Private Tour
The Martinis & Mingle Tour
Overview
Available languages
2 hours
Mobile ticket
Toast to Provincetown’s vibrant past on a 2-hour history journey down Commercial Street, blending craft cocktails, local bites, and tales of bohemian spirit. Ideal for cocktail lovers and history buffs, this tour celebrates Ptown’s maritime, artistic, and LGBTQ+ legacy.
Start at The Harbor Lounge sipping a cape Cod Blueberry vodka lemonade martini amid nautical relics and beautiful harbor views. Pass Lobster Pot, Gov. Bradford and the Old Colony Tap Room one of America's oldest bars. Stop at Spiritus Pizza, tied to the 1990 gays rights riot for two pipping hot slices. Pause at Lopes Square’s 1801 anchor. See Cannery Wharf Park’s harbor views. Catch UU Meeting House’s 1847 steeple. Pass Provincetown Library’s schooner. Wave at A-House (1798), loved by Tennessee Williams. Stop at a local favorite for a delicious fresh Espresso Martini. End at Boatslip Resort’s Tea Dance originating in the 1970" This uniques tour will make you wanting more!
Additional Info
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
All Tours End at Bubalas Restaurant @5pm
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
Espresso Martini - Cape Cod Blueberry Martini
2 Hours of Rich Provincetown History
one Slice of piping hot fresh Pizza pp Choice of Cheese or Pepperoni
Gratuities
What To Expect
Begin at the Harbor Lounge where you’ll sip a Blueberry Vodka Lemonade surrounded by beautiful views of Ptown Harbor. Stroll past the Lobster Pot, Glide by the Old Colony Tap, a gritty 1937 dive where fishermen still swap tales over Pabst Blue Ribbon. Stop at Spiritus Pizza to savor a slice while learning about the 1990 Spiritus Riiot. Pause at Lopes Square, where a 10½-foot anchor from 1801 marks the path of the 1873 Old Colony Railroad, which brought artists like Eugene O’Neill to Ptown. Admire Cannery Wharf Park, with stunning Provincetown Harbor views. Catch the UU Meeting House’s 1847 Greek Revival steeple, a beacon of inclusion since 1829. Pass the Ptown Library, a former 1860 church housing a half-scale schooner. Wave at the Atlantic House a 1798 tavern where Tennessee Williams penned plays, Billie Holiday sang in 1955, and the LGBTQ+ community found refuge since the 1920s, making it one of America’s oldest gay bars. Sip an Espresso Martini at an iconic landmark. Conclude at the Boatslip Resort (est. 1965) where you can join the legendary Tea Dance, a disco-fueled LGBTQ+ tradition pulsing since the 1970s, born in the resort’s heyday.
Sample Menu
starter
Cocktail-Cape Cod Blueberry vodka Lemonade
Made with Fresh Blueberries Served at an Iconic Spot with Fabulous Harbor Views! Great Spot for photos!
starter
A Slice of Delicious Pizza 1pp
Enjoy a slice at a locals favorite! A must while visiting Provincetown!
dessert
Espresso Martini
The best in Provincetown and will get you amped for Provincetown's famous Tea Dance.
Options
Special Pride Discount
Martinis & Mingle Tour
Duration: 2 hours
All Inclusive: Toast to Provincetown’s vibrant past on a 2-hour history journey down Commercial Street, blending craft cocktails, local bite
Commercial Street: All stops are along Historic Commercial Street
Walking Tour
Reviews
20 reviews
Total reviews and rating from Viator & Tripadvisor
Mingle all the Way!
jeanmarie s,
Sep 27, 2025
- Review from Tripadvisor
5.00What’s better than martinis & friends? Add Cathy as your host/tour guide! She’s accommodating, entertaining and full of fun facts about Ptown. So happy we booked!
A unique and fun-filled tour
Linda C,
Sep 5, 2025
- Review from Viator
5.00Lots of history and local lore will be provided on the tour. You will receive tons of restaurant and experiential suggestions. Cathy was a lot of fun. I would suggest this tour for groups and couples.
Cathy was an amazing...
Sophy B,
Sep 2, 2025
- Review from Viator
5.00Cathy was an amazing guide. She was very knowledgeable about the history of Provincetown and all the people who made it what it is today. The pizza at Spiritu is perfectly toasty and cheesy. The Espresso Martini at Babalu divine.
Fun in the rain!!! 😂😂
debbyp593,
Aug 30, 2025
- Review from Tripadvisor
5.00Cathy was amazing!! We enjoyed every minute of the tour!! She is the hest!😂 we started out in the rain and ended in the rain but she made it so much fun hoping in and out of places! Learned so much about Provincetown! Recommend the tour!!
Great tour!
Sara R,
Aug 26, 2025
- Review from Viator
5.00Well worth it! Cathy is fun and really knows her stuff. I want to do another of her tours next visit.
Great tour! Wonderful guide with a great overview of Ptown!
choogirl39,
Aug 23, 2025
- Review from Tripadvisor
5.00Wonderful tour with a great guide. We did this tour at the end of our first day exploring the Cape, and it was perfect. Cathy is so personable and makes the tour fun and informative. The drinks are great, the scenery is beautiful and her knowledge of Ptown and its history makes for a fabulous tour! We highly recommend this!
Great tour!
Mona P,
Aug 8, 2025
- Review from Viator
5.00We had a wonderful time on the tour. The tour- and the jokes- were personalized as we were the only ones on the tour that day. And the choice of restaurants for drinks and pizza were fabulous. We also learned a lot about the history and art of the town.
Great local knowledge and Energy
Brendan L,
Jul 31, 2025
- Review from Viator
5.00Our guide Cathy was great, great local knowledge, high energy, clearly a local. She was very informative and had a lot of inside information. Pacing was good, she had good conversational skills and was willing to be flexible. Highly recommend.
Awesome Time!
derekdasilva24,
Jul 30, 2025
- Review from Tripadvisor
5.00Great Tour!! Very informative and very interesting! Cathy is great and very fun!!! Beautiful time in P Town!!!
Great experience in the culture and history
Kathie W,
Jul 24, 2025
- Review from Viator
5.00Cathy was exceptionally knowledgeable in Provincetown history from when it was settled to the present time. She had a great personality which made the day a fun experience. Both cocktails were very good and the pizza was great. Would definitely recommend to others
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