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!

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.


Aqua Portraits by Sam

 Kid Friendly  Waterfront

On your next trip to Provincetown, Massachusetts, make it memorable. Work with video artist Sam Smiley to create a vibrant and colorful video portrait with water. You create your portrait by playing with the surface of shallow water. Your portrait is captured and edited on video and placed in a beautiful brushed aluminum picture frame. Group portraits, solo portraits family portraits, or your partner and you – or your best dog friend and you!
132 Commercial Street, Provincetown, MA, 02657
617 440-5971, 617 440-5971

Blue Claw Boat Tours & Seal Watching

 Kid Friendly  Waterfront

Welcome Aboard! We cruise daily in season from Nauset Marina in East Orleans thru Pleasant Bay to Chatham Harbor. Our fully narrated Seal Watch Adventure Cruises are filled with humor and historical facts including stories of Pilgrims, Pirates, Seals, Sharks, Shipwrecks and Buried Treasure. We have three Sea Blue USCG certified boats to carry the whole family in comfort to visit Seal Colonies, Beachcomb on an island, view a glorious Pleasant Bay Sunset or enjoy a magical Full Moon rising over Nauset Beach. We can also tailor a Private Custom Cruise just for you. All of our tours are in Bay and Harbor waters, suitable for the whole family to enjoy. Join us for a memory making adventure aboard Blue Claw Boat Tours!
Nauset Marina, 235 Main Street, Orleans, MA, 02653
508 240-5783

Cape Colony Inn

Last Minute Availability  Photo Gallery  Pet Friendly  Kid Friendly  Pool

Cape Colony Inn offers the most comfortable beds and the best value in Provincetown. Just two blocks from the Public Beach, with 57 Newly Renovated and immaculate rooms, CCI features Simmons Beautyrest Pillowtop Mattresses & Pacific Coast Pillows, Air Conditioning, Heated Pool, Complimentary Wifi & Breakfast including Fresh Belgian Waffles, Fresh Fruit, Yogurt, Cereal, Coffee, Juices, Pastries, and more. A unique photograph adorns each room taken by local photographers, of their favorite outer cape spots. Beds are triple sheeted with comforters and each room furnished with a new Flat Screen TV, Keurig Brewing Machines, Mini Refrigerator with separate freezer, Microwave, Clock Radios, Spa 360 Personal Products, Iron/Board, Hair Dryer and more. Outdoor Grill, Picnic & Games Area features Weber Gas Grills, Picnic Tables, Volley Ball, Ping Pong, Shuffle Board & Horseshoe Pit. An onsite Coin Operated Washer & Dryer is available for guests. Complimentary off street parking, just a short scenic walk to shops, galleries, restaurants, & clubs.
280 Bradford Street, Provincetown, MA, 02657
508-487-1755, 800-841-6716

Captain Ralph Wilkins FV ODYSEA

 Kid Friendly  Waterfront  Fishing  Whale Watching

CHARTER fishing trips for adults and kids: Stripped Bass, Tuna. CRUISES: Sunset, Lighthouse, Whale Watch
MacMillan Pier, Provincetown, MA, 02657
917 440-0934

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
800 675-6723, 508 487-4330

Chequessett Golf, Tennis & Sailing Club

 Kid Friendly  Waterfront

Whether you live on the Cape or are here on vacation stop by Chequessett Yacht & Country Club, located on the picturesque Wellfleet Bay, to enjoy golf, tennis, or sailing. We offer short and long-term memberships depending upon your interests and time. We are also open to the public! Our Pros are always eager to share their experience and knowledge with you through private lessons or clinics. During the summer we offer a popular kids camp that will disconnect your children from technology and get them excited about golf, tennis, and sailing. We are a premier waterfront destination for your Wedding or event. Our bayside boathouse couldn’t get your reception any closer to the water and our private beach will be perfect for your ceremony!
680 Chequessett Neck Road, Wellfleet, MA, 02667
508 349-3704

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
508 566-0410

Dolphin Fleet Whale Watch

 Kid Friendly  Waterfront  Martini  Whale Watching

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
800 826-9300, 508 240-3636

Flyer’s Boat Rental & Boat Shop, Inc.

 Pet Friendly  Kid Friendly  Waterfront  Fishing  Weddings

Flyers Boat Rentals

Boat rentals, mooring, Long Point Shuttle, sailing lessons, parties and cruises. 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. Hold special events on the water: sunsets, weddings, memorial services or fun parties. Boats hold from 2 to 39 passengers.
P.O. Box 561, 131A Commercial Street, Provincetown, MA, 02657
508 487-0898

Gale Force Beach Market & Bike Rentals

 Pet Friendly  Kid Friendly  Parking  Shopping

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.
144 Bradford Street Ext., Provincetown, MA, 02657
508 487-4849

Ginny G Fishing Trips & Private Whale Watch

 Pet Friendly  Kid Friendly  Waterfront  Fishing  Whale Watching

We are the longest running 6 pack charter boat on MacMillan Pier in business for 17 years. The Ginny G is a very comfortable with a heated cabin and full size head (bathroom) and full galley with wash up sink. You are welcome to bring your Captain approved pet with you. You need only bring whatever you want to eat or drink. Don’t forget the sunscreen, sunglasses, camera. Be sure to dress accordingly with extra clothing for the weather when on a boat. Ask about our Combo fishing and whale watching trips and Lobster trips by request. For fishing trips we supply all of the finest gear for your fishing needs. You will need a cooler to put the fish in after we fillet and bag the fish for you. Our catch rate is very high! If the fish are there and biting … we will get them! Private Whale Watching: If you do not want to fight the crowds on the bigger boats we offer private whale watching trips. The whales are usually in the Provincetown area from early spring to October. You may see humpback, finback, minke, right whales and pilot whales. Be sure to see these wonderful creatures.
MacMillan Pier #7, Provincetown, MA, 02657
508 246-3656

Highland House Museum

 Kid Friendly  Music  Art

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 1 to September 30, 2016, Monday to Saturday: 10:00AM to 4:30PM. You can learn more from our website www.trurohistoricalsociety.org.
6 Highland Light Road North Truro, MA 02652
508 487-3397

Highland Lighthouse and Keepers Store

 Kid Friendly  Waterfront  Shopping

Cape Cod Light

Cape Cod’s oldest lighthouse, locally known as the Highland Light, is officially named “Cape Cod Light” on the NOAA nautical chart for the region. It sits perched 120 feet above the ocean in the Highlands of Truro. Its beam shines 174 ft. above sea level to give mariners warning of the treacherous sandbars off this shore. The Highland Lighthouse is a major attraction for visitors to Cape Cod. 48″ height requirement for children. Keepers Store is handicapped accessible.
27 Highland Light Road, North Truro, MA, 02652
508 487-1121

Kalmar Nyckel Tall Ship

 Kid Friendly  Waterfront

Enjoy a tall ship sailing adventure in Provincetown on Kalmar Nyckel, Tall Ship of Delaware. Public sails will be available in July. Kalmar Nyckel is an authentic re-creation of a 17th century Dutch vessel, one of America’s pioneering Tall Ships that brought some of the earliest settlers to the colonies. For reservations, please visit www.kalmarnyckel.org/BookASail.asp or call 302 429-7447 for more information. Ticket prices are $60/adult and $40/children under 18.
MacMillan Pier, Provincetown, MA, 02657
302 429-7447

Mayflower Trolley

 Kid Friendly  Weddings

Seasonal May-October, daily sightseeing tours, private charters for wedding and group events. Visit us at www.mayflowertrolley.com for more information and online ticketing.
Provincetown, MA, 02657
508 487-TOUR (8687), 617 748-1435

Pilgrim Monument & Provincetown Museum (PMPM)

 Kid Friendly  Waterfront  Art  Shopping  Weddings

Pilgrim Monument and Provincetown Museum

Pilgrim Monument and Provincetown Museum commemorates the first landfall of the Mayflower Pilgrims in Provincetown in 1620 where wrote and signed the Mayflower Compact. Visitors can climb the 252-foot monument for the most spectacular view on Cape Cod. The Museum provides visitors with a compelling presentation of Provincetown’s rich cultural heritage and special exhibitions and programs.
1 High Pole Hill Road, Provincetown, MA, 02657-1406
508 487-1310

Provincetown Aquasports

 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
508 413-9563

Provincetown Ghost Tours

 Kid Friendly

Nightly walking tours of Provincetown. Call to make reservations. Tickets at the Coffee Pot, 315 Commercial Street.
315 Commercial Street on Lopes Square, Provincetown, MA, 02657
508-487-4810

Provincetown Parasail

 Kid Friendly  Waterfront

600, 800, 1000 AND 1200 FOOT PARASAIL RIDES! Booth 8W on MacMillan Wharf. All ages welcome. Reservations Recommended. Stop by and check out “Jeanie” the 50 MPH Parasail Boat!
Slip 8W, MacMillan Wharf, Provincetown, MA, 02657
865 243-0455

Provincetown Trolley

 Kid Friendly

Provincetown Trolley is celebrating our 28th year.

We welcome you to Provincetown, the shining jewel of Cape Cod. Provincetown Trolley will take you on a 40-minute narrated tour of Provincetown, the first landing place of the Pilgrims. You will travel Commercial Street, the art district, hundreds of boutiques, and beautiful Cape Cod homes. See panoramic views of Provincetown Harbor (the 2nd largest natural harbor in the world), Cape Cod Bay, and magnificent Atlantic Ocean. You will go through the 4,000 acre National Seashore Park.

The expert narration includes such subjects as the first landing place of the pilgrims, the “graveyard of the Atlantic”, the Pilgrim Memorial Monument and Museum, playwright Eugene O’Neill, the oldest home in Provincetown, constructed with timbers from shipwrecks (c.1746). You will hear about Provincetown’s first visitor in 1004, and much more. The Narration covers the past to the present with over 20 points of interest.

The Trolley leaves from in front of the Town Hall at 260 Commercial St. Buy your ticket on the trolley.

260 Commercial Street (in Front of Town Hall), Provincetown, MA, 02657
508 487-9483

PTown Bikes

 Kid Friendly

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 www.ptownbikes.com (3 day min). VISA/MC, DISC, AMEX
42 Bradford Street, Provincetown, MA, 02657
508 487-8735

Ptown Pedicabs

 Kid Friendly

Ptown Pedicab is Provincetown’s premier bicycle – taxi business. We are a fun-loving, energetic bunch who specialize in every service from pick-ups/drop offs to history tours of the town, to special occasions. Customers are welcome to pay whatever they like and as Ptown’s “Chariots for Hire” We are sure we’ll Sweep you off your feet!
Provincetown, MA, 02657
508 487-0660

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
1 855-722-3959

Sea Salt Charters

 Pet Friendly  Kid Friendly  Waterfront  Fishing  Whale Watching

Sea Salt Charters offers private Whale Watching and Fishing trips ot of Provincetown, MA in Cape Cod. SeaSalt Charters is owned and operated by the Avellar Family pioneers of Whale Watching on the East Coast.
MacMillan Pier, P.O. Box 908, Provincetown, MA, 02657
508 444-2732

Surfside Hotel and Suites

 Specials  Photo Gallery  Pet Friendly  Kid Friendly  Waterfront  Pool  Martini

Located on Cape Cod Bay, the Surfside Hotel & Suites serves complimentary breakfast and has a private beach, outdoor heated pool, bar & lounge area, fire pit and free parking. This local favorite is walking distance from downtown shops and restaurants. Complimentary WiFi is available throughout the resort. Oceanfront guest rooms are available for reservation.
543 Commercial St, Provincetown, MA, 02657
5084871726, 5084871726

The Bike Shack

 Kid Friendly

Open 7 days, 8am-8pm Rentals include: a lock, helmet, basket, rear rack, front and rear lights (required by MA Law) Every BIKE SHACK rental bike is thoroughly inspected before being issued to the customer and tuned up upon return guaranteeing flawless performance. We want bikers to thoroughly enjoy your bike experience. Our in-house mechanics have been working on bikes for over twenty-five years. Steve challenges you to bring in your troubled bike to see what he can do for you at a very reasonable price. No repairs are too big or too small. We stock a variety of tubes, tires, wheels and many other bicycle parts and accessories. If we don’t have what you want we would be happy to place an order for you. Most items are delivered within 2 days. Hybrids, Mountain Bikes, Comfort Bikes, Beach Cruisers, Off Road, On Road, Child Trailers, Tag-Alongs, Various sizes for adults & children. Come in and see our line of high end sunglasses: Tifosi, Smith, Sun Cloud & Oakleys are all 20% off.
63 Shank Painter Road, Provincetown, MA, 02657
508 487-0232

The Whydah Pirate Museum

 Kid Friendly  Waterfront

Commanded by the famed pirate Sam Bellamy, the Whydah was wrecked off Wellfleet in 1717, taking with her the treasures of fifty plundered ships. At the Whydah Pirate Museum you can see the pirate treasure with such fascinating artifacts as cannon, firearms, and more, and learn the amazing history of this famous shipwreck and the men who sailed her.
P.O. Box 493, 16 MacMillan Pier, Provincetown, MA, 02657
508 487-8899

Venture Athletics Water Sports

 Kid Friendly  Waterfront  Shopping

Kayak rentals, Stand up Paddle Board rentals and guided tours at Provincetown Harbor. Open May to September, weather permitting. Beginners welcome!
237 Commercial Street, Whaler’s Wharf, Provincetown, MA, 02657
508 487-9442

Wellfleet Harbor Actors Theater (WHAT)

 Open Year Round  Music  Handicapped Accessible  Theatre

WHAT produces professional quality theater and thought provoking programming year round.
P.O. Box 797, 2357 Route 6, Wellfleet, MA 02667
508 349-9428

West End Racing Club

 Kid Friendly  Waterfront

Summer fun for kids 8 to 14 who want to learn how to sail!
83 Commercial Street, Provincetown, MA, 02657