Boston Pre or Post Cruise

Starts in
Boston
Duration
4 Days
Route
Boston

Discover the history and charm of Boston with this 4-day pre- or post-cruise itinerary. Walk the Freedom Trail, explore Boston Harbor, and tour iconic landmarks like Fenway Park. Indulge in Italian delicacies in the North End, shop along Newbury Street, and visit world-class museums. With its rich heritage, vibrant neighborhoods, and coastal beauty, Boston offers a memorable mix of culture, history, and adventure. 

This 4-day, 3-night Boston package includes your choice of accommodations, private arrival and departure transfers, and customizable sightseeing tours. This flexible itinerary allows you to tailor your experience, adjusting it to suit your personal interests, available time, and any specific attractions or landmarks you’d like to prioritize. A perfect length of stay to regain your sea-legs post cruise, or simply rest up before you embark on your next adventure.

Includes

  • Accommodations as per itinerary
  • Meals as per itinerary; breakfast (B), lunch (L), dinner (D)

Excludes

  • Items of a personal nature
  • All other items not mentioned as included
  • Transfers not mentioned in the itinerary
  • Select local taxes where applicable

Itinerary

Day

1

Arrival and Freedom Trail Exploration

Arrive in Boston and check into your hotel. Begin your adventure by walking the iconic Freedom Trail, a 2.5-mile route through the city’s historic sites. Visit landmarks like Paul Revere’s House, the Old North Church, and Boston Common, each offering a glimpse into America’s revolutionary history. Enjoy a delicious dinner at a waterfront restaurant, savoring classic New England dishes like clam chowder or lobster rolls while admiring views of Boston Harbor.

Day

2

Harbor Cruise and Museum Discoveries

Spend your day at leisure. Get to know the city with a walking food tour through the city’s oldest neighborhoods including Little Italy on the North End. Walk along the Freedom Trail that leads to 16 historically significant sites, like the Paul Revere House, Old North Church, and the USS ‘Constitution,’ to name a few. Visit some of Boston's best pizzerias and enjoy a slice at each. Or take a day trip outside the city to see Martha’s Vineyard, the chic summer getaway popular with celebrities and presidents.

Day

3

Fenway Park and Local Flavor

Begin with a tour of Fenway Park, the historic home of the Boston Red Sox, where baseball legends have played for over a century. Afterward, head to the North End, Boston’s Little Italy, to enjoy authentic Italian dishes and pastries at famous spots like Mike’s Pastry or Modern Pastry. Spend your afternoon shopping and people-watching along Newbury Street, known for its high-end boutiques, charming cafes, and historic brownstones.

Day

4

Markets and Farewell

On your final morning, visit Quincy Market at Faneuil Hall Marketplace. Enjoy breakfast from one of the many vendors offering everything from bagels to Boston cream pies, and browse unique shops for souvenirs. Take one last stroll through this vibrant area before transferring to the cruise port or airport, departing Boston with memories of its historical significance and lively culture.

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