Boston Tall Ships

 

Boston Tall Ships

July 9-17, 2026

 

Click here for full brochure complete with day-by-day itinerary

 

Set sail for an unforgettable adventure to one of America’s most historic and charming cities! Join Trailways Travel as we journey to Boston—where cobblestone streets meet revolutionary tales and majestic tall ships glide across the harbor. Enjoy a breathtaking cruise among the tall ships in Boston Harbor, with time to explore these stunning vessels up close. Step back in time as you follow parts of the Freedom Trail, visiting iconic landmarks like the Old North Church and Paul Revere’s House. Dive into history at the

Boston Tea Party Ships & Museum and stroll the lively grounds of Quincy Market and Faneuil Hall. Visit Harvard and Cambridge on a narrated drive, and explore the historic Charlestown Navy Yard, including a visit aboard the USS Constitution and the WWII destroyer USS Cassin Young. This tour blends maritime magic, colonial heritage, and classic Boston flavor into one extraordinary getaway!

 

 

Tour Includes:

• Deluxe Roundtrip Motorcoach

Transportation

• On-Board Friendly Host

• 8 Nights’ Hotel Accommodations

• 13 Meals

• Niagara Falls

• Maid of the Mist

• Boston Harbor Cruise

• Quincy Market

• Faneuil Hall

• Freedom Trail With Step-On Guide
- Old North Church
- Paul Revere House

• Guided Tour of Cambridge & Harvard  University

• Boston Tea Party Ships & Museum
- Meeting House

• New England Aquarium Whale Watch Cruise
- Stellwagen Bank National Marine  Sanctuary

• USS Constitution Museum & Ship

• USS Cassin Young

 

Tour Pricing:

$2900 pp Double

$3745 Single

Non-Members Please Add $30

 

Activity Level 3: MODERATE

Expectations: Expect a moderate amount of walking. There will be time to rest on the coach and between attractions. To enjoy this tour, you should be prepared to walk slightly longer distances, climb stairs and tolerate periods of standing, for example on city walks, sightseeing stops or ship excursions. The daily pace and timing can fluctuate significantly between longer and shorter travel days, with additional activities possibly occurring in the early morning or evening. There may be some changes in altitude or temperatures. Please be aware that on tours with flights and cruises you will be required to handle your own luggage and walk longer distances in airports and cruise terminals. In addition, you may need to handle your own luggage at hotels where luggage handling is not available.

Appropriate for: Most travelers beginning with those who are moderately fit, lead semi-active lives, are comfortable participating in long days of activities and expect some physical exertion.

 

Deposit & Final Payment: A $300 deposit per person is required within one week of reservation. Must be paid in full by May 25, 2026. No refunds will be issued after 5:00 pm on May 25, 2026.

 

We recommend that you purchase a travel protection plan to help protect you and your travel investment against the unexpected. Unforeseen events such as flights delays, baggage loss or even sudden illness or injury could impact your travel plans. For your convenience, we offer a travel protection plan provided by United States Fire Insurance Company and administered by Trip Mate, a Generali Global Assistance & Insurance Services brand. To review full plan details and important disclaimers online, go to www.tripmate.com/wpTPD040 for domestic tours valued up to $4,000 per person or to http://www.tripmate.com/wpTPG040 for all international or domestic tours valued over $4,000 per person. The Travel Protection Plan cost includes insurance benefits and a fee for non-insurance assistance services. You may obtain information on the plan fees by emailing assistancefees@tripmate.com.