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Gloucester & Salem, Massachusetts: Whale Watch

Gloucester & Salem, Massachusetts: Whale Watch

Climb on board for a breathtaking Whale Watch Cruise and see these magnificent creatures in all their glory, then enjoy the beauty and history of Massachusetts including infamous Salem.

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Trip Duration: 4 Days

Meals Included: 3 Breakfasts, 1 Lunch, 1 Dinner

Tour Director: Yes 

Activity Level: Moderate


Highlights Include:


Seven Seas Whale Watch

Travel aboard The Privateer IV, as an experienced naturalist guides you out to sea through Gloucester Harbor, where you may see various species of whales from Pilot, Humpback (the singing whale), Minke, and Finback (the 2nd largest whale on the earth), as well as dolphins. A naturalist is available to answer all your questions on this 3 1/2 - 4 hour tour.The Privateer IV is the cleanest, newest, most comfortable whale watch boat in Gloucester.


Two restrooms, a full-service galley, the latest navigational and safety equipment, a wide beam (width) for added stability and less motion sickness, a "Low-Profile" hull design which gets you closer to the water and the whales than on any other whale watch boat in Gloucester, a heated, spacious inner cabin, cushioned seating with large tables, wrap-around windows for easy viewing from inside and an open second level "sun deck" for panoramic views.


Beauport, Sleeper-McCann House

Perched on a rock ledge overlooking Gloucester Harbor, Beauport, Sleeper-McCann House, was the summer home of interior designer Henry Davis Sleeper. Sleeper, a nationally noted antiquarian and collector, and one of the first professional interior designers in the United States, began building Beauport in 1907. He eventually enlarged the house to over 40 rooms filled with a lifetime collection that includes period furniture, glassware, books, ceramics, hooked rugs, and silhouettes arranged within various rooms, many decorated to evoke different historical and literary themes. After Sleeper's death, Beauport was purchased by Mr. and Mrs. Charles McCann, who left most of Sleeper's arrangements and collections intact. The house and its rooms remain virtually as Sleeper left them. The tour features architectural details rescued from dilapidated buildings, magnificent arrangements of colored glassware, secret staircases, and a kitchen and servants' quarters.


Salem & Marblehead, MA Sightseeing Tour

Discover the town of Salem linked to the witchcraft hysteria of the 1690s.

Learn about Salem's maritime history and splendid architecture. Some of the finest 18th century houses in America can be found here, evidence of the enormous wealth amassed by Salem's ship captains. Ride past the Salem Witch Museum and  one of the first "mansions" in the 17th century, made famous in 1851 by the Salem author, Nathaniel Hawthorne, when he wrote The House of Seven Gables.In Marblehead, enjoy a ride through the narrow and winding streets of Old Town and visit Castle Rock where you will be provided with a spectacular view of the Atlantic Ocean and the Boston skyline. You will see many yachts and sailboats that make this place a "picture perfect New England Town."


House of Seven Gables Gardens

The Grounds Pass is a safe, fun, and informative way to visit and support The House of the Seven Gables in an open-air setting.Visitors will receive: Access to a 30-minute narrated historic site tour using a personal electronic device (i.e. phone or tablet)

A map of the historic site.

A link to a virtual video tour of The House of the Seven Gables.

Please note: the Grounds Pass does not include interior access to our historic buildings.


Free Time at Boston's Faneuil Hall Marketplace

Faneuil Hall Marketplace is at the top of the list of things to see in Boston. Located in downtown Boston, steps away from the waterfront, Faneuil Hall Boston is alive today as it was in 1742 when our nation's fathers proclaimed it "The Cradle of Liberty." Over 70 retailers and 40 office tenants occupy the 200,000 square feet of retail and 160,000 square feet of office space on Boston's iconic mixed use festival marketplace. Customers enjoy unique, locally loved, and nationally recognized shops while indulging in the worldwide cuisine at the restaurants, pubs, and in the world-famous Quincy Market Colonnade. The cobblestone promenades are filled with the music and jaw-dropping routines of world-renowned street performers and musicians.


Rockport, MA

Rockport is known for its delicious, fresh seafood served in waterfront restaurants with spectacular views. Restaurants in Rockport offer a variety of cuisine to satisfy any appetite, complemented by breathtaking water views.


Need to Know:

Whale Watch - Suggestions to bring: Rubber soled shoes or sneakers for good deck traction, jacket, sunscreen, and camera.


If you are prone to motion sickness or have never been on a boat in the ocean before, we suggest taking motion sickness preventing medication 30-60 minutes prior to your trip departure.


Beauport, Sleeper-McCann House - Tour requires a considerable amount of standing. Folding chairs can be provided for visitors who would like to use them throughout the house. Additionally, it is necessary to climb a staircase in order to reach the second floor of the house.

Individuals who are unable to climb the staircase may participate in the first floor tour of the house. It is important to note that once the first floor portion of the house tour is complete, the visitor will have to exit the building. Please let Starr know in advance to make the special arrangements necessary.


The boat is a short walk from the parking lot, about 35 yards. There is a short, steep ramp up to the boat. Wheelchair accessible.


Eyre has a select quantity of wheelchair accessible motorcoaches available; therefore, we suggest you contact a Travel Advisor to discuss any needs you may have before reserving your trip.


Tentative Pick ups:

Tentative Departure Times:
6:45am Ellicott City @ Long Gate Park & Ride
7:00am Silver Spring/Rockville @ Georgia Avenue Park & Ride
7:45am Silver Spring @ Leisure World Clubhouse II
8:30am Towson @ Cromwell Bridge Park & Ride

Day 1:

Travel to Danvers, MA
Lunch on own en route
Check in for (3) overnights at the Doubletree Northshore. Danvers MA
Dinner included at Supino's Italian Restaurant

Day 2:

Full breakfast included at hotel
Travel to Gloucester, MA
8:30am Narrated Whale Watch Cruise
Lunch included at a Minglewood Harborside Restaurant
Admission & Guided tour of the Beauport, Sleeper-McCann House
Free time on own
Travel to Rockport, MA
Dinner & free time on own in Rockport
Return to hotel

Day 3:

Full breakfast included at hotel
Travel to Salem, MA
9am-Noon: Guided Sightseeing Tour of Salem & Marblehead
Lunch on own
Admission & tour of The House of Seven Gables (exterior & grounds only)
Return to hotel
Travel to Boston
Dinner & free time on own in Boston
Return to hotel

Day 4:

Full breakfast included at hotel
8am Check out
Travel home

Tentative Drop off:

Tentative Return Times:
6:00pm Towson @ Cromwell Bridge Park & Ride
6:45pm Ellicott City @ Long Gate Park & Ride
7:30pm Silver Spring/Rockville @ Georgia Avenue Park & Ride
7:45pm Silver Spring @ Leisure World Clubhouse II

The Doubletree by Hilton Boston North Shore, Danvers, MA


Hotel is conveniently located to Boston and Salem, MA. The hotel features an indoor pool and fitness center. Located on site is The Coffee Shop, Tradewinds Restaurant, and Tradewinds Lounge. Guestrooms include coffee maker, iron/board, and hair dryer.The hotel is non-smoking.

Below is a list of pick-up points available on this tour.

Below is a list of pick-up points available on this tour.

Name Address Contact Details
Ellicott City Long Gate Park and Ride
Meadowbrook Ln, Ellicott City, MD 21043
Leisure World Leisure World - Club House II (Residents ONLY)
3300 N Leisure World Blvd, Silver Spring, MD 20906
Silver Spg/Rockville, MD Georgia Ave Park & Ride
16000 Georgia Ave, Rockville, MD 20853
Towson, MD Cromwell Bridge Park & Ride
Cromwell Bridge Rd Towson, MD 21286
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