Around the World

President’s Journey by Private Plane Around the World

Program No. 23231RJ
Join Road Scholar for the learning adventure of a lifetime — a journey by private plane to the world’s most iconic landmarks.

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At a Glance

On an adventure by land and sea on Boston’s North Shore, discover the stunning beauty of Cape Ann as you explore its quaint harbors, artistic charm and picturesque villages. Aboard a lobster boat, see a lobsterman hoist his catch from chilly seawaters. Learn about the famous Gloucester fishing fleet. Experience the Rocky Neck art colony and view seascapes created by Winslow Homer and Fitz Henry Lane, who called Cape Ann home. At the Essex Shipbuilding Museum, let craftsmen lead you through the history of master shipbuilding. Bite into a mouthwatering fried clam. Experience a whale watch, learn about the witch trials in historic Salem and pass by gilded mansions on the shores of Marblehead and Manchester-by-the-Sea.
Activity Level
On Your Feet
Walking 3-5 blocks over smooth surfaces; some stairs; embark/disembark boats & coach bus.

What You'll Learn

  • Voyage on Cape Ann's vibrant shoreline and a tidal river on five distinctive boats as you inhale salt air, marvel at lighthouses and view the unique wildlife attracted to the rugged coast.
  • Experience a whale watch, boating three miles to Stellwagen Bank National Marine Sanctuary in hopes of spotting a finback, minke or humpback breaching the waters.
  • Sail on one of Essex’s iconic schooners, learning from the captain about the construction of this magnificent wooden vessel.
Featured Expert
All trip experts
Profile Image
Jim McAllister
Jim McAllister is a Salem historian, photographer, author and teacher, and serves as a historic consultant to the City of Salem and the Hawthorne Hotel. A graduate of Stonehill College, his photographs of Salem have appeared in numerous publications, and he is the author of “Salem: From Naumkeag to Witch City” and co-author of “Salem: Cornerstones of a Historic City.” Jim has appeared on both the “History Channel” and “Home and Garden TV.”

Please note: This expert may not be available for every date of this program.

Profile Image of Jim McAllister
Jim McAllister View biography
Jim McAllister is a Salem historian, photographer, author and teacher, and serves as a historic consultant to the City of Salem and the Hawthorne Hotel. A graduate of Stonehill College, his photographs of Salem have appeared in numerous publications, and he is the author of “Salem: From Naumkeag to Witch City” and co-author of “Salem: Cornerstones of a Historic City.” Jim has appeared on both the “History Channel” and “Home and Garden TV.”
Profile Image of Debra Levin
Debra Levin View biography
Debra Levin is an honors graduate of Penn State and a former teacher. Debra has led groups of seniors, students, nurses, veterinarians, and retired fire chiefs to name but a few. Back home in Boston, she spends time volunteering with the symphony, theaters, and an art museum, when not speed walking and playing Wordle.
Profile Image of Ruth Bennett
Ruth Bennett View biography
Ruth Bennett grew up in the Boston area and now lives in Hingham, Massachusetts. She earned her BA and MA from Emerson College and taught there for several years before becoming a freelance trainer and consultant in communications in the workplace. She now leads groups for Road Scholar internationally, in New England and other areas in the U.S. In her spare time, she can be found walking on the beach, reading, traveling, painting, taking OLLI classes and attending cultural events in her area.
Profile Image of Nancy Field
Nancy Field View biography
Nancy’s passion for travel and learning is a direct result of her childhood, having spent winters in Florida and summers with her grandparents up north. After graduating nursing school, Nancy relocated to Massachusetts, where she married and became a full-time mom of three adventurous children. Nancy has been a group leader in Alaska for several years. During the fall/winter months, Nancy calls St. Augustine, Florida home. She loves to share the beautiful Spanish colonial architecture the city has to offer.
Visit the Road Scholar Bookshop
You can find many of the books we recommend at the Road Scholar store on bookshop.org, a website that supports local bookstores.
While we make every effort to ensure the accuracy of our published materials, programs are typically advertised more than a year prior to their start date. As a result, some program activities, schedules, accommodations, personnel, and other logistics occasionally change due to local conditions or circumstances. Should a major change occur, we will make every effort to alert you. For less significant changes, we will update you during orientation. Thank you for your understanding.
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6 days
5 nights
14 meals
5 B 5 L 4 D
DAY
1
Check-in, Registration, Orientation, Welcome Dinner
Rockport
D
Rockport Inn & Suites

Activity note: Hotel check-in 3:00 p.m.

Afternoon: Program Registration: After you have your room assignment, join us at the Road Scholar table to register with the program staff, get any up-updated information, and confirm the time and location of the Orientation session. If you arrive late, please locate your Group Leader and let them know you have arrived. Your program materials will be sent to you a few days before the program, digitally, through your roadscholar.org account. This includes your program itinerary, any related handouts, and restaurant/free time suggestions. Please plan to print them out and bring along to the program, utilize the hotel's business center to access them, or view them on your own personal electronic device. Orientation: The Group Leader will greet everyone and lead introductions. We will review the up-to-date program schedule, discuss roles and responsibilities, logistics, safety guidelines, emergency procedures, and answer questions. Periods in the schedule designated as “Free time” and “At leisure” offer opportunities to do what you like and make your experience even more meaningful and memorable according to your personal preferences. The Group Leader will be happy to offer suggestions. Program activities, schedules, personnel, and indicated distances or times may change due to local circumstances/conditions. In the event of changes, we will alert you as quickly as possible. Thank you for your understanding.

Dinner: At the hotel

Evening: At leisure. Optional video screening on the Schooner Thomas E. Lannon.

DAY
2
Schooner Sail, Rocky Neck Artist Colony, Journey Cape Ann
Rockport
B,L,D
Rockport Inn & Suites

Activity note: Walking up to 1/2 mile at a time on pavement and some uneven surfaces. Walk 50 yards on pavement from motorcoach to dock. Walk up a marine ramp with hand rails to wooden dock, walk 5 steps up and 2 steps down over gap to board boat. There is a bathroom on board, but it is down a steep flight of wooden steps so using the restroom on land before the boat departs is highly recommended. Schooner has sails and wooden benches.

Breakfast: At the hotel.

Morning: We will board a motorcoach for an educational journey around Cape Ann. This charming 2 hour drive will encompass some of the region's most stunning vistas, including Gloucester's "back shore", the winding wooded roads of Lanesville and Annisquam, the cluttered, colorful Gloucester waterfront, the famous Rocky Neck and Rockport art colonies, and the famed Gloucester Fisherman Statue. A local expert will enhance our experience with tales of early settlers and fishermen, famous artists, the inventors Clarence Birdseye and John Hays Hammond, and weird goings-on in Dogtown. We will expand our knowledge of Cape Ann artists on a historical art walk with a local expert through the Rocky Neck artist colony. We will walk in the footsteps of Winslow Homer, Fitz Henry Lane, Edward Hopper and a host of other pioneering American artists, to see first hand the iconic land and seascapes that gave rise to their illustrious artistic output.

Lunch: At a local restaurant in Rocky Neck.

Afternoon: We will set sail aboard the Thomas E. Lannon, a ship modeled after schooners built in Essex, MA over a hundred years ago. The length of her deck is approximately 65 feet, and she drafts 9 feet. Thomas E. Lannon sails out of Gloucester harbor and offers an authentic opportunity to learn from an expert about the Gloucester fishing industry history and the role schooners played in supporting the sea side economy.

Dinner: At a local restaurant in the historic seaside town of Rockport.

Evening: At leisure.

DAY
3
Whale Watch, Lecture on Maritime Life
Rockport
B,L,D
Rockport Inn & Suites

Activity note: Embark and disembark vessel using ramps and/or stairs.

Breakfast: At the hotel.

Morning: Depart for the Gloucester harbor. On a whale watch, we'll learn about large aquatic baleen and toothed whales from a qualified naturalists. We will have the opportunity to interact one-on-one with researchers working as trained crew members onboard the vessel. We will see real whale artifacts, and even have a chance to participate in plankton tows, water visibility analysis, and temperature measurements. After whale watch, return back to the harbor and ride back to the hotel.

Lunch: Aboard the whale watch, boxed lunches will be provided to enjoy at your leisure.

Afternoon: We will listen to a lecture by a local fisherman on maritime life.

Dinner: At the hotel

Evening: Entertaining talk by local historian and storyteller.

DAY
4
Historic Salem Harbor, Free Time
Rockport
B,L
Rockport Inn & Suites

Activity note: Walk 50 yards on pavement from motorcoach to dock. Walk on a gangplank with hand rails to dock (depending on tide the gangplank may be level or downhill). Walk 25 yards on a wooden dock to the boat, then step over gap to board boat.

Breakfast: At the hotel.

Morning: We will leave Rockport and head to historic Salem, which dates back to 1626. Here, we will enjoy a narrated cruise that brings Salem Sound to life. We will see the lovely shorelines of Salem, Marblehead, Beverly, Manchester-By-The-Sea and the Misery Islands. We’ll learn about town history, the boom and bust of the local maritime industry, ocean life, historic landmarks and the latest on the multi-million dollar estates lining the sound.

Lunch: In Salem, MA at a local restaurant.

Afternoon: Free time. Take this opportunity for personal independent exploration to see and do what interests you most.

Dinner: This meal has been excluded from the program cost and is on your own to enjoy what you like. The Group Leader will be happy to offer suggestions. You might dine in Salem, Gloucester, Rockport or one of Cape Ann's other beautiful towns. All are accessible by the MBTA rail system.

Evening: At leisure.

DAY
5
Cruise on the Essex River, Essex Shipbuilding Museum
Rockport
B,L,D
Rockport Inn & Suites

Activity note: Walk along a paved ramp to a floating dock, step over a gap to board the boat. There are padded seats on the boat.

Breakfast: At hotel.

Morning: Cruise on the Essex River, located in the village of Essex, Massachusetts. Essex is one of the four communities that comprise Cape Ann, along with Gloucester, Rockport and Manchester by the Sea.

Lunch: In Essex at a classic New England restaurant who's legacy dates back to July 3, 1916 when Lawrence "Chubby" Woodman, decided to fry up a few clams at his roadside stand in Essex, creating the original fried clams.

Afternoon: We will discover the history of Essex's shipbuilding industry at the Essex Shipbuilding museum. This museum was established in 1976 as part of the town's observation of the American Revolutionary Bicentennial. It provides Essex families a local repository for their ancestors' shipbuilding artifacts, keeping them from being acquired by other museums, being sold to private collectors, or degrading in private homes. Its collections include over 7,000 rare shipbuilding artifacts, photographs, tools, documents, builder's half-models and rigged ship models

Dinner: At a local restaurant

Evening: We will learn more about seafaring life and maritime stories of New England.

DAY
6
Gloucester Harbor Cruise, Program Concludes
Rockport
B,L

Activity note: Need to be able to climb 2-3 stairs to embark and disembark vessel. Check-out 11:00 a.m.

Breakfast: At the hotel.

Morning: We will find out how lobsters are harvested on a cruise aboard the Lady Jillian. On this 1-1/4 hour exploration and demonstration, we'll learn all about lobsters and lobstering.

Lunch: We will provide boxed lunches to take away with you. This concludes our program. If you are transferring to another Road Scholar program, detailed instructions are included in your Information Packet for that program. We hope you enjoy Road Scholar learning adventures and look forward to having you on rewarding programs in the future. Don’t forget to join our Facebook page and follow us on Instagram. Best wishes for all your journeys!






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