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Top Cape Cod Luxury Tours

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Cape Cod Tours

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The Lucinda Lipol Tour of Provincetown
4.9 (404)

The Lucinda Lipol Tour of Provincetown

Formerly the Anne Hutchinson Tour of Provincetown, Lucinda Liphol has taken over the talking points. Her tongue is so sharp she can't close her mouth!...

45 to 60 minutes • Free Cancellation
4.9 (404)
from
$35
Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour
4.1 (200)

Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour

Purchase one tour per car, not per person. Everyone listens together! Explore all that Cape Cod has to offer with this self-guided driving tour, from...

3 to 4 hours • Free Cancellation
4.1 (200)
from
$25
Cape Cod Mayflower Trolley Tour
4.8 (58)

Cape Cod Mayflower Trolley Tour

Tour Provincetown aboard our authentic Trolleys featuring the history of the Mayflower's first landing, the development of our famous art colony, the beauty of the...

50 minutes • Free Cancellation
4.8 (58)
from
$40
Kayak The Creek Nature Tour
4.9 (53)

Kayak The Creek Nature Tour

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff...

2 hours • Free Cancellation
4.9 (53)
from
$80
Cape Cod Explorer Tour
Likely to Sell Out
Likely to Sell Out
5.0 (19)

Cape Cod Explorer Tour

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff...

2 hours • Free Cancellation
5.0 (19)
from
$80
Cape Cod Self-Guided Driving Audio Tour
3.9 (32)

Cape Cod Self-Guided Driving Audio Tour

Explore Cape Cod’s scenic beauty with this self-guided driving tour. Visit the Cape Cod Visitor Center, then ascend Scargo Tower for breathtaking views. Discover Harwich...

3 to 4 hours • Free Cancellation
3.9 (32)
from
$17
Wellfleet Harbor Seal Cruise Small Group Boat Tour on Cape Cod
4.6 (7)

Wellfleet Harbor Seal Cruise Small Group Boat Tour on Cape Cod

Enjoy a private seal-watching crossing with only your group aboard. We’ll explore at a relaxed pace, with time to linger when conditions allow and observe...

1 hour • Free Cancellation
4.6 (7)
from
$306
Private Open-Air Pedicab Tour in Provincetown
4.5 (23)

Private Open-Air Pedicab Tour in Provincetown

See the best of Provincetown in a short amount of time with a knowledgeable local guide who lives here year-round. This tour combines scenic views,...

60 to 90 minutes • Hotel pickup offered • Free Cancellation
4.5 (23)
from
$117
Truro Cape Cod Lighthouse and Highland House Museum Tour
4.7 (21)

Truro Cape Cod Lighthouse and Highland House Museum Tour

Step into Cape history with a visit to Highland Lighthouse—Cape Cod’s oldest and tallest lighthouse, proudly standing watch over the Atlantic since 1797. Once a...

2 hours • Free Cancellation
4.7 (21)
from
$95
Provincetown West End History Tour
4.8 (6)

Provincetown West End History Tour

Join Your guide Cathy and embark on a captivating journey through Provincetown’s West End, where the sands of time meet the tides of history. This...

1 hour 30 minutes • Free Cancellation
4.8 (6)
from
$68
Chatham Bites and Sights Walking Guided Food Tasting Tour
Likely to Sell Out
Likely to Sell Out
5.0 (78)

Chatham Bites and Sights Walking Guided Food Tasting Tour

Taste your way through the heart of Cape Cod on a relaxed, flavor-packed food tour through Chatham’s most iconic streets and hidden gems. Led by...

3 hours • Free Cancellation
5.0 (78)
from
$108
Local Legends and Lobster Roll Tour
5.0 (19)

Local Legends and Lobster Roll Tour

Ready to taste Ptown? Lace up for a 2-hour trek through history and coastal rebel lore. You’ll track the footsteps of Anthony Bourdain and dive...

2 hours • Free Cancellation
5.0 (19)
from
$105
The Pilgrim Monument Tour- From Harbor to Heights
5.0 (1)

The Pilgrim Monument Tour- From Harbor to Heights

This private guided walking tour of Provincetown's majestic Pilgrim Monument, , is led by expert local guide Cathy from Cathy's Cape Cod Tours. Cathy, a...

2 hours • Free Cancellation
5.0 (1)
from
$52
National Seashore Tour with Guided Hike from Provincetown
4.9 (7)

National Seashore Tour with Guided Hike from Provincetown

Experience the Cape Cod National Seashore and all its charm & beauty! Our first stop will be at Pilgrim Landing for stunning views of the...

2 hours • Free Cancellation
4.9 (7)
from
$75
Provincetown Self-Guided Walking Audio Tour
4.8 (6)

Provincetown Self-Guided Walking Audio Tour

Explore Provincetown's rich history with this self-guided walking tour! Discover the charm of Commercial Street, admire the towering Pilgrim Monument, and visit the bustling Beachcombers...

1 to 2 hours • Free Cancellation
4.8 (6)
from
$15
Group Guided Walking Food Tour of Hyannis and Local Insights
5.0 (1)

Group Guided Walking Food Tour of Hyannis and Local Insights

The Cape Cod Food Tour offers a delightful culinary adventure through historic Hyannis, where food lovers can savor a range of local delicacies. Stroll along...

3 hours
5.0 (1)
from
$80
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
4.7 (3)

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Get the full Massachusetts experience with this combo of walking and driving tours around Boston! You’ll find ten tours in one app - all highly...

2 days • Free Cancellation
4.7 (3)
from
$50
Moby Dick's New Bedford Smartphone Guided Walking Tour
5.0 (1)

Moby Dick's New Bedford Smartphone Guided Walking Tour

Herman Melville said this city was perhaps the dearest place to live in, in all of New England. On this tour you will explore the...

50 to 70 minutes • Free Cancellation
5.0 (1)
from
$8
Private Open- Air Pedicab Tour in Provincetown
3.5 (2)

Private Open- Air Pedicab Tour in Provincetown

Discover Provincetown from a new perspective with our Private Open-Air Pedicab Tours. Relax in comfort as our knowledgeable guides lead you through the charming streets...

60 to 90 minutes • Hotel pickup offered • Free Cancellation
3.5 (2)
from
$126
MA Cape and The Island Tour

MA Cape and The Island Tour

Experience the unsurpassed beauty of Cape Cod while discovering iconic sites and hidden scenes. This is Great Freedom Adventures’ backyard and we love sharing it...

6 days
from
$3,955

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Pleasant and informative
New York City
Cape Cod Mayflower Trolley Tour
lisapR7767EA, Sep 2026
Pleasant and informative
This was a very well-guided little tour.
Read more
Excellent
New York City
Chatham Bites and Sights Walking Guided Food Tasting Tour
tomsP3019FJ, Sep 2026
Excellent
Excellent, great tour guide.. wouldn't hesitate to go again
Read more
Fun Kayak Tour
New York City
Kayak The Creek Nature Tour
MarioPerez44, Sep 2026
Fun Kayak Tour
Great experience and we highly recommend it.
Read more
Great tour
New York City
Local Legends and Lobster Roll Tour
Sarah_g, Sep 2026
Great tour
Cathy led an awesome tour! Very informative and fun. Worked for kids because of short length and lunch.
Read more
Fabulous!
New York City
Cape Cod Mayflower Trolley Tour
John_P, Sep 2026
Fabulous!
Char shared interesting stories and fun facts about P-town while Kevin expertly navigated the trolley through the narrow streets. Both were friendly and professional. Easy to hear the narration and comfortable ride. Highly recommend!
Read more
Fantastic!
New York City
Chatham Bites and Sights Walking Guided Food Tasting Tour
John_P, Sep 2026
Fantastic!
We thoroughly enjoyed this tour! The food was amazing, the insider knowledge was fun and the non-food stops along the way were interesting and informative. Mike was pleasant and professional. Don’t hesitate to book this tour - it was fantastic!
Read more
Provincetown Pedicab
New York City
Private Open-Air Pedicab Tour in Provincetown
Rich_M, Aug 2026
Provincetown Pedicab
Very knowledgeable and friendly guide, he was a lot of fun. We particularly liked seeing the sea coast and dunes
Read more
Kayaking Adventure
New York City
Kayak The Creek Nature Tour
X9626PQjamesf, Aug 2026
Kayaking Adventure
We booked a kayaking adventure with 2 instructors as a family of 5 with kids ranging from 12-18. The trip was excellent and one of our favourite things we did on our whole holiday. The instructors were excellent - friendly, engaging, extremely knowledgable about the local environment, bird life and history of the area. The trip was not rushed and was extremely well organised. We had so much fun. What a great experience. Kids loved it. I would highly recommend this activity to anyone.
Read more
The best!
New York City
Wellfleet Harbor Seal Cruise Small Group Boat Tour on Cape Cod
Rachel_I, Aug 2026
The best!
We had an awesome tour with the Packet Boat and Captain Brandon! He is super knowledgeable and fun, was great with our kiddos— they had an absolute blast. Couldn’t recommend more!
Read more
Private Seal Watching Cruise in Wellfleet, MA
New York City
Wellfleet Harbor Seal Cruise Small Group Boat Tour on Cape Cod
Bradley_W, Aug 2026
Private Seal Watching Cruise in Wellfleet, MA
This was a really cool and unique experience. Brandon was really a great captain and guide for the whole trip. We had perfect weather for the trip, so we got to see and hear the seals from the boat with perfect clarity. We booked the 4:30 time slot during low-tide and got to see the most seals! There had to be 50 or 60 seals just hanging out, singing to each other and keeping tabs on us. I got a lot of great seal eye contact pics. We saw some dolphins that were caught by the shallows and were being wrangled and guided to open water by a small boat, so we got to see more than just seals. No sharks though. Maybe next time. The kids did get to steer the boat a bit, and that was a lot of fun for them! I would definitely go again, the entire trip was such a nice part of the day. Brandon also suggested a restaurant down the road to check out and that was great, too! Thanks Cool Destinations and Brandon for the suggestion and the easy-to-book trip. If you've got any questions about more details, reach out to Brandon and have a conversation with him.
Read more
A soothing adventure
New York City
Cape Cod Explorer Tour
annagZ8902FU, Aug 2026
A soothing adventure
Had a wonderful and beautiful time kayaking with Maddie. One of my friends had never kayaked before, and she gave us brief and informative lessons. We were guided through a beautiful area onto a spit of beach inaccessible by car. We did a little bit of exploring before heading off into another area where we saw a peregrine falcon perched on its nest up close. Beautiful scenery, and a bit of a workout while also relaxing.
Read more
Great time!
New York City
Local Legends and Lobster Roll Tour
Brian_S, Aug 2026
Great time!
This is a wonderful and fun tour through Provincetown. Lots of interesting information and unknown facts. Cathi brings a great deal of energy and enthusiasm to what she does. Overall, great experience! Even Cape “locals”might learn a thing or two.
Read more
Enjoyable tour
New York City
Private Open-Air Pedicab Tour in Provincetown
Carol_A, Aug 2026
Enjoyable tour
Great way to go to and see the area without walking. Nice info and places you wouldn’t normally see. Great guide
Read more
Cathy was very...
New York City
Provincetown West End History Tour
Danielle_L, Aug 2026
Cathy was very...
Cathy was very informative about the many nuances of Provincetown and the great influence it had on many artists which I appreciated a great deal! Love that Cathy gave in depth history lesson on the town's development and evolution as well!
Read more
Great way to get to know Hyannis!
New York City
Group Guided Walking Food Tour of Hyannis and Local Insights
AnkuNM, Aug 2026
Great way to get to know Hyannis!
Linda chose a great itinerary and had interesting stories and histories to share about each location. Food was great, too! Highly recommend!
Read more
Cape Cod Tour
New York City
Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour
B7319VWraquelf, Jul 2026
Cape Cod Tour
The whole experience was great, but you should let people know that if they're the first ones at Scargo Tower detour (number 4), they will have to call the local police at the number on the sign to come and unlock the gate (10-15 minutes).
Read more
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