Welcome to Portland


Set on a peninsula, Portland's always been a city of the sea. Today, the Old Port district is the town's historic heart, with handsomely restored brick buildings filled with cafes, shops and bars. There are more hipsters than fishmongers living here these days, but there's also genuine ethnic diversity – Portland boasts a large African population – generally lacking in the rest of Maine.


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Portland activities

$25 Tours & Sightseeing

Portland, Maine Guided 1-Hour Tour on a Vintage Fire Engine

Portland Fire Engine Co. operates a unique narrated sightseeing tour of Portland, Maine aboard a Vintage Fire Engine. We explore the peninsula of Portland and its many lighthouses and forts as well as the amazing architectural buildings hidden inside the cobble stoned streets that make up our wonderful city. The tour is a great way of reliving Portland’s past. Viewing the area while high up on the Fire Engine gives amazing views of Casco Bay as well as fantastic opportunities for photographs. The tours are approximately 50 minutes in length and are fully narrated by a very knowledgeable guide while displaying high resolution photographs from the Maine Historical Society via our on-board multimedia system, which includes a large flat LED TV. Tours require a minimum of 4 passengers to run, with a maximum of 13 people per Engine. Larger groups/parties will be split up allowing time for shopping, eating, or just exploring the Old Port.

$350 Cruises, Sailing & Water Tours

Private Sunset Charter on a Vintage Lobster Boat

Each charter includes a captain as well as a deckhand who will serve as your guide.  You will meet your guide at Bell Buoy Park, 72 Commercial Street, Portland ME.  This is adjacent to the Casco Bay Lines Ferry Terminal.  Your guide will escort you down the ramp to the water taxi dock and assist you with boarding MONHEGAN, our vintage lobster boat.We will depart Portland Harbor and pass by Bug Light, Fort Gorges, Spring Point Ledge Light, and Fort Scammel as we make our way toward Portland Head Light. Your guide will point out these and other interesting sights as well as any wildlife we encounter.  If you wish, you can bring aboard food or beverages, and your guide will be happy to assist in serving.  MONHEGAN is stocked with glassware, plates, and utensils.  We provide a cooler with ice and bottled water on all charters.  Alcohol may be responsibly consumed by our guests of legal age. From Portland Head Light, your captain will navigate through some of the islands of Casco Bay.  You will watch Maine's rocky, tree-lined coast slip by as you relax on our deck chairs.  MONHEGAN is a very stable vessel, and she is outfitted with a retractable weather cover so your comfort aboard is assured.  As the sun gets low and bathes Casco Bay in golden light, your captain will round Great Diamond Island and turn into the setting sun for the final leg of your cruise.  You will be treated to views of Portland's skyline silhouetted by the setting sun.  Throughout the cruise, guests will find ample opportunities for photos.  Can you imagine a more perfect finish to your day in Maine?

$19.99 Cultural & Theme Tours

A Comedy of Haunted History

Meet up with your fellow thrill seekers for comedy and fresh Atlantic Ocean breezes as we begin in a small waterfront park in Portland's Old Port at 8:00pm.  As your expert guide wends you through dark corners, cobblestone streets and alleys, you will be regaled with a fascinating blend of authentic history, stand up comedy and chilling story telling.  With 8 stops, all out of doors but most covered, the half mile of walking is packed with award winning, original material not to be found anywhere else.  Tour ends near some of the best seafood, ice cream, nightlife and craft beer in Maine

$2349 Holiday & Seasonal Tours

10-Day New England Fall Foliage Tour including Cape Cod

Day1Start your adventure Merrimack, New Hampshire. The Merrimack Premium Outlets will be open and we will offer complimentary transportation to the Outlets or to the Anheuser Busch Brewery for a tour and a tasting. This evening, we will welcome you to New England with a welcome drink and dinner.  Dinner includedDay 2Travel to coastal Maine and explore the Light House Trail. The first stop will be at Nubble Light, one of the most photographed points in Maine. This will be followed by a New England Lobster Lunch. In the afternoon, you'll visit Portland and the famous Portland Head Light as well as other lighthouses in the area. Breakfast & Lunch includedDay 3Enjoy a cruise of Squam Lake, used as the setting in the movie "On Golden Pond". Enjoy a gourmet box lunch or lunch at Walter's Basin restaurant before having an interactive experience at the Squam Lake at the Squam Lake Science Center staring New Hampshire Wildlife. Breakfast & Dinner includedDay 4Have a "Taste of Vermont". Your first stop is at the Cabot Creamery Annex for a sampling of some of Vermont's finest Cheeses.We will continue on to Cold Holler where you can enjoy a taste of Apple Cider and lunch on your own at the Apple Core Dinner. We will stop to see how maple syrupp is made and a tasting on the way back. Breakfast includedDay 5Travel to the top of Cannon Mountain by Aerial Tram. In the afternoon, cross the Kancamagus Highway, which offers some of the most dramatic fall colors and scenic covered bridges. Breakfast & Dinner includedDay 6Visit Newport, Rhode Island and enjoy a sail aboard a schooner around Newport Harbor followed by a tour on one of the historic Mansions.  Breakfast & Dinner includedDay 7Enjoy a tour of historic Boston. The first stop is the USS Constitution. Next see the Old North Church and Paul Revere's home. Visit Quincy Market for shopping and lunch. In the afternoon, see the State House, Boston Common, Trinity Church and other Boston Highlights. Breakfast includedDay 8Enjoy a full narrated historic tour of Nantucket, famous as the world's foremost whaling port in the 18th century. The tour covers The Old Mill, "Sconset" Village with its rose-covered cottages, Low Beach, Sankaty Head Lighthouse, Cranberry bogs and Nantucket moors. That evening, you'll enjoy a New England Lobster dinner.Day 9Tour Cape Cod National Sea Shore on the way to Provincetown. In the afternoon, enjoy a whale-watching cruise or a Cape Cod Dune Tour. Breakfast & Dinner includedDay 10On the last day, tour Hyannis with stops at the Kennedy Memorial before continuing onto the JFK Presidential Library.

$94 Food, Wine & Nightlife

Brews & Bites - Food Carts & Brewery Tour

Meet your guide at the Heathman Hotel in downtown Portland, where your tour begins.  Board and air-conditioned van and travel to our first brewery for 2 beer pours and farm-to-table eats to kick the tour off.  Next, you will visit the first of our food carts where you’ll experience the community atmosphere of Portland’s food cart “pods” and eat some delicious food made from scratch in the cart.After the food cart pod, you’ll hop back in the van and drive through Portland’s neighborhoods towards the next brewery.  Along the way you will learn about the history of Portland’s brewing scene and the neighborhoods we drive through.At the second brewery (third tour stop), you will enjoy 3 different beers and have a behind-the scenes peek of the brewing process.  From the brewery, you will travel to another food cart pod for even more tasty treats and history on Portland’s culinary scene.  There will be an opportunity for guests to purchase additional beverages at the pod if the desire strikes.As the tour winds down, you’ll head to the final brewery for dessert and yet another beer tasting.  In total, you will eat enough food to account for about 1.5 meals, and taste 7-8 different Portland beers.  Your tour ends back at the original starting point in downtown Portland.

$125 Classes & Workshops

Ultimate Ninja Warrior Overnight

The spaceWe offer a variety of challenges found in obstacle course races (OCR). You'll be blown away with how much it feels like you are on the set of American Ninja Warrior or Spartan Ultimate Team Challenge! We haven't taken any short cuts in the building of these premium obstacles. UrbanWarrior uses the highest-grade aluminum trussing with custom-built safety pads. With over 38 obstacles, this is by far the most challenging and exciting course on the West Coast.Guest accessYou have access to the entire facility including bathrooms. A 60 inch TV with cable and Apple TV is included for the evening. A custom sound system for the facility is available for music as well. Sleeping bags and pillows provided upon request but you are encouraged to bring your own bedding. Two large bathrooms and a shower is available on site.Interaction with guestsWe will personally coach you through the course to keep you safe and give you techniques for success and fun! Once we have coached you through the course you will have the entire facility to play in (a trainer is on site the entire time you are in the facility).Other things to notePeople of all skill levels are sure to feel successful while having fun and getting fit! Our focus is to build confidence and self esteem, because no matter your athletic ability, you can achieve success.