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Boston Highlights

4 Days
Prices From:
US$ 1,035

FIRST-CLASS | TAILOR MADE: One of the great cities in the United States. Enjoy three nights to explore a city that is rich in history and cultural attractions. Famous landmarks include the Freedom Trail, the Black Heritage Trail, Harvard University and Fenway Park, home of the Boston Red Sex. Enjoy many of the city’s highlights on a Hop-on Hop-off trolley tour and look forward to an opportunity to savour a local food experience in the city’s North End.

This 4-day, first-class city break invites you to step back in time to New England’s beginnings, and into Boston’s exciting food scene.

Take your first day to relax and explore Boston’s delightful neighbourhoods and somewhat unusual layout. Don’t be afraid to get lost. As one of the most walkable cities in America, that’s part of Boston’s appeal, and there’s always the T to help you get back on track. Enjoy a Hop-On Hop-Off Old Town Trolley Tour on your second day and immerse yourself in Boston’s history. See Paul Revere’s house, Boston State House, Beacon Hill, Charlestown Navy Yard, and much more. The following day, explore Little Italy in North End with a guide who knows the area inside and out. Taste some treats that are distinctly Boston, before a guided tour along highlights of the Freedom Trail. Your last day in Boston is at leisure to explore or relax as you will. You might cross over to Cambridge for a Harvard tour, or if you’re a Red Sox fan, make the pilgrimage to Fenway Park.


At Goway we are experts at designing personalized itineraries to suit your special interests, tastes and budget. Let us arrange your ultimate travel experience today.
4 Days
Prices From:
US$ 1,035

Itinerary View Trip Map

Day 1

Arrive Boston

On arrival in Boston, make your own way to your downtown hotel.

The balance of the day is at lesiure to relax or begin your exploration of Boston at your own pace.

Meal Plan Room Only
Duration3 Nights

Fairmont Copley Plaza

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    Fairmont Copley Plaza

    Fairmont Copley Plaza, known as the Grande Dame of Boston, has been a symbol of the city's rich history and elegance since its gala opening in 1912. This luxury Boston hotel features 23,000 square feet of Renaissance-inspired meeting and event space as well as 383 …

    Fairmont Copley Plaza, known as the Grande Dame of Boston, has been a symbol of the city's rich history and elegance since its gala opening in 1912. This luxury Boston hotel features 23,000 square feet of Renaissance-inspired meeting and event space as well as 383 individually designed guest rooms and suites, well appointed with lavish decor and thoughtful amenities created specifically for business and pleasure. Contemporary guest rooms, elegant function space, and a vibrant new restaurant combine to create to the ultimate environment for work and relaxation. Centrally located in Boston's historic Back Bay, Fairmont Copley Plaza sits steps away from the Boston Public Library, historic Beacon Hill, and the Freedom Trail. Our historic landmark is located only a few blocks from the Hynes Convention Center, Copley Place Mall and the boutiques of Newbury Street.

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Day 2

Full Day Hop-on Hop-off Old Town Trolley Tour

Enjoy a hop-on hop-off tour aboard Boston's charming orange and green Old Town Trolley and visit more than 100 points of interest in the city at your own pace. Enjoy the freedom to hop on or off all day and discover sights like the Boston State House, Liberty Wharf, and the Charlestown Navy Yard.

Take in double-decker height views while protected from the elements. The comfortable enclosed trolleys allow you to experience elevated viewing come rain, snow, or shine.

The Boston Trolley tour covers all the major areas including downtown, Beacon Hill, Back Bay, the theater district, and the waterfront. Conductors narrate the tour, offering a fun mix of trivia and humorous stories.

There are 14 stops conveniently located close to over 100 points of interest in Boston.

Duration24 Hours
Day 3

Half Day North End to Freedom Trail Food and History Tour

Learn about Boston's own Little Italy district of North End and its rich culinary scene. Also, learn about the significant role the city played during the American Revolution on a fascinating guided walking tour of Boston.

Make your way through to the heart of the North End, home to some of the city's oldest buildings and renowned for its variety of food offerings. Try some fresh bread and Italian meats and cheeses at a hidden bakery. You will also indulge in some sweet local pastries.

On the Freedom Trail, explore the Rose Kennedy Greenway, State Street, and the historic Custom House Tower. Then, head over to Old City Hall, which was the birthplace of public education in America. Don't forget to get a picture of the bronzed Donkey outside the entrance.

Your tour will finish at the Boston Public Garden. Enjoy the rest of your day relaxing in the park and its beautiful surroundings.

Duration5 Hours
Day 4

Depart Boston

Today make your own way back to the Airport, of course if you have more time stay in the area!

Other Information




  • 3 nights first-class accommodation in Boston
  • Shared Hop-on Hop-off Old Town Trolley Tour
  • Shared North End to Freedom Trail Food and History Tour


  • Travel insurance
  • International and domestic airfare & airfare taxes
  • Entrance fees not explicitly listed as included
  • Meals and beverages not mentioned
  • Gratuities
  • Items of a personal nature
  • Visa fees if applicable


Prices are "from" per person based on twin/double shared accommodation and for travel in low season. Seasonal surcharges and blackout dates may apply. Limited seat/spaces and all pricing is subject to change and availability. Rates for single or triple travellers are available on request - please inquire.

31 Aug 2023
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