Cross Insurance Arena
Jeff Dunham Artificial Intelligence in Portland
Overview
Jeff Dunham brings his Artificial Intelligence tour to Cross Insurance Arena in Portland, Maine, featuring the legendary ventriloquist and his iconic cast of puppet characters. This comedy event showcases Dunham's masterful blend of ventriloquism, observational humor, and character-driven storytelling that has made him one of America's most recognizable comedians.[4] The tour includes appearances from fan-favorite characters like Walter, the grumpy old man; Achmed the Dead Terrorist; Peanut, the hyperactive purple-skinned character; and Bubba J, along with new additions to the ensemble.[2][4]
Jeff Dunham has spent decades perfecting his craft since his early interest in ventriloquism sparked by watching Edgar Bergen on television, eventually leading to multiple comedy specials and mainstream recognition.[4] The Artificial Intelligence tour, which began in 2025 and continues into 2026, represents Dunham's latest creative venture, incorporating fresh material and new character dynamics developed during the tour's international leg.[2] Cross Insurance Arena stands as Portland's premier entertainment venue, hosting major comedy acts and live performances throughout the year. 
Highlights
Iconic Puppet Characters: Experience Dunham's legendary cast including Walter, Achmed the Dead Terrorist, Peanut, and Bubba J, each bringing distinct comedic styles and personalities to the stage.
New Character Introduction: The Artificial Intelligence tour introduces Clive, a brand-new puppet character developed during the tour's international leg, adding fresh dynamics to the ensemble.
International Tour Success: The tour has already played international venues across Europe, including performances in the Netherlands and Denmark, bringing tested material and refined jokes to the Portland show.
Sharp Social Commentary: Dunham combines ventriloquism with observational humor and edgy political commentary, offering audiences both entertainment and thought-provoking perspectives on contemporary issues.
Decades of Comedic Mastery: With multiple Comedy Central specials and appearances on The Tonight Show, Dunham has established himself as a mainstream comedy icon known for mainstreaming ventriloquism.
Live Character Development: Witness the artistry behind Dunham's craft, as he demonstrates his unique process of creating both the dummy construction and writing jokes simultaneously during performances.
Sentiment Analysis
Legendary ventriloquist with decades of proven comedic expertise
-
Fan-favorite puppet characters with distinct, memorable personalities
-
Sharp social commentary blended with slapstick humor and witty banter
-
Tour features new material and fresh character additions like Clive
Ticket prices can be expensive for comedy events
-
Some audiences find ventriloquism humor niche or dated
Know Before You Go
Attendees should arrive early to allow sufficient time for security screening and venue entry. Cross Insurance Arena enforces a clear bag policy—please check specific bag size requirements before arriving. The venue is accessible and accommodates guests of various ages, though some comedy content may be more suitable for mature audiences. Doors typically open 90 minutes before showtime. For the most current information regarding bag policies, accessibility accommodations, and any age restrictions, visitors should contact Cross Insurance Arena directly or visit the official Jeff Dunham website and Ticketmaster, which are the only authorized ticket retailers.
Hot Tip
Purchase tickets directly through Ticketmaster or Jeffdunham.com (the only official retailers) to ensure authenticity and avoid potential scams. Arrive 45 minutes before showtime to clear security and avoid last-minute crowds at the main entrance.
Frequently Asked Questions
Location
Meeting Point
Cross Insurance Arena Portland ME US
This page is synthesized and developed by Dyvarcity Team
More like this
TD Garden
July 18
8:00 PM"Weird Al" Yankovic Boston: Bigger & Weirder Tour
Get ready for "Weird Al" Yankovic's Bigger & Weirder 2026 Tour at TD Garden, Boston! This comedic and musical extravaganza promises an evening filled with hilarious parodies, original songs, and Al's signature accordion wizardry. Expect a high-energy performance featuring both classic hits and deep cuts from his extensive discography.
"Weird Al" Yankovic has solidified his place in music history with his unique blend of comedy and musicianship, earning multiple Grammy Awards and a dedicated fanbase. TD Garden, a premier multi-purpose arena in Boston, is renowned for hosting major concerts and sporting events, providing a top-notch experience for all attendees.
The Wilbur
Mar 19
7:30 PMVir Das: Hey Stranger - Boston Comedy
Vir Das: Hey Stranger brings the International Emmy-winning comedian to The Wilbur in Boston for an unforgettable night of global stand-up comedy. Vir Das has emerged as one of the most beloved voices in comedy worldwide, blending sharp social commentary with multicultural storytelling that transcends geographical boundaries.[1][6] His Netflix specials, including the award-winning Landing, have captivated audiences globally, establishing him as a pioneering figure in international stand-up.[1][5]
Known for his fearless brand of intelligent comedy and keen observations of society, Vir Das brings a unique perspective shaped by his upbringing across India, Nigeria, and the United States.[3][5] As a Bollywood star and creator of multiple acclaimed series, including the ABC spy-comedy Whiskey Cavalier and Netflix's Hasmokh, Das has proven his versatility across entertainment mediums.[6] The Wilbur, one of Boston's premier comedy venues, provides the perfect intimate setting for experiencing his provocative humor and masterful storytelling.
The Wilbur
May 29
7:30 PMNaomi Watanabe Live at The Wilbur Boston
Naomi Watanabe brings her acclaimed comedy act "From Tokyo" to The Wilbur in Boston, offering an energetic and hilarious experience that showcases her unique talent for celebrity impersonations and sketch comedy. Known internationally for her viral Beyoncé impersonation and fearless humor, this live event promises laughs infused with vibrant performance art.
Naomi Watanabe is celebrated as Japan’s reigning comedy queen and a global icon of body positivity, boasting nearly 10 million social media followers. The Wilbur, a historic Boston venue renowned for hosting dynamic arts and theatre events, provides an intimate setting perfect for experiencing Naomi’s infectious charisma and cutting-edge comedy style.
The Wilbur
Aug 07
7:30 PMDaniel Sloss: BITTER at The Wilbur, Boston Tickets
Daniel Sloss brings his BITTER show to The Wilbur in Boston, offering a night of sharp, observational comedy. Sloss, known for his dark humor and brutally honest takes on relationships and life, continues to tour extensively, connecting with audiences worldwide through his thought-provoking and often controversial material. His specials have garnered critical acclaim, making him a must-see act for comedy fans.
Sloss has been celebrated for challenging societal norms and pushing comedic boundaries, BITTER promises to deliver more of his signature blend of wit and introspection. The Wilbur, a historic Boston theater, provides an intimate setting for comedy, ensuring an engaging experience for every audience member. Known for its excellent acoustics and classic charm, The Wilbur has hosted countless iconic performances.
Chevalier Theatre
Feb 02
8:00 PMTrevor Noah Live at Chevalier Theatre 2026
Trevor Noah brings his signature wit and global perspective to Chevalier Theatre in Medford, MA, for a night of stand-up comedy that promises laughter and insight. Known for his sharp political commentary and storytelling, Noah continues to captivate audiences worldwide with his unique blend of humor and social observation, making this a must-see event for comedy fans.
As the former host of The Daily Show and author of the acclaimed memoir Born a Crime, Trevor Noah has become one of the most influential voices in comedy today. Chevalier Theatre, a historic venue in Medford, offers an intimate setting that enhances the connection between performer and audience, ensuring a memorable night of entertainment.
BankNH Pavilion
July 22
7:30 PM"Weird Al" Yankovic at BankNH: Tickets & Info
Get ready for "Weird Al" Yankovic's Bigger & Weirder 2026 Tour, bringing his unparalleled blend of musical parody and comedic genius to the BankNH Pavilion. With a career spanning decades, "Weird Al" continues to captivate audiences with his clever lyrics, high-energy performances, and iconic accordion skills, ensuring a night of laughter and unforgettable entertainment. His latest works promise fresh takes on today's hits, combined with his timeless classics.
The BankNH Pavilion, nestled in the scenic Lakes Region of New Hampshire, is an outdoor amphitheater known for its intimate setting and excellent acoustics. It provides a great experience, allowing fans to enjoy the show under the stars. Known for hosting a wide range of performers, the venue provides the perfect backdrop for "Weird Al"'s unique brand of humor and music.
Nearby Activities
View Boston Observation Deck
$34
View Boston Tickets: Unforgettable City Views!
4.4
(308 reviews)
View Boston Observation Deck Admission Tickets offers a breathtaking journey to the top of the Prudential Tower, showcasing Boston's stunning skyline. This experience provides panoramic views from both indoor and outdoor observatory decks.
Visitors can expect to see iconic landmarks like Fenway Park and the Charles River from a unique vantage point. The experience includes timed entry tickets that grant access to both indoor and outdoor observation areas. Please note that hotel pick-up and drop-off are not included.
View Boston is more than just a view; it's a chance to see the city in a whole new way. It is an iconic Boston Landmark.
Boston
$56.01
Boston Codzilla: High-Speed Thrill Boat Ride!
4.2
(424 reviews)
Duration: 45
minutes
City Cruises Boston Codzilla High-Speed Thrill Boat Ride has arrived, and Boston Harbor will never be the same! Get ready for more thrills, more laughs, and more speed than ever before. This isn't just a boat ride; it's an adventure where you zoom across the ocean at up to 40 miles per hour.
Feel the wind and hear the music as the crew tells the story of how Codzilla came to Boston. This wet and wild ride is a sensational experience for the entire family. Be prepared to get wet, so dress accordingly! Codzilla boasts two turbo-charged diesel engines, roaring through the ocean with 2800 horsepower. Get ready for a 45-minute thrill ride like no other!
The Codzilla experience includes waterproof bags and free ponchos on board to help keep you dry, plus an original soundtrack and show scripted by Hollywood screenwriters.
Gloucester
$48
Gloucester Whale Watching: Guaranteed Sightings Aboard!
4.8
(4459 reviews)
Duration: 240
minutes
Whale Watching Tour in Gloucester offers a chance to see amazing whales in their natural home. This tour takes people out to Stellwagen Bank, a special place in the ocean where whales love to visit and feed. The World Wildlife Fund says it's one of the best places in the world to see whales!
For over 35 years, sightseers have enjoyed whale watching tours on the "The Hurricane II". It's a fast boat that gets to the whales quickly, so people can spend more time watching them. On this tour, people might see Humpback Whales, Minke Whales, and other cool sea creatures like dolphins. The boat goes where the whales are, even if it's far away from Gloucester, Massachusetts.
“The Hurricane II” is a big, comfortable boat with lots of room to watch whales. It has warm inside cabin with a place to buy food and drinks. Guides help people learn about the whales and other animals, making it a fun and educational trip.
Cape Cod
$80
Glide into Gold: Cape Cod Sunset Kayak Adventure!
5.0
(9 reviews)
Duration: 120
minutes
Cape Cod Sunset Kayak Tour offers a unique on-the-water experience. RideAway Adventures ensures a fun, safe, and memorable small-group tour with ACA-certified guides and top-tier equipment. This tour is perfect for all kayaking skill levels. Enjoy a tranquil sunset paddle in Cape Cod's serene waters.
Boston
$45
Winthrop Fireworks Cruise: Dance into July 4th!
3.3
(3 reviews)
Duration: 150
minutes
July 2nd Fireworks Cruise offers a fun way to see fireworks light up the harbor. People can dance and cruise on a boat, enjoying the sunset and city lights too. This cruise is a great way to celebrate the holiday weekend with summer vibes. It starts at Winthrop Fireworks.
While on the cruise, there will be a DJ playing music so people can dance. Snacks and drinks are available to buy. This experience does not include any alcoholic beverages.
The cruise lets people see the fireworks up close and enjoy the city lights. It is a fun way to celebrate a holiday.
Portland
$100
Unleash Your Inner Artist: Plein Air Painting in Portland's Natural Beauty
4.9
(11 reviews)
Duration: 180
minutes
Paint Outdoors in Portland, Maine, offers an immersive plein air experience for all skill levels. Hike and capture Maine's beauty on canvas. Enjoy provided equipment and supplies in a small group setting. Discover your artistic side amidst stunning natural landscapes, creating lasting memories and unique artwork.
The Bucket List Playbook: Top Things to do in Cambridge
Ready for adventure? Dyvarcity is your ultimate guide to the top 100 things to do in Cambridge From must-see attractions like Short Term Availability, Music, Historical Tours & Rock in Cambridge. We've handpicked events & experiences with passion: whether you love activities that move your body, vibrant music, sports, food, or cultural explorations.
View Cambridge Activities