Private tour in Boston Sasha G

🛶 Boston–Plymouth Harbor Tour – Pilgrim Roads Adventure

5.0

(2) reviews

-
Hours icon 8 hours
Private transportation
Private tour for 1-4 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 8 hours
Private transportation
Private tour for 1-4 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later

Sasha G.

4.7

Guide rating

41

Reviews

Tours delivered

3 hrs

Avg. response time

🌟 Meet Your Private Tour Guide – Sasha G. Customized Private Tours of Boston, New England & Beyond 🚗📷 Hi! I’m Sasha — an avid nature photographer, storyteller, and passionate private tour guide who believes travel should be meaningful, personal, and joyful. Whether you're exploring Boston for the first time or returning to uncover hidden New England gems, I create one-of-a-kind driving and walking tours tailored just for you. I don’t just guide in Boston. I offer private tours across all five New England states — and even further! From the scenic coasts of Maine to the mountains of Vermont, from charming Connecticut villages to Upstate New York and even Pennsylvania — if we can drive there, I’ll take you. 💡 What Makes My Tours Different? ✨ Every tour is custom-built – Based on your group, your interests, and your pace (families, couples, solo travelers, seniors, teens, or kids). 📸 You’ll always get great photo stops – As an amateur photographer, I know the most scenic and peaceful spots in every season. 🧭 Flexible and guest-centered – Stop where you want, skip what you don’t care for, extend time in places you love — you’re in charge. 🏛️ Not licensed for interior monument guiding, but I’ll always make sure you have what you need: → A real on-site guide when available, or → A downloadable app or handheld device for self-guided touring inside. 🌈 Fun over facts – Instead of overwhelming you with dates and names, I point out unique details and local stories. ❤️ Every tour is prepared with love and care – I don’t just run tours—I design experiences that reflect you. 🌄 Tour Types I Offer: 🏙️ Boston City Highlights and Hidden Gems 🕍 Jewish Heritage Tours (Boston + Beyond) 🍷 Food, Wine and Coastal Culinary Escapes 🌳 Nature, Lakes, Waterfalls & Wildlife Drives 🎒 Kid-Friendly & Teen-Focused Explorations 📷 Scenic Photography Outings (All Seasons) 🛍️ Real Estate, Shopping, and Neighborhood Tours 🏰 Multi-State Trips (MA, ME, VT, NH, RI, CT, NY, PA) 🔔 Please Note: 🗣️ I’m not a native English speaker, so I do speak with an accent — but I always communicate clearly and kindly 😊 🚙 My car is not handicap accessible 🚫 No smoking, alcohol, or recreational drugs in the vehicle (prescriptions okay) 🩺 CPR and AED certified by the American Heart Association 📬 Let’s Go on an Adventure! If you’re looking for a guide with a beautiful soul, a love for people, and a passion for showing you more than just the usual sights, I’m your guide. Let’s plan a tour that matches your mood, your group, and your dreams. One that feels relaxed, exciting, and just right for you. 📆 Reach out to book your unforgettable journey through Boston and beyond. 👉 Explore New England with someone who truly cares. Let me show you the places I love — and help you fall in love with them too. 💛

Have a question or want to customize this tour? Message Sasha G.

Overview of your Boston tour

🛶 Boston–Plymouth Harbor Tour – Pilgrim Roads Adventure Step back in time on this full-day private tour to Plymouth, MA 🕰️. Visit Plimoth Patuxet Museum and explore recreated Pilgrim and Wampanoag villages 🏡. Discover the story of the Mayflower II 🚢 and see the famous Plymouth Rock 🪨. We’ll stop by a local winery 🍷 (wine tasting if available!) and, time permitting, visit the Plimoth Grist Mill and a cranberry farm—with a live tour or a personal walkthrough 🌾. Optional coffee or craft stops can be added! 🗣️ Tour available in English or Russian

Your Boston tour itinerary

This full-day tour includes: 1️⃣ Plimoth Plantation & Wampanoag Site 2️⃣ Mayflower II & Ocean Shore 🚢 3️⃣ Plymouth Rock 🪨 4️⃣ Plymouth Winery with tasting if available 🍷 5️⃣ Plimoth Grist Mill (if time allows) 6️⃣ Cranberry Farm – live tour or guided walk 🌾 Enjoy scenic views, rich history, and photo-perfect stops 📸. I’ll show you more than just the basics—and though English is my second language, I bring passion and local knowledge you’ll love. Please keep that in mind when leaving feedback 🧡. Let’s go explore the Pilgrim roads together!

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Private Transportation / Category: Suv

2021 BMW X3 Black SUV, 4 passengers max.

What's included
Other: All entrance fees Wine Testing (if available)
Private Guide
Private Transportation
Tickets: all admissions, if any
What's not included
Other: Personal expenses.
Food Drinks Snacks
Meeting location

Massachusetts, Massachusetts, United States

Cruise, train station, and a private residence within 20 miles of Boston.

  • You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
History
Food And Drink
Off The Beaten Path
City Highlights
Tour reference number
200623
Languages
English
Russian
Activity level
Moderate
Accessibility
Kid Friendly

Traveller reviews

FAQs

Who is this private tour in Boston best suited for?

This private tour is perfect for history enthusiasts and those interested in exploring the rich heritage of Plymouth. It's also kid-friendly, making it a great choice for families. Travellers who enjoy scenic views, local wineries, and cultural insights will find this tour particularly rewarding.

What should I bring or wear?

Can this private tour in Boston be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

Is transportation included?

Is this private tour in Boston suitable for cruise ship passengers as a shore excursion?

What languages is this tour offered in?

AI-generated. Please confirm details with your guide

-
Hours icon 8 hours
Private transportation
Private tour for 1-4 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 8 hours
Private transportation
Private tour for 1-4 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
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