Luxury Boston and Provincetown vacations

Boston and Provincetown

Trip Summary:
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10 days


$ pp

At a glance

? Don't forget that all of our itineraries are totally customized and so this is just an idea of what we can build for you.

Embark on a captivating Massachusetts adventure, starting in the historic city of Boston. Spend a couple of days exploring Boston’s rich history, particularly its pivotal role in the American Revolution.

Walk the famous Freedom Trail, visit the historic Faneuil Hall Marketplace, and stroll along the Boston Harbor. After soaking in Boston’s historical ambiance, head to Provincetown at the tip of Cape Cod. Known as a gay-friendly destination, Provincetown offers a contrasting, laid-back seaside escape with beautiful beaches, vibrant art galleries, and a bustling nightlife centered around Commercial Street.

Choose between a scenic ferry ride or a leisurely car drive to travel from Boston to Provincetown. The ferry offers stunning coastal views, while the drive allows you to explore quaint towns and picturesque landscapes at your own pace. In Boston, delve into the city’s revolutionary past by visiting landmarks like the Paul Revere House and the Old North Church.

In Provincetown, immerse yourself in the local arts scene and welcoming LGBTQ+ culture. Visit the Provincetown Art Association and Museum, and enjoy the lively entertainment, including cabarets and nightclubs. Don’t miss the town’s beautiful beaches like Race Point Beach and the nearby Cape Cod National Seashore for a tranquil seaside experience. This combination of Boston’s historical depth and Provincetown’s artistic charm and natural beauty makes for a diverse and enriching Massachusetts journey.

In detail

? Don't forget that most of our itineraries can be totally customized. Our expert team will be able to talk you through all the options.

About Boston

Boston, the capital of Massachusetts, stands as one of the oldest cities in the United States, rich in history and cultural significance. Renowned for its central role in the American Revolution, the city is a living museum of American history, with its streets and landmarks narrating the nation’s founding story.

Today, Boston has transformed into a vibrant, quirky city that effortlessly blends its historical heritage with modern innovation and charm. As you wander through its diverse neighborhoods, you’ll encounter a plethora of attractions, from historical sites and prestigious universities to cutting-edge restaurants and lively cultural scenes. The city’s unique blend of the past and the present makes it a fascinating destination, offering an array of experiences for history buffs, culture enthusiasts, and urban explorers alike.

About Boston

Things To Do In Boston

The Freedom Trail
This famous walk is a 2.5 mile journey through Boston city centre. Pass some famous historic landmarks and be lead by a guide as you learn about the cities rich and varied history and its role in events like the Boston Tea Party.

Boston Common
If you are looking for a spot to just sit and relax, head over to Boston Common. It is the oldest city park in the United States.

Boston Museum of Science
If you fancy testing your scientific knowledge, the museum of science is filled with fun exhibitions. A great activity for the family.

Faneuil Hall
Visit this fascinating old marketplace and meeting hall and learn about its important history. The Faneuil Hall is also one of the stops on the Freedom Trail.

USS Constitution
The Constitution is the oldest warship which is still afloat in the world. It was part of the United States Navy and was launched in 1797. This historic ship is also part of the Freedom Trail. Visit the port where it is moored up and immerse yourself in the rich history which encompasses the boat.

Boston Public Library
This stunning building is home to one of the world’s most famous libraries. Boston is home to several universities including Harvard and it is because of this that academia is at the heart of the city.

Things To Do In Boston

About Provincetown

Provincetown, often referred to as P-town, is a picturesque town located at the northern tip of Cape Cod in Massachusetts, easily accessible by a short ferry ride or a scenic car drive from Boston. This charming seaside town is celebrated for its warm and welcoming atmosphere, making it a favored destination, particularly within the LGBTQ+ community.

Provincetown’s inclusive and vibrant ambiance has earned it a reputation as a place where visitors from all walks of life can feel at home. With its stunning beaches, lively arts scene, and an array of entertainment options, Provincetown beckons travelers to embrace its unique blend of natural beauty and a spirited, open-hearted community. Whether you seek relaxation on pristine beaches or the excitement of a lively arts and cultural scene, Provincetown promises a memorable and welcoming experience for all who visit.

About Provincetown

Things To Do In Provincetown

The Pilgrim Monument
This monument commemorates the first landfall of the Mayflower Pilgrims in Provincetown in 1620.

Racepoint Beach
Head down to Racepoint beach and lounge around on the beautiful sand. It is a beach for everyone, whether you are a solo traveller, with friends or on a family holiday.

Stand-Up Paddleboarding
If you are looking for something a bit more adventurous, then why not test your balance skills and give Stand-Up Paddleboarding a go. A great activity for everyone, if you aren’t quite ready to try surfing yet.

Dolphin and Whale Watching
For the nature lovers out there, head out onto the waters on a dolphin and whale watching cruise. If you are lucky you might even spot a pod of whales. It is very common to see the humpback whale around Provincetown.

Province Lands Bike Trail
This 6-mile bike trail has just the right amount of hills and also provides you with incredible views and beautiful scenery. If you don’t fancy cycling, you can walk it as well as the terrain is very easy underfoot.

Bars and Clubs
Provincetown has a few classic seaside bars and clubs for you to test out. Why not head down to the well known gay club Atlantic House and put those dancing shoes on?

Things To Do In Provincetown
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