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.

$199 Outdoor Activities

All-Inclusive Full-Day Columbia Gorge Day Adventure

The mighty Columbia River cuts a deep swath, over 80 miles long, through the Cascade Mountains. Spend a full day exploring the waterfalls, vistas, pioneer history, and staggering landscapes of the Columbia Gorge National Scenic Areaon this naturalist-guided tour. Start on the western end of the Gorge, where coastal fronts feed the 70+ waterfalls that glide off the region’s basalt cliffs. Travel down the “Waterfall Alley” of the historic highway to experience some of the area’s most spectacular falls on guided nature walks. Gaze up from the base of Latourell Falls on a hot summer day or warm up on a damp morning with a cup of French-press coffee. After exploring the falls, make your way to the wind-surfing mecca of Hood River for a fresh lunch at our favorite local spot, or a picnic lunch served al fresco along the way. In the afternoon, you’ll watch the scenery change as evergreen forests give way to sagebrush and Ponderosa pines and you cross to the dry side of the Cascade Mountain Range. Search for elk, deer, osprey, and bald eagles as you head to the Columbia Gorge Discovery Center for a lesson on the native peoples of the region and Lewis & Clark’s historic travels here. From April to November, you can also see Native American pictographs and petroglyphs at Columbia Hills State Park, before a quick (seasonal) stop at a local fruit stand to grab a snack for the return to Portland.

$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?

$79 Cultural & Theme Tours

Portland Food Tasting Tour in Old Port

Enjoy Seasonal Dishes From Portland's World-Class Restaurants and Discover the Story Behind the PlateMake the most of your experience - enjoy six tastings of locally, sustainably and responsibly sourced food, where each restaurant stop unveils a new dimension of the Maine food system.An authentic experience - discover how Maine’s people, environment, and economy interact to shape a celebrated food destination.Be entertained by our knowledgeable and passionate local guides eager to satisfy your appetite for all things related to Maine food. Important Information Tours run Tuesday - Saturday, 11:00am - 2:00pmTour takes place in rain, snow or shine. Wear comfortable clothing and shoes for walking.Small tour groups of no more than 14 guests and the tour is best for adults and older children.About 1 mile of easy walking.The tour is designed to showcase the Maine food system. We have carefully selected food tastings in partnership with our restaurants that reflect the uniqueness of our area and its’ food scene, and these selections often include seafood, wheat, and dairy products. We can accommodate vegetarian/pescatarian/no shellfish/no nuts diets at our stops. Please understand that we have limited tastings that meet other dietary restrictions.Our restaurant partners tell the story of the Maine food system through their menus; each is unique and each is rich in local ingredients. Blyth & BurrowsBlyth & Burrows is a classic cocktail bar steeped in the traditions of exceptional hospitality and a dedication to craft. The name Blyth & Burrows pays tribute to the two brave captains who perished after the capture of HMS Boxer off the coast of Maine in 1813. The intimate two-level establishment features a raw bar and creative small plates, in addition to perfectly poured cocktails and impeccable service.EVO Kitchen + BarEVO kitchen + bar cooks contemporary Mediterranean and Middle Eastern inspired food using local, seasonal ingredients.MamiMami is accessible sustainable food for everyone. Farm-raised and presented in a casual environment.PiccoloPiccolo is a restaurant where everything is made with the best local produce, fish, meat, and the finest imported Italian ingredients.Solo ItalianoSolo Italiano represents truly authentic, Italian cuisine. All components are prepared by hand and are fresh from the farm and sea.UNIONOur name represents the restaurant’s relationship with the community – the local farmers, fishermen, brewers and craftsmen that create the uniquely Portland experience.

$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.