Jay Weber's Great Escapes - Boston

“Beantown.” “The Hub.” One of America’s oldest cities, rich in history of the American Revolution. I’m WICKED excited to announce Boston as my 2018 Great Escape! Spring in Boston means the snow has melted and Fenway Park is buzzing. What better place to be on Memorial Day than Boston Common? Boy, do we have a long New England weekend escape planned for you! History, food (lobsta & chowda), beer and of course a bunch of Wisconsonites.

Jay Weber

Per Person Double Occupancy
Single Supplement: $675
(capacity controlled)

May 25-29, 2018

5 Days / 4 Nights

  • Stay in the Perfect Location at the Historic Bostonian Hotel
  • Walk the Freedom Trail
  • Take the Famous Boston Duck Tour
  • Experience Memorial Day in Boston
  • Taste New England’s Famous Seafood


Friday, May 25, 2018

Relax on your non-stop flight to “Beantown.” After settling in steps from the heart of the city at The Bostonian hotel, break bread with Jay and your fellow travelers over a welcome dinner. (D)

Saturday, May 26, 2018

Climb aboard an iconic Boston Duck Tour vessel for an amphibious land-and-sea adventure around the city. Drive by all of “The Hub’s” famous landmarks before dipping into the Charles River for stunning skyline views of Boston and Cambridge. Then take a food tour through Boston’s oldest neighborhood, the North End, where colorful history lives at every corner. See Old North Church and Paul Revere’s house while feasting on the old-world Italian cuisine that lines its narrow streets. (B, L)

Sunday, May 27, 2018

This is your day to enjoy Boston as you wish. Explore on your own or join us on one of two optional tours. A beer tour to some of Boston’s finest breweries or a film tour to visit all of the famous spots you’ve seen on the big screen, like Beacon Hill (the “Movie Mile”) and Fenway Park. (B)

Monday, May 28, 2018

Discover Boston’s rich history of the American Revolution on a guided Freedom Trail tour, ending at the Boston Common which has been transformed into a sea of American Flags to pay respect to the fallen solders of Massachusetts. Later, take part in a Q&A session with Jay before a delectable farewell seafood feast with your fellow travelers at America’s oldest restaurant, the historic Union Oyster House, open since 1826. (B, D)

Tuesday, May 29, 2018

A non-stop flight brings you home to tell tales of your Boston adventure. (B)



  • Non-stop roundtrip airfare
  • 4 nights at the Bostonian Hotel
  • 7 meals (4 breakfasts, 1 lunch, 2 dinners)
  • Sightseeing as specified in your itinerary
  • Airport transfers in Boston
  • Q&A session with Jay
  • Complete services of Cruise & Tour

Not Included

  • Travel Insurance
  • Meals not listed in itinerary
  • Increases in taxes, fees and surcharges after 8/16/17
  • Gratuities to local guides


I went on Jay Weber's Great Escape to NYC. This was my first experience with Cruise & Tour. It was wonderful from start to finish. The trip was very well planned and organized. Our tour guides were very experienced, knowledgeable, and fun. All of the staff from Cruise & Tour were great. Fabulous trip.
- Ellen Lass Gariepy


The Bostonian
Accommodation Details


Per Person Double Occupancy
Single Occupancy (capacity controlled)

DEPOSITS AND PAYMENTS: A $500 per person deposit is required with your reservation.
Final payment is due 2/9/2018. First payment can be made by credit card, check or cash. Please be advised: FINAL PAYMENT PAYABLE BY CHECK OR CASH ONLY.

CANCELLATIONS AND REFUNDS: All deposits and subsequent payments are non- refundable. This policy supersedes any other published cancellation and refund policy. If flights are purchased other than the designated group flights, separate airline penalties apply. If any other arrangements outside of the group package have been made, penalties may apply and are not the responsibility of Cruise & Tour. We strongly encourage the purchase of travel insurance to protect the investment in your vacation and to help in dealing with unexpected emergencies.

Call 800-383-3131 to Reserve Your Spot Today!

Optional Tours

Brew Tour
Extension Details
Film Tour
Extension Details

How to Book

  1. Call Cruise & Tour at (800) 383-3131 or REQUEST A CALL
  2. Ask to have a place held on this trip
  3. You will receive an email with a link to our online registration form

Fill it out and you’re in!

It’s that easy. Give us a call today!

Travel Insurance Information

Travel Insured International
Worldwide Trip Protector

Cruise & Tour recommends that you purchase travel insurance.

To purchase travel protection insurance:

  1. Click here to view and print the Travel Insured International brochure which has a brief summary of coverage.
  2. After making your travel reservation and deposit, a Cruise & Tour representative will create an insurance quote for you. You will receive that travel insurance quote from Travel Insured International Customer Care.
  3. From here you will be able to view the quote, add additional coverage options such as Cancel for Any Reason, and purchase your policy all in the Travel Insured International Portal.

Please Note: Pre-Existing Condition Exclusion will be waived if you purchase the protection plan within 21 days of the date of your initial trip payment. Options such as Cancel for Any Reason or Interrupt for Any Reason must also be purchased within 21 days of the date of your initial trip payment.

To view and print the Explanation of Benefits, click here.

Covered events for trip
Sickness, Accidental Injury or Death of You, Your Travel Companion, Family Member, or Business Partner Job Loss or Lay Off Traffic Accident en Route to Departure Weather Natural Disaster at Destination Extension of School Year Terrorist Attack Revoked Military Leave Strike Bankruptcy of Travel Supplier Being Hijacked, Quarantined, Subpoenaed, or Asked to Serve on Jury Duty
* See Travel Insured International Description of Coverage for complete coverage details.