Explore Portland, Maine, on a private walking wine tour that blends scenic city strolls with tastings from local wineries. This personalized experience offers a perfect mix of history, local flavor, and scenic views.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; comfortable walking needed
Wildlife
History
Portland was a major shipbuilding hub in the 18th and 19th centuries, which contributed to its rich maritime heritage reflected in the city’s architecture.
Conservation
Local wineries actively practice sustainable viticulture, and the city encourages eco-friendly tourism to preserve its scenic beauty.
Portland Explorer LLC
Explore Portland, Maine, on a private walking wine tour that blends scenic city strolls with tastings from local wineries. This personalized experience offers a perfect mix of history, local flavor, and scenic views.
Portland Explorer LLC is a Portland, Maine–based tour operator offering a curated selection of guided experiences that highlight the city’s maritime history, culinary scene, and coastal scenery.
From guided walking tours through the Old Port and architectural stops like Victoria Mansion and Custom House to relaxing sunset and scenic harbor cruises through Casco Bay, the company focuses on showcasing Portland’s landmarks and waterfront views.
Several experiences depart from Portland Beer Hub, including specialty offerings that pair local beverages with sightseeing. Those options include craft beer and cider tastings, a three-stop Local Pour Tour, wine-focused walking experiences, and elevated outings such as Pearls and Prosecco featuring oysters and prosecco on the water.
Adventure-minded guests can combine active fun with tastings on tours like Axes and Ales or Lighthouse to Lagers.
For history enthusiasts, Portland Explorer operates lighthouse tours and a Fort Tour to Fort Scammel on House Island, providing access to historic coastal defense sites and interpretation about maritime heritage.
Tours range from walking routes to boat-based cruises, appealing to a wide range of interests and mobility levels.
Tour descriptions emphasize authentic local stories, landmark viewpoints, and curated beverage or food pairings. Portland Explorer serves visitors and residents seeking guided, small-group experiences that explore Portland’s coastline, lighthouses, breweries, and historic districts. Booking details, meeting locations, and specific itinerary notes are provided for each tour to help guests choose the right experience.
Customer questions about accessibility, duration, and group size are answered with clear pre-booking information and logistical details for every tour.
Location
Portland, Maine
Based in Portland's waterfront city
Tours Offered
10 Tours
Walking, cruises, and tasting tours
Boat Cruises
Multiple Cruises
Casco Bay and harbor routes
Starting Point
Portland Beer Hub
Many tours depart from Portland Beer Hub
Check availability, meeting points, and tour details to choose the perfect Portland experience.
Wear Comfortable Walking Shoes
This tour involves walking through city streets, so comfortable shoes are a must for all-day comfort.
Stay Hydrated
Bring a water bottle to stay refreshed between wine tastings, especially on warmer days.
Book Ahead
Private tours can fill up quickly, so reserve your spot early to secure your preferred date.
Bring a Small Snack
Having a light snack handy can help balance the wine tasting experience and keep you energized.
Comfortable walking shoes
Good walking shoes ensure comfort during the city stroll and extend your enjoyment of the tour.
Reusable water bottle
Stay hydrated throughout the tour, especially on warm days.
Light jacket or layers
Layered clothing helps adjust to changing temperatures during the walk.
spring|fall|winter
Small backpack or purse
Carry essentials like your wallet, phone, and any snacks.