Set out on a captivating 2-day journey from New York to uncover the historic charms of New Haven, Rhode Island, and Boston. This adventure promises an immersive experience, blending campus tours, iconic mansions, and guided explorations of Harvard University and Boston’s legendary landmarks. Comfortable hotel accommodations and roundtrip transportation ensure a seamless experience, while expert guidance unveils the rich cultural heritage of these vibrant destinations. Whether you’re a history buff, architecture enthusiast, or simply seeking an unforgettable escape, this trip offers a tantalizing glimpse into the Northeast’s most enchanting cities.
Good To Know

- This 2-day tour from New York covers highlights in New Haven, Rhode Island, and Boston, including Yale University, the Breakers Mansion, and Harvard University.
- The tour offers roundtrip transportation, hotel accommodation, and a professional driver-guide, with optional activities like a Boston Harbor Cruise and Prudential Center observation deck.
- Pricing ranges from $297 to $330 per group, with potential savings of up to 10% and a reserve now, pay later policy.
- Customer feedback suggests a need for clearer communication on meals and seating arrangements at Quincy Market, as well as more flexibility in the itinerary.
- The tour is highly rated at 4 out of 5 stars by customers, with positive feedback on the transportation and hotel accommodations.
Trip Overview and Pricing

This 2-day trip from New York City to Boston, Rhode Island, and New Haven offers an exciting and convenient way to explore some of the Northeast’s most iconic destinations.
Priced from $297 to $330 per group (up to 1), this tour provides excellent value, with the option to save up to 10%.
With free cancellation up to 24 hours in advance and a reserve now, pay later policy, planning your adventure has never been easier.
The itinerary includes visits to Yale University, Newport’s Breakers mansion, Harvard University, and Boston’s historic landmarks, with optional activities like a Boston Harbor cruise and Prudential Center observation deck.
Whether you’re a history buff or just seeking an unforgettable experience, this trip has a lot to offer.
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Itinerary Highlights

The 2-day trip begins with a departure from New York City to the historic city of New Haven. Here, guests can choose to take an optional 60-minute tour of Yale University and learn about its storied past.
Next, the tour heads to Newport, Rhode Island, where travelers can marvel at the opulent Breakers Mansion for 90 minutes.
The second day kicks off with a 1-hour official campus tour of Harvard University in Cambridge, Massachusetts.
Afterward, the group explores Boston’s iconic landmarks, including:
- The Old State House
- Tremont Street Subway Marker
- Boston Common and Public Garden
- Quincy Market (optional 60-minute visit)
The trip concludes with an optional 60-minute Boston Harbor Cruise and a panoramic view of the city from the Prudential Center before returning to New York.
Included Services

Roundtrip transportation based on guest count is provided for this 2-day trip from New York City to Boston, Rhode Island, and New Haven.
Travelers will enjoy the services of a professional driver and guide (or driver-guide) who’ll ensure a seamless journey. The package includes 1-night hotel accommodation at the Best Western Milford Inn or similar.
Fees for the tour guide and driver are covered, allowing guests to focus on the experiences.
While meals and admission fees for optional attractions aren’t included, the trip offers a convenient and efficient way to explore these historic Northeast destinations.
Attraction Admission Fees

Admission fees for the various attractions along the 2-day trip from New York to Boston, Rhode Island, and New Haven vary.
The Firsts of America Exploration Tour costs $55 for adults and seniors, and $45 for children.
Visiting Yale University is $25 for adults and seniors, and $15 for children.
Touring The Breakers Mansion is $29 for adults and seniors, and $10 for children.
The Boston Harbor Cruise is $46 for adults and seniors, and $41 for children.
Plus, a Boston Lobster Meal is available for $40 per person, and the View Boston at Prudential Center costs $34.99 for adults, $32.99 for seniors, and $28.99 for children.
More Great Thing To Do NearbyImportant Information
According to the details, hotel room types for this 2-day trip include either two full/double beds or one king/queen bed, with a maximum occupancy of 4 travelers.
Parties larger than four will require separate bookings. The returning time may vary based on the itinerary, weather, and traffic conditions.
Customer feedback highlights some clarity issues regarding meals and seating arrangements at Quincy Market.
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Customer Feedback

Customers have largely praised the 2-day trip, with one review rating it 4 out of 5 stars.
While the overall experience was positive, some feedback highlighted areas for improvement. The main concerns revolved around:
- Meal clarity – Customers requested more transparent details on meal options and pricing.
- Seating arrangements at Quincy Market – Feedback suggests better coordination for group seating during the optional stop.
- Timing flexibility – Some travelers expressed a desire for more flexibility in the itinerary to accommodate personal preferences.
- Communication – A few customers noted the need for clearer communication from the tour guides on logistical details.
Roundtrip Transportation
For this 2-day journey from New York City, roundtrip transportation is provided based on the number of guests in your party.
You’ll travel comfortably in a modern vehicle driven by an experienced professional. Whether you’re part of a small group or traveling solo, the transportation is tailored to your needs.
Along the way, your driver-guide will provide insightful commentary, ensuring you make the most of your time exploring the historic cities of New Haven, Rhode Island, and Boston.
With roundtrip transportation taken care of, you can sit back, relax, and learn about the rich cultural experiences that await.
Hotel Accommodations
With the transportation logistics taken care of, the tour next turns its attention to the comfortable overnight stay at the Best Western Milford Inn or a similar property.
The hotel rooms feature either two full/double beds or one king/queen bed, accommodating up to 4 travelers.
The hotel amenities include:
- Complimentary Wi-Fi to stay connected.
- An on-site fitness center for those seeking a workout.
- A 24-hour front desk to assist guests with any needs.
- Proximity to local attractions, making it a convenient base for exploration.
After a day of immersing in the historical sights, the overnight stay provides a comfortable respite, preparing the travelers for the next day’s adventure in Boston.
Frequently Asked Questions
Is the Tour Available in Multiple Languages?
This tour provides a multilingual experience, with guides offering commentary in multiple languages to accommodate diverse travelers. Guests can discover the historic sites and attractions with the guidance suited to their needs.
Can I Customize the Itinerary to My Preferences?
The tour allows some customization to match travellers’ preferences. While the core itinerary is set, travelers can choose optional activities and adjust the time spent at each location to personalize their experience.
Are There Any Discounts or Packages for Group Bookings?
You can save up to 10% on the trip price by booking for a group of up to 1 traveler. There’s also a reserve now, pay later option available for added flexibility.
Can I Bring My Own Food and Drinks on the Tour?
While you’re welcome to bring snacks and non-alcoholic beverages during the tour, the package doesn’t include meals. However, the itinerary offers plenty of opportunities to sample local cuisine, from Boston’s famous lobster to the lively Quincy Market.
What Is the Policy for Children Under 3 Years Old?
Per the itinerary, children under 3 are not mentioned. However, the trip seems suitable for young families, so they’d likely be allowed to join at no additional cost. It’s best to check directly with the tour provider for their specific policy.
The Sum Up
Embark on an unforgettable 2-day journey from New York, uncovering the rich history and vibrant culture of New Haven, Rhode Island, and Boston. Explore the prestigious campuses of Yale and Harvard, marvel at the grandeur of the Breakers Mansion, and learn about the iconic landmarks of these captivating destinations. With comfortable accommodations, expert guidance, and seamless transportation, this adventure promises an experience you won’t soon forget.
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