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Gloucester, Rockport & Essex MA

Discover the quiet towns, beautiful harbors and rocky coast north of Boston.

The North Shore’s rich history includes fishing, boatbuilding, witches & whales!

Tour Includes

2-nights’ accommodations, 2 continental breakfast, Lobster dinner, Tasting Tour, Beauport Mansion, Whale Watching Cruise, Essex Shipbuilding Museum, Essex River Queen II Cruise, Free time in Gloucester, Rockport, Essex, and guided sightseeing tours as listed.

Note: Gratuities for Wade Tours Driver and Escort are not included but welcomed.


Package Price per Person: Single $770.00 | Double $600.00 Triple $570.00 | Quad $540.00

Tour Itinerary

Day 1 – Monday, July 8

Noon           Approximate arrival in Gloucester. Meet your local guide for a “Taste of Gloucester” a walking tour of America’s oldest working seaport. This 2-½ hour leisurely walk covers less than one mile and includes six specialty food stops. You will leave with an insider’s local knowledge, and a full belly!

3:00 PM       Guided tour of Beauport Mansion, perched on a rock overlooking Gloucester Harbor and considered one of the most beautiful and interesting historic homes in Massachusetts. Each of the forty rooms is unique and more visually dazzling than the last. Terraces and intimate garden rooms have dramatic views of the harbor.

5:00 PM       Check in to your north shore hotel for 2 nights.

Rockport Inn & Suites: www.rockportinnandsuites.com

Dinner is on your own in Rockport, a picturesque village of rocky beaches and colorful fishing boats. The red fishing shack, known as ‘Motif Number 1’, is said to be the most painted building in America!  Enjoy free time to explore the boutiques, galleries, shops and numerous restaurants.

Day 2 – Tuesday, July 9

Hearty continental breakfast is included at the hotel.

8:30 AM       Depart with your local guide to tour Gloucester, America’s oldest fishing port, and home to America’s oldest continuously operating art colony at Rocky Neck.  Gloucester’s spectacular coastline and the fishing industry inspired many great artists including Fitz Hugh Lane, Winslow Homer and Edward Hopper. Sites of interest include the Fitz Hugh Lane House, Ten Pound Island, the working waterfront and the famous Fisherman’s Memorial dedicated to Gloucester’s fisherman who have been lost at sea.

10:30 AM     Enjoy a “COOL” visit to the Cape Pond Ice Company, where they’ve been icing Gloucester’s fleet since 1848. They were featured in Sebastian Junger’s “THE PERFECT STORM”. Tours highlight the history of the industry, with vintage film of natural harvests. See a 300-pound block of ice being made and fishing vessels taking on ice in the historic ice house on Gloucester’s working waterfront!

11:30 PM     Lunch is on your own in downtown Gloucester.  Many restaurants to choose from!

1:30 PM       Experience a thrilling whale watching cruise. As you depart from the docks and cruise to Stellwagen Bank National Marine Sanctuary, you will learn about Gloucester’s working harbor, and see points of interest including Ten Pound Island, Hammond Castle and Eastern Point Lighthouse. Each cruise is staffed with a Naturalist who will introduce you to the wildlife you encounter on your trip and will provide insight into the lives of the whales and explain the behaviors you observe.

6:00 PM       A delicious, casual lobster dinner “in the rough” concludes the day.

Day 3 – Wednesday, July 10

Hearty continental breakfast is included at the hotel.

8:30 AM       Check out and depart to one of the prettiest spots on the north shore, Essex, “America’s Antique Capital” and home of the fried clam!

9:00 AM       Admission is included to the Essex Shipbuilding Museum, telling the extraordinary story of a small New England village and fifteen shipyards that built more wooden fishing schooners than any other place in the world. Enjoy a hands-on experience!  Group will cycle through different stations, walk to an ancient cemetery and see the Smithsonian collection of model ships built in Essex.

11:00 AM     Free time in Essex to visit the antique stores and enjoy lunch on your own.

1:00 PM       Relax on a 90-minute scenic cruise aboard the Essex River Queen II.  Enjoy the narration as you cruise past salt marsh, islands, barrier beaches and dunes. (Canopied boat has a restroom, bar, roll down screens and transparent sides.)

2:30 PM       Depart to return home.

Special Requests & Additional Information

SEATING PREFERENCE: If yes, please let us know your preference in the special requirements section on the booking page with the specific seat, seat location and if you would like to sit near someone. Check out our seat assignment policy page for our seating chart. If no preference is made, your seat will be assigned by Wade Tours. Check out the seating chart to the left!!

We encourage you to book early to accommodate any special needs and to assure that members of your party will be seated together. We reserve the right to assign seats when necessary.

ROOM PREFERENCE: We offer both two queen bed rooms and single king bed rooms. Please let us know your preference and we will do our best to match you to that room.

RESERVATIONS:  To be FAIR and IMPARTIAL seat assignments will be taken at the time of booking your reservation.  Deposit of $100 per person. Final payment is due 60 days prior to departure.

CANCELLATIONS: Cancellations within 60 days from departure will be subject to a $100 fee per person, plus cost for tickets, meals, hotels and other non-recoverable expenses.

TRAVEL INSURANCE: Is available and recommended due to unforeseen circumstances that can arise and if they do, we want you to be protected BEFORE and DURING your tour. Travel Insurance 

BAGGAGE: One large suitcase, and one carry-on bag per person.

TRAVEL CLUB: JOIN the Wade Tours Travel Club and start Earning Points on all your Wade Tours Motor Coach Travel! For every $300 you spend you receive a $5 award certificate to redeem toward your next tour. Sign up today.

Rosapicci [CC BY-SA 4.0], from Wikimedia Commons