Print Full Itinerary
Itinerary: Subject to change due to local conditions, unforeseen events, or more interesting as yet unplanned awesome experiences that become available
Overview:
Get ready for some Holly Folly fun as we embrace all the holiday magic Cape Cod style! Far from the hustle and bustle of heavy holiday traffic and crowded shops, the calm seaside towns of Cape Cod are the perfect respite for relaxed holiday cheer filled with quirky local traditions.
Who needs an evergreen when a towering tree of lobster traps aglow with hundreds of lights and colorful ornaments adorns Provincetown’s MacMillan Pier and a magical illumination shines through the night sky from the spectacular glow of the sparkling Pilgrim Monument.
Christmas postcard village main streets will maintain a festive spirit for strolling, and the Canteen Holiday Market offers truly unique gifts crafted by local artisans each with its own genuine story behind their creation. We’ll follow the spirit of the season into an enchanted evening wonderland of lights along glowing pathways and into Cape Cod’s coastal natural treasures.
So grab some hot cocoa and let’s get lost in Cape Cod’s Christmas magic!
Day One: Lippitt House
Our holiday road trip takes us north towards New England, where we’ll pause for a step into Providence’s Golden Age at the perfectly preserved Lippitt House.
The 1800s will come alive with holiday joy among the fully decorated Victorian-era interior all decked out in its yuletide glory.
Local Lunch:
After we return to the current century, let’s enjoy a festive, included lunch at a great local spot along our drive.
Lands End Inn:
Christmas cheer will carry us straight to Cape Cod where the lovely, artistic Lands End Inn greets us with a warm holiday welcome.
Set atop Gull Hill in Provincetown’s charming West End, this artsy historic spot has sweeping views but is close to town’s festivities.
Settle in its warmth and comfort and venture out nearby for a bite before a great seaside night’s sleep.
Day 2: Leisurely Morning
As you awaken, drink in the view from your uniquely stunning room filled with its own special blend of luxuriousness and quirkiness and enjoy a leisurely morning.
Explore Provincetown:
We’ll have all day to spend exploring the charms of Provincetown and its Holly Folly fun!
Stroll with hot cocoa in hand through the Canteen Holiday Market filled with unique artistic treasures and other special surprises.
Dunes Walk:
If the weather allows, join us for a walk among Provincetown’s famous dunes where the natural beauty of the cape can be felt with every step.
Our route to the crest of the final dune that reveals a scenic Atlantic Ocean will pass by historic dune shack cottages where artists and writers chose a rustic dune life that inspired their work.
Festive Evening:
As the winter sun sets, wander the streets of Provincetown as they light up the darkness with a twinkling wonderland of creativity and coastal charm and have an enchanting evening.
Day Three: Leisurely Morning
Enjoy another leisurely morning among serene seaside views before heading out for a day filled with holiday adventures.
Let’s first fuel up with an included quick bite to eat at a local spot along our route south to the charming village of Chatham.
Chatham's Christmas by the Sea:
Once we arrive, wander the quaint main street for a festive Christmas by the Sea Stroll past independent shops with cheery window displays among twinkling lights and colorful decorations.
Sandwich Boardwalk Sunset:
Now let’s bundle up and get out into that fresh, brisk coastal nature for a stroll along the Sandwich Boardwalk in search of a splendid sunset.
Gardens Aglow:
It’s time to be entranced by Heritage Museum’s Gardens Aglow where glowing pathways lead to an enchanted wonderland of lights filled with holiday magic.
A hot drink will keep us cozy as we gaze upon the garden’s illuminated art installations and sculptures among the crisp, dark winter sky.
It will be warm and toasty on a drive to search for Sandwich’s Giants where the bigger, the better, so keep those eyes peeled! As we make our way back to Provincetown, let’s warm up further with an included dinner at an inviting local place along the way.
Day Four: Holly Days
We may have to say goodbye to our lovely home at Lands End Inn, but the holiday cheer continues!
We just can’t miss Holly Days in Sandwich where a cheery village stroll awaits. Wander one of the Cape’s oldest villages that has been magically transformed into a holiday postcard.
Journey Home:
Now all filled with Cape Cod cheer, we’ll make our journey home with a stop for an included lunch at a festive spot along the way.
Pricing & Departures:
Departs South Plainfield High School at the end of Lane Ave at 7:00 AM and returns at approximately 8:30 PM
Departs Madison’s Kings Road Parking Lot, 62 Kings Rd. at 7:45 AM and returns at approximately 7:45 PM
Departs Ridgewood’s Graydon Pool at the corner of Linwood Ave & Northern Parkway at 8:30 AM and returns at approximately 7:00 PM
Price per person is $2,095 Twin & $2,495 Single. No reservations accepted without a deposit of $250 per person. Make checks payable to Group Tours & Travel and mail to the included address. Final payment is due October 1, 2026. Deposits are fully refundable if cancellation occurs on or before October 1, 2026. There are no refunds if cancellation occurs after October 1, 2026. Travel protection/cancellation coverage is available and highly recommended (approximately 10% of the total cost of the tour) but not included. One piece of luggage per person and one carry-on are permitted. Group Tours is not responsible for any delays, cancellations, injuries or circumstances beyond its control and reserves the right to change this itinerary. All trip components are subject to change in accordance with Government, State and Local guidelines and/or mandates. This tour will run rain or shine.
Upon submitting final payment you are agreeing to our new policy.
Wet Blanket Policy:
Wet blanket
– a person who makes it difficult for other people to enjoy themselves by complaining, acting negatively, creating drama, etc.
– one that quenches or dampens enthusiasm or pleasure
- Our philosophy of travel involves getting out of the ordinary to experience other cultures and places with an open minded attitude and flexibility. Since as in daily life, anything can and will happen, let’s embrace these situations with acceptance and understanding because they will either lead to an unexpected, amazing experience or positive learning experience.
- If anyone brings along excess baggage such as incessant complaining, under the breath rude comments, outward negativity or other such behaviors that infect the entire group or individuals, we have the exclusive right to remove them from the tour at their own cost with no refunds. (yes, this means you)
- Toxicity of any kind will not be tolerated: selfishness – you are one part of a GROUP tour – controlling, demanding, manipulative and disruptive behaviors, rudeness, bullying, anything short of common decency is not welcome here and cause for immediate removal.
- If any major concerns arise during a tour, please just come talk to us and we’ll work it out!
The Educated Wanderer
PO Box 35 Henryville, PA 18332
973-513-9001
