Boston & Martha's Vineyard 2025 Trip - Beatrice Bradley

HistORic Boston & Martha’s Vineyard Adventure
september 22 – 26, 2025
5 days / 4 nights

Overall Trip Highlights

  • Freedom Trail Tour: Walk the iconic 2.5-mile path that tells the story of the American Revolution, featuring 16 historic sites including Paul Revere’s House and the Old North Church.

  • Fenway Park Tour: Explore the oldest baseball stadium in MLB history, home to the Red Sox since 1912, and learn about its famous “Green Monster.”

  • Liberty Clipper Cruise: Sail Boston Harbor on a tall ship, reminiscent of the 19th century, offering stunning views of the city skyline and historical sites.

  • Martha’s Vineyard: Enjoy a day on this picturesque island known for its charming towns, lighthouses, and as a popular presidential vacation spot.

  • Boston Common: Visit America’s oldest public park, established in 1634, and learn about its role in historical events such as the American Revolution.

  • Boston Tea Party Ships & Museum: Participate in an interactive reenactment of the 1773 Boston Tea Party, a pivotal event leading to the American Revolution.

  • Boston Public Library: Marvel at the grandeur of this historic library, established in 1848, featuring beautiful architecture and rare book collections.

  • North End: Wander through Boston’s oldest residential community, known for its rich Italian heritage and delicious cuisine, including famous cannolis.

  • Boston Philharmonic Orchestra: Experience an evening of world-class music, adding a touch of cultural elegance to your trip.

  • Beacon Hill: Stroll through this historic neighborhood, famous for its narrow, gaslit streets and brick row houses, offering a glimpse into 19th-century Boston life.

September 22 – 26, 2025
5 Days / 4 Nights

 

More Dates Available –  May 12 – 15, 2025  | Click here to View:  https://bbgage.com/boston-spring-2025/


Group Size: 12 Guests
Your BB Hostesses: 2 Fabulous BB Hosts

Note: This itinerary serves as a general guide to what we will be doing, seeing, and eating, with the final version provided approximately two weeks prior. The published itinerary is an example and may be adjusted to include accommodations, tours, or restaurants of comparable quality to ensure the best experience.

Single Occupancy Double Occupancy
$3650.00 $3150.00
Private Room with Private Bath Shared Room, Separate Beds, Shared Bath
Deposit Due at Time of Booking:
$250 for Domestic/$500 for International
Deposit Due at Time of Booking:
$250 for Domestic/$500 for International
Book Single Occupancy Book Double Occupancy


Beatrice Bradley Experiences are All Inclusive. What does that mean?

  • Airport Group Transfers: Seamless airport pickups and drop-offs by our friendly hostesses, ensuring a smooth start and end to your adventure.
  • Dedicated BB Hostess: Travel with peace of mind knowing a dedicated Beatrice Bradley hostess will be with you throughout the trip, ensuring every aspect of your journey is unforgettable.
  • Full Dining: Enjoy 2-3 daily meals carefully selected to reflect the local cuisine, inclusive of all tips. Whether it’s a quick breakfast or a sumptuous dinner, we’ve got it all covered.
  • Unique Accommodations: Stay in boutique hotels or unique properties that are handpicked for their charm and comfort, providing an authentic and intimate experience.
  • Curated Activities: We find the BEST of the best tours. Making the absolute most out of our time.
  • Included Gratuities: Tips for tour guides, meals, and transportation are all taken care of. We ensure that those who make your trip special are rewarded, without you needing to worry about the details.
  • Transportation: All transportation is included throughout the experience, from airport pickup to your final drop-off.
  • You won’t see “Free Days” on our itineraries: Our trips are made for a balanced experience. We carve out time to bond, laugh, shop and explore but we will never just send you out on your own and say “good luck” we do everything together or smaller group breakouts.

With Beatrice Bradley, every detail is meticulously planned to ensure you have a memorable and carefree travel experience. Join us and discover the joy of true hassle-free travel!

We Offer Flex-Pay! What is that?

Flexible Payments at Your Fingertips: You can use your invoice to pay any amount you choose, as frequently as you wish, until the full payment deadline.

Want to make a payment? Click “Review and Pay” on your invoice whenever you’re ready.

Pay Your Way: You can adjust the payment amount by selecting “Edit Amount,” allowing you to manage your budget flexibly.

Final Countdown: Ensure everything is paid up 60 days prior to your trip for domestic and 90 days prior for international. Don’t worry, we’ll send you reminders! If there’s any remaining balance, we’ll automatically process it, allowing you to focus on the excitement of your upcoming adventure!

Arrival Information Departing Information
BOS – Boston Logan Airport BOS – Boston Logan Airport
September 22, 2025 September 26, 2025
Must arrive before 3:00 PM Departure times can vary

There will be taking walking tours, taking a Fenway Park tour so there may be walking and going up and down steps and we will be taking busses and going on a boat and also a ferry to Martha’s Vineyard.  We encourage you to do as much activity as you are able.  There is never any pressure nor requirement to participate in all activities.  If you need to take a break, please let your hosts know.

As your hostesses, we understand that traveling solo can be intimidating, but rest assured, making you feel welcomed and comfortable is our top priority. Our experiences are designed for building new and lasting friendships in a warm and welcoming environment.

From the moment you arrive until we bid you farewell, we’ll be right by your side. We meticulously handle all the details and manage the logistics seamlessly behind the scenes, ensuring your journey is truly unique and worry-free. While we aren’t local experts or tour guides, we work with a network of local professionals carefully selected for each location to enrich your experience.

Read more about our Hostesses Here

 

Thinking about joining us?

If you’re on the fence or have any questions, we’re here to help. Simply fill out this form to get in touch. We can’t wait to assist you in planning an unforgettable adventure!

 

If you have any immediate questions, please feel free to get in touch: 763-864-8291 | Lindsay@bbgage.com

Ready to book? We’re happy to have you!

Book Here

Don’t just tour Boston & Martha’s Vineyard – Experience them!

Every Beatrice Bradley trip is crafted to maximize the experiences had during the trip.
The itineraries are specially made to allow time for engaging in conversation and having belly laughs with a new friend. We hope that the activities and experiences may allow you to come out of your comfort zone and to try new or unique things.
These trips are made to replicate a ‘friends get-away trip’. 

FUN FACT ABOUT THIS TRIP

Boston Common: Established in 1634, it is the oldest public park in the United States, originally used as a cow pasture and for public hangings.

First Public School: Boston is home to the nation’s first public school, Boston Latin School, founded in 1635. It still operates today and boasts famous alumni like Benjamin Franklin and John Hancock.

Martha’s Vineyard Island History: Martha’s Vineyard was named by the English explorer Bartholomew Gosnold in 1602 after his daughter Martha and the wild grapes (vineyards) he found growing there. The island is known for its rich maritime history and picturesque landscapes.

 

Itinerary Subject to Change 

Day One: Arrival Day in Boston

A New Friendship in Boston: As the sun set over Boston Common, you found yourself walking alongside a fellow traveler, sharing stories and laughter. By the end of the evening, a new friendship had blossomed, sparked by a shared appreciation for history and adventure. This trip is not just about the destinations, but also about the wonderful connections made along the way.

Highlights

  • Arrival at The Godfrey Hotel: Settle into the stylish and centrally located Godfrey Hotel, your home base in Boston.
  • Welcome Dinner: Kick off the trip with a delicious welcome dinner, getting to know your fellow travelers.
  • Evening Stroll: Enjoy an evening stroll through Boston Common, the oldest public park in America, and witness the vibrant energy of the city at night.

 

Boston fall
Boston fall
Boston fall

Day Two: Freedom Trail, Cheers & Liberty Clipper

Making Memories on the Freedom Trail: Embark on a journey through history as you walk the Freedom Trail, where the echoes of revolutionary tales blend seamlessly with today’s vibrant city life. Along the way, you’ll find yourself bonding with fellow travelers over shared awe and curiosity, creating unforgettable moments together.

Highlights

  • Breakfast at George Howell Coffee Shop: Start your day with a delightful breakfast at the hotel’s renowned coffee shop.
  • Freedom Trail Tour: Step back in time with a guided tour of the Freedom Trail, a historic pathway just steps from the Godfrey Hotel, featuring 16 pivotal sites of the American Revolution.
  • Lunch at Cheers Restaurant: Enjoy lunch at the iconic Cheers Restaurant, famously known as the inspiration for the beloved TV show.
  • Liberty Clipper Cruise: Set sail on the Liberty Clipper for an afternoon cruise, experiencing Boston Harbor’s beauty and maritime history.
  • Dinner at The Merchant Boston: Conclude your adventurous day with a delectable dinner at The Merchant Boston, savoring a variety of culinary delights.

 

Day Three: Ferry Ride and Private Tour of Martha’s Vineyard

Exploring Martha’s Vineyard: Embark on an exciting journey to Martha’s Vineyard, known for its charming towns, beautiful lighthouses, and rich maritime history. Discover the island’s unique heritage and scenic beauty through a private guided tour.

Highlights

  • Breakfast at George Howell Coffee Shop: Start your day with a delightful breakfast at the hotel’s renowned coffee shop.
  • Coach Ride to Falmouth: Travel comfortably by passenger coach to the magnificent Island Queen Ferry in Falmouth, Cape Cod.
  • Ferry Ride to Martha’s Vineyard: Enjoy a scenic ferry ride to the island, soaking in the picturesque coastal views.
  • Private Guided Tour: Experience a private 3-hour guided tour of Martha’s Vineyard, exploring its historical landmarks and captivating highlights.
  • Lunch at Martha’s Vineyard Chowder Company: Savor a delicious lunch in the town of Oak Bluffs, famous for its seafood and coastal charm.
  • Return to Boston: Take the ferry and private coach back to the hotel in Boston.
  • Dinner at The French Quarter: Conclude your day with a delectable dinner at The French Quarter in Boston, enjoying a taste of New Orleans in the heart of the city.

 

Day Four: Hop On/Hop Off Bus, Fenway Park Tour & Boston Philharmonic Orchestra

A Day of Exploration and Culture: Dive into Boston’s rich history and vibrant culture with a day of exploration via a Hop On/Hop Off bus tour, a guided visit to Fenway Park, and an enchanting evening at the Boston Philharmonic Orchestra.

Highlights

  • Breakfast at Cafe Bon Jour: Enjoy a delightful breakfast to start your day.
  • Boston Hop On/Hop Off Bus Tour: Explore the city’s landmarks including Faneuil Hall, Historic North End, USS Constitution and Museum, Beacon Hill, Cheers Bar, and more.
  • Lunch: Take a break for lunch on your own while exploring the city.
  • Fenway Park Tour: Experience a guided tour of the iconic Fenway Park, home of the Boston Red Sox, and learn about its storied past.
  • Dinner: Enjoy a meal before heading to the evening event.
  • Boston Philharmonic Orchestra: Conclude the day with a captivating performance by the Boston Philharmonic Orchestra, immersing yourself in a night of exquisite music.

 

Day Five: Departure Day

Farewell to Boston and New Friends: As your adventure concludes, cherish the memories made and the friendships formed in this historic city.

Highlights

  • Check-Out: Check out of The Godfrey Hotel.
  • Farewell Breakfast: Enjoy a final breakfast at Cafe BonJour, bidding farewell to new friends.
  • Last-Minute Shopping: Take some time for last-minute shopping or exploring before your departure.
  • Departure: Head to the airport to catch your flights home.

Note: This itinerary serves as a general guide to what we will be doing, seeing, and eating, with the final version provided approximately two weeks prior. The published itinerary is an example and may be adjusted to include accommodations, tours, or restaurants of comparable quality to ensure the best experience.

***Itinerary is subject to change

boston trip