Martha’s Vineyard & Essex 2-Day Tour from New York | Kids 50% Off

If you’re dreaming of escaping the hustle of New York City for a couple of days, this Martha’s Vineyard & Essex 2-Day Tour offers a well-rounded escape into New England charm. While I haven’t personally taken this trip, I’ve looked into it carefully, and what stands out is how it combines iconic sights with relaxing rides—think steam trains, mansion visits, and a scenic ferry ride—all packed into just two days.

One thing we really like about this tour is its convenience: round-trip transportation from Brooklyn makes life easier, especially if you’re not keen on figuring out multiple transit options. The included overnight stay and breakfast add comfort, and the optional packages with admission fees give you flexibility depending on your interests. That said, the tour does involve some walking and waiting, so it’s best suited for travelers who are comfortable with a moderate pace and a busy itinerary.

A potential consideration is the cost, which at $410 per person, might seem steep if you’re on a tight budget. But when you factor in transportation, accommodation, tours, and snacks, it’s quite a comprehensive package. This experience tends to attract those who enjoy exploring beyond city sights, especially if you love history, scenic rides, and a bit of island life—perfect for couples, groups of friends, or curious travelers eager for a taste of New England.

If you’re after a snapshot of charming coastal mansions, a historic steam train, and a laid-back island vibe, this trip could be just right. It’s especially appealing for anyone who appreciates well-organized tours with knowledgeable guides and a mix of structured activities and free time to explore on your own.

Key Points

• All-in-one Experience: Combines train rides, mansion visits, and island exploration.
• Convenient Transport: Round-trip from Brooklyn simplifies planning.
• Includes Accommodation: One night, with breakfast, adds comfort.
• Flexible Options: Packages with or without admission fees.
• Family-friendly: Kids can enjoy the trip, with discounts, but check age policies.
• Well-reviewed: Perfect for those seeking a relaxed yet engaging escape.

What to Expect from This 2-Day Tour

This tour is designed for travelers who want a balanced mix of history, scenic beauty, and relaxation, all without the hassle of planning each detail. Let’s break down the itinerary so you can picture what your days would look like.

Day 1: Trains, Mansions, and Connecticut Coastlines

The journey begins bright and early at 6:30 am from Brooklyn, with a group size capped at 55, ensuring you won’t feel lost in a crowd. The first highlight is the Essex Steam Train & Riverboat Ride, a three-hour journey through Middlesex County, Connecticut. This ride offers a peaceful way to see the lush landscapes and historic sights, with commentary from your guide making it educational too. The train is a vintage steam-powered locomotive, and the riverboat cruise adds a relaxing water perspective—a favorite among past travelers who described it as “fantastic” and “well organized.”

Next, you’ll visit The Breakers, a mansion that exemplifies the grandeur of Newport’s Gilded Age. The mansion’s four stories and sprawling 14 acres are a feast for the eyes, and it’s easy to imagine the luxurious lifestyle of the past. While admission isn’t included in the base price, many find that the extra fee ($45 per person) is worthwhile to fully appreciate the stunning architecture and history.

Day 2: Island Adventures and Coastal Charm

The second day kicks off with a 45-minute ferry ride to Martha’s Vineyard, a highlight for many travelers seeking a laid-back island vibe. The guided tour around Aquinnah Cliffs, the lighthouse, and other local sights offers a fantastic overview of the island’s natural beauty and history. Past guests have enjoyed the “delightful narrated tour,” which spans about two hours, giving a good mix of storytelling and sightseeing.

After the tour, you’ll have two hours of free time to walk around Martha’s Vineyard. This is where you can soak in the local charm — browse shops, grab a bite, or simply relax on the beaches. These moments are often the most memorable, as you get to enjoy the town at your own pace.

What’s Included and What to Budget For

The tour package covers hotel accommodation with breakfast, transportation in professional vehicles, guided tours, and some snacks and treats throughout the trip. The guide’s humor and knowledge add a friendly touch, making the experience feel personal and engaging.

On the downside, food and drinks aren’t included, so you should plan to bring cash or cards for meals or extra snacks during free time. Parking isn’t provided at the departure point, which is common with tours leaving from city hotels, so consider your transportation options to the meeting spot.

The Value and Who Will Appreciate It

At $410 per person, considering the included transport, accommodation, tours, and snacks, many will find this to be a good value, especially since it covers quite a bit of ground in only two days. Plus, kids under 18 enjoy 50% off in July and August 2025, making it an attractive option for families looking for a cultural getaway.

The tour’s strength lies in its organized structure and variety—from historic mansions to scenic train rides and island vistas—catering well to travelers who like a bit of everything, but without feeling rushed.

Authentic Perspectives from Past Travelers

One reviewer, Sviatlana, called the tour “wonderful,” mentioning how relaxing yet entertaining it is, and praised the steam train and riverboat as “fantastic adventures.” She also appreciated the well-organized nature of the trip, which suggests that the tour manages to balance sightseeing and downtime effectively.

Another note from travelers is the guides’ knowledge and humor, which help create a friendly, engaging atmosphere. The inclusion of snacks and treats is a nice touch that keeps everyone energized throughout the busy days.

Practical Tips for Making the Most of the Tour

• Dress comfortably, especially shoes—you’ll be walking at several stops.
• Bring a hat, sunglasses, and sunscreen, since a good part of the tour involves outdoor sightseeing.
• Since parking isn’t available at the meeting point, plan your transportation accordingly.
• If you’re interested in visiting The Breakers mansion, consider upgrading to include admission, especially if you want the full Newport experience.
• Be prepared for some optional costs, like entrance fees or extra meals—budget accordingly.
• Keep your camera or phone ready for picturesque views, especially on the ferry and at the cliffs.
• Kids are welcome, but check the age policies and consider their comfort with walking and outdoor activities.

Final Thoughts: Is This Tour Right for You?

This 2-day Martha’s Vineyard & Essex tour offers a thoughtfully curated experience that balances activity with relaxation. You’ll get to see iconic sights, enjoy scenic rides, and spend a night in comfortable accommodations, all arranged for you. It’s particularly suited for those who appreciate history, scenic landscapes, and the ease of organized travel.

If you’re looking for a way to see both Connecticut and Rhode Island without the hassle of planning multiple trips, and don’t mind the price tag for the convenience, this tour will deliver a memorable mini-getaway. The combination of guided tours, scenic moments, and free time makes it adaptable for different interests—whether you’re a history buff, nature lover, or just need a break from city life.

For travelers who want a well-rounded, hassle-free escape with friendly guides and a chance to explore beyond NYC, this trip ticks many boxes. Just be prepared for an energetic two days, and you’ll come away with plenty of stories and photos.

FAQ

Is transportation to the departure point included?
No, parking isn’t available at the meeting point, so you’ll need to arrange your own transportation or arrive by public transit or taxi.

What is the start time?
The tour begins at 6:30 am, so be ready early to make the most of the day.

Are children allowed on this tour?
Yes, children are welcome, and they enjoy a 50% discount in July and August 2025. Just ensure they’re comfortable with the schedule and walking involved.

What’s the main highlight of Day 1?
The Essex Steam Train & Riverboat Ride is a favorite for its peaceful scenic views and vintage experience, along with the visit to The Breakers mansion.

Can I buy admission tickets to attractions on the day?
Yes, some attractions like The Breakers have admission fees ($45 per person), payable during the tour. The narrated Martha’s Vineyard tour also requires a fee paid directly to the guide.

How long is the ferry ride?
The ferry to Martha’s Vineyard takes about 45 minutes, offering scenic views en route.

What should I bring?
Comfortable shoes, sun protection, cash or card for extra expenses, and drinks for hydration.

Are snacks provided?
Yes, the tour provides twice-daily treats, candies, and bottled water to keep you energized.

Is this tour suitable for seniors or those with mobility issues?
Most travelers should participate, but consider the walking involved at some stops, especially at the mansion and island tours.

What if I want to cancel?
You can cancel up to 24 hours in advance for a full refund. Cancellations less than that aren’t refunded, but weather cancellations are fully covered with a reschedule or refund.

If you’re craving a quick, well-organized getaway to explore some of New England’s most charming spots, this tour offers a good balance of sightseeing, scenic rides, and relaxation. Just pack your curiosity and a sense of adventure—you’ll be glad you did.