kids – rainy days included!

16 MacMillan Wharf, Provincetown, MA, 02657

Capt. Ralph & F.V. Odysea

 Kid Friendly  Waterfront  Fishing  Whale Watching

Come aboard with Capt. Ralph to ride the Odysea.

Take a Boat Ride or Fishing Trip with Captain Ralph on the famous FV Odysea as seen on seasons 1, 2, 3 and 8 of National Geographic’s hit TV Show Wicked Tuna.

Provincetown Boat Rides for Fishing, Whale, Great White Shark and Seal Watching and Sightseeing and Sunset Cruises. Bring the whole family! Kick up your Summer vacation with a Cape Cod boat ride aboard the Odysea.

No vacation is complete without Provincetown boat rides. Schedule a stop in beautiful Cape Cod for an exciting trip across the beautiful waters of the Atlantic. At the helm is Brooklyn native Ralph Wilkins, the Captain of the Odysea,
a Cape Cod fishing and charter boat in Provincetown, Massachusetts.

The Odysea offers families, kids and small groups a memorable trip aboard the Odysea, including charter fishing trips, whale watching expeditions, sunset cruises, and sightseeing trips out of Provincetown, Massachusetts.
Booking trips everyday starting in spring, through summer, and ending late in the fall season.

MacMillan Pier

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