Speak with a Travel Consultant
Collette
OFFER ID 1702050
Celebrate the holiday season across New England, from Boston's historic charm and New Hampshire's winter magic to the seaside beauty of Newport, Rhode Island. Get into the holiday spirit at Snowport, a cozy European-style Christmas market in Boston’s lively Seaport District. Cozy up with carriage rides, cookies, and breathtaking mountain views at the Omni Mount Washington Resort. Stroll through Newport’s grand Gilded Age mansions and take in its famous ocean views. Discover culture, history, and seasonal cheer on a festive adventure celebrating New England’s iconic holiday traditions.

6 nights from $3,599 per person
Day 1 Boston, Massachusetts
Bundle up for a festive journey through charming, historic locales of New England. Get ready to stroll through Boston’s old, winding city streets, strewn with sparkling lights and feel the cheer in the chilly New England air. With no scheduled activities today due to varied arrivals, spend the day exploring Boston as you wish. Dinner is on your own tonight.
Day 2 Boston
This morning, take a panoramic tour of Boston to see the historic city’s Old South Meeting House, Boston Common, and the quaint cobblestone streets and Federal-style rowhouses of Beacon Hill. Then, step out to explore Faneuil Hall, the true heart of Boston, with free time for lunch — maybe try a local favorite like clam chowdah as you admire the dazzling lights of its towering Christmas tree. Later, soak in the festive atmosphere of Snowport, a European-style outdoor Christmas market in Boston’s Seaport District. Shop for one-of-a-kind goods as you meander through rows of local vendors and sip mulled wine. This evening, gather for a welcome reception at a local restaurant and then take your seat at the Boston Symphony Orchestra. Enjoy a special performance by the Grammy-nominated Boston Pops, featuring holiday classics, singalongs, and even an appearance by the big man in red.(B, D)
Day 3 Boston - Bretton Woods, New Hampshire
After a relaxed morning, set out for New Hampshire’s White Mountains. Arrive at the historic Omni Mount Washington Resort. Discover this iconic hotel, all decked out for the holidays, where world-class amenities and grand architecture await. This evening, join a private history tour of the property, which has hosted the likes of Thomas Edison, Winston Churchill, and several U.S. presidents. After, enjoy dinner at your leisure in the hotel’s elegant dining room.(B, D)
Day 4 Bretton Woods - Bethlehem - Littleton - Bretton Woods
This morning, visit a Christmas tree farm in the appropriately named town of Bethlehem. Discover the farm’s contributions to forest conservation and live out your Hallmark movie fantasies as you take a scenic horsedrawn carriage ride while staying warm and cozy with a blanket and hot chocolate. After, enjoy free time for lunch and shopping in the picturesque town of Littleton. Back at the Omni, the afternoon is yours to soak up your surroundings, perhaps taking time for breathtaking mountain views from the wraparound porch or staying snug by the roaring fireplace. This evening, join a festive cookie-decorating class with tips and tricks from one of the resort’s chefs.(B, D)
Day 5 Bretton Woods - Newport, Rhode Island
Say goodbye to the snowcapped White Mountains and discover a coastal holiday scene — you’re on your way to Newport, famous for its Gilded Age mansions and ocean scenery. Arriving in the area this afternoon, it’s your choice! Visit Blithewold Manor* to explore the historic estate, beautifully decorated for the holiday season -OR- take a spin around the fascinating Newport Car Museum, where over 100 automobiles on display double as works of art. This evening, settle in at your waterfront hotel on Newport’s Goat Island. The night is yours to explore Newport and its many eateries at your leisure.(B)
Day 6 Newport
Discover Newport on a panoramic tour, following Ocean Drive for stunning coastal views and glimpses into the area’s rich history. Step inside The Breakers, the grand mansion built by the Vanderbilt family. Immerse yourself in the mansion’s holiday magic, with its opulent rooms adorned with Christmas trees and a 15-foot poinsettia tree in the Great Hall. After, head to Newport’s charming downtown and enjoy the rest of the afternoon as you please, perhaps doing some last-minute holiday shopping at the many boutiques along the waterfront. Tonight, join your fellow travelers for a cheerful farewell dinner at a popular local restaurant.(B, D)
Day 7 Newport - Tour Ends
Your tour ends today. May the memories of your holiday adventure be joyful!(B)
Day 1 Boston, Massachusetts
Bundle up for a festive journey through charming, historic locales of New England. Get ready to stroll through Boston’s old, winding city streets, strewn with sparkling lights and feel the cheer in the chilly New England air. With no scheduled activities today due to varied arrivals, spend the day exploring Boston as you wish. Dinner is on your own tonight.
Day 2 Boston
This morning, take a panoramic tour of Boston to see the historic city’s Old South Meeting House, Boston Common, and the quaint cobblestone streets and Federal-style rowhouses of Beacon Hill. Then, step out to explore Faneuil Hall, the true heart of Boston, with free time for lunch — maybe try a local favorite like clam chowdah as you admire the dazzling lights of its towering Christmas tree. Later, soak in the festive atmosphere of Snowport, a European-style outdoor Christmas market in Boston’s Seaport District. Shop for one-of-a-kind goods as you meander through rows of local vendors and sip mulled wine. This evening, gather for a welcome reception at a local restaurant and then take your seat at the Boston Symphony Orchestra. Enjoy a special performance by the Grammy-nominated Boston Pops, featuring holiday classics, singalongs, and even an appearance by the big man in red.(B, D)
Day 3 Boston - Bretton Woods, New Hampshire
After a relaxed morning, set out for New Hampshire’s White Mountains. Arrive at the historic Omni Mount Washington Resort. Discover this iconic hotel, all decked out for the holidays, where world-class amenities and grand architecture await. This evening, join a private history tour of the property, which has hosted the likes of Thomas Edison, Winston Churchill, and several U.S. presidents. After, enjoy dinner at your leisure in the hotel’s elegant dining room.(B, D)
Day 4 Bretton Woods - Bethlehem - Littleton - Bretton Woods
This morning, visit a Christmas tree farm in the appropriately named town of Bethlehem. Discover the farm’s contributions to forest conservation and live out your Hallmark movie fantasies as you take a scenic horsedrawn carriage ride while staying warm and cozy with a blanket and hot chocolate. After, enjoy free time for lunch and shopping in the picturesque town of Littleton. Back at the Omni, the afternoon is yours to soak up your surroundings, perhaps taking time for breathtaking mountain views from the wraparound porch or staying snug by the roaring fireplace. This evening, join a festive cookie-decorating class with tips and tricks from one of the resort’s chefs.(B, D)
Day 5 Bretton Woods - Newport, Rhode Island
Say goodbye to the snowcapped White Mountains and discover a coastal holiday scene — you’re on your way to Newport, famous for its Gilded Age mansions and ocean scenery. Arriving in the area this afternoon, it’s your choice! Visit Blithewold Manor* to explore the historic estate, beautifully decorated for the holiday season -OR- take a spin around the fascinating Newport Car Museum, where over 100 automobiles on display double as works of art. This evening, settle in at your waterfront hotel on Newport’s Goat Island. The night is yours to explore Newport and its many eateries at your leisure.(B)
Day 6 Newport
Discover Newport on a panoramic tour, following Ocean Drive for stunning coastal views and glimpses into the area’s rich history. Step inside The Breakers, the grand mansion built by the Vanderbilt family. Immerse yourself in the mansion’s holiday magic, with its opulent rooms adorned with Christmas trees and a 15-foot poinsettia tree in the Great Hall. After, head to Newport’s charming downtown and enjoy the rest of the afternoon as you please, perhaps doing some last-minute holiday shopping at the many boutiques along the waterfront. Tonight, join your fellow travelers for a cheerful farewell dinner at a popular local restaurant.(B, D)
Day 7 Newport - Tour Ends
Your tour ends today. May the memories of your holiday adventure be joyful!(B)
Boston: Private North End Italian Food Tasting Walking Tour - 3 Hours

Boston: Private Sunset Boston Harbor Cruise with Cocktails and Hors d'oeuvres - 2 Hours

Boston: Private VIP Boston Yacht Experience With Cocktails & Hors d’oeuvres - 2 Hours

Overview:
Imagine sailing into the sunset on Boston Harbor aboard the Valiant, a stunning 97-foot yacht. Picture yourself lounging in the elegant salon, drink in hand from the open bar or chatting on the wicker-furnished fantail. And let’s not forget the bow – your front-row seat to breathtaking views and the ultimate selfie spot. It’s not just a sunset cruise – it’s your private floating celebration in luxury. Cheers to that!
?
Tour Itinerary & Highlights:
Note: This is a suggested itinerary – we can customize based on your preferences.
Welcome Bubbly: Board with a glass of Champagne, setting the tone for a special evening.
Sail with Charm: Depart from Rowes Wharf aboard the Valiant, your gateway to Boston’s skyline and seaside splendor.
Tailored Journey: Your captain listens to your picks highlighting the Financial District, Seaport or your favorite sights.
Skyline and Sea: Experience the Federal Courthouse, World Trade Center and the stunning Boston skyline from a unique perspective.
Historical Highlights: Glide past the USS Constitution and explore the stories of Harbor Islands like Spectacle and Castle.
Bites and Delights: Enjoy your choice of tasty hors d’oeuvres and other food selections.
Set the Mood: With a DJ curating your soundtrack, the vibe is as unforgettable as the views.
More Information:
The duration of the experience is two (2) hours.
This tour is offered from April 1st through November 1st, seven (7) days a week.
Please inquire with your sales representative for information on wheelchair accessibility.
Boston: Boston Private Cycle Boat Charter - 4 Hours

Overview:
Hop on our cycle boat for a unique spin around Boston Harbor! Pedal past historic gems like the Boston Tea Party ship and USS Constitution, or just chill and enjoy the ride. See iconic sights from Bunker Hill to the Seaport, with the freedom to bring your own snacks and drinks. Whether you’re pedaling or lounging, it’s an unforgettable way to experience Boston’s skyline and history. Ready to set sail?
Tour Itinerary & Highlights:
Note: This is a suggested itinerary – we can customize based on your preferences.
Pickup Perks: Your ride awaits! Get scooped up within Boston and whisked away to your cycle boat adventure.
East Boston Exploration: Pedal by the vibrant shores of East Boston, where city views meet sea breezes.
South Boston Seaport Sights: Cruise past the bustling Seaport, where modernity meets the ocean’s edge.
Downtown Delights: Experience the heart of Boston from its waterfront for a unique perspective on city life.
Northend Waterfront Wonders: Float by the charming Northend waterfront where history and culinary delights abound.
Charles River Revelations: Venture into the Charles River Basin where cityscapes and serene waters blend.
Charlestown Navy Yard Close-Up: Encounter naval history up close at the Charlestown Navy Yard, home to legendary ships.
More Information:
The cycle boat tour is one-and-a-half (1.5) hours.
Boston: Discover Boston Private Sightseeing Program - 4 Hours

Boston: Private Historic Boston Pub Crawl - 4 Hours

Overview:
Kick off your unique Boston adventure with a luxury pickup and head straight to Faneuil Hall to begin your exclusive pub crawl along the Freedom Trail. You’ll hit four historic taverns – each with its own craft beer or cider to toast to – all while listening to untold tales of Boston’s past. And after soaking up all that history and brew, you’ll get free time to explore Faneuil Hall Marketplace at your leisure. It’s history, with a twist of fun!
Tour Itinerary & Highlights:
Note: This is a suggested itinerary – we can customize based on your preferences.
Boston: Freedom Trail Private Walking Tour - 1.5 Hours

Boston: Private Harvard Campus Tour - 1.5 Hours

Overview:
Ever wonder what it’s like to roam the grounds of an Ivy League legend? Let us pick you up in a luxury vehicle and zip you over to Harvard where you’ll be met by an expert guide – an actual Harvard student – to find out. Stroll through the historic Harvard Yard, get the inside scoop on university lore and maybe even walk the same paths as some of the world-famous Harvardians. Don’t miss this peek into the life of America’s academic elite!
Tour Itinerary & Highlights:
Note: This is a suggested itinerary – we can customize based on your preferences.
Harvard Square Meetup: Start your Harvard tour where Cambridge’s heart beats – iconic Harvard Square – bustling with brainpower and charm.
Stroll with a Scholar: Walk through Harvard’s hallowed grounds with a student guide whose stories and insights bring the campus’s rich legacy to life.
Stereotypes Shattered: Discover that Harvard students aren’t just a Hollywood cliché – they’re real, diverse and ready to share their world with you.
Harvard’s Hallmarks: Explore the must-see spots with your guide – laugh at the Harvard Lampoon, reflect at Johnston Gate and snap a pic with the third most-photographed American statue.
More Information:
The duration of the tour is one and a half (1.5) hours.
This tour is offered all year round, seven (7) days a week.
Please inquire with your sales representative for information on wheelchair accessibility.
All fares are quoted in US Dollars.
JBVacations.com / JBCruises.com RiverCruisesToGo.com have been selling ocean cruises, river cruises and vacations packages in south Florida for over 40 years and is one the nation’s premiere travel companies.
We provide the Best Vacation Pricing, Traditional Service and Great Internet Discounts... ALWAYS!


© Copyright 2026. All Rights Reserved. JBCruises.com
Seler of Travel: ST37606
We use cookies to make our site work and to improve your experience. You can accept all, reject non-essential, or manage preferences. See our Cookie Policy.