• Portland Head Light - The tour begins with a visit to the iconic Portland Head Light, widely regarded as one of the most beautiful and photographed lighthouses in the United States. Situated within Fort Williams Park in Cape Elizabeth, this historic lighthouse has watched over Maine’s rocky coastline since 1791. Guests will enjoy sweeping views of the Atlantic Ocean, dramatic cliffs, and the picturesque lighthouse that has become a symbol of Maine’s maritime heritage.

There will be time to stroll along the scenic paths, capture photos from several viewpoints, and explore the historic grounds of Fort Williams Park. The surrounding landscape offers incredible coastal scenery and a chance to experience the rugged beauty that makes Maine’s shoreline so famous.

• L.L. Bean Factory Store - Next, the tour visits the famous L.L.Bean Flagship Store in the town of Freeport, one of Maine’s most well-known shopping destinations. Founded in 1912, L.L.Bean has become an iconic outdoor brand, and the flagship campus welcomes visitors from around the world. Guests will have time to step inside the legendary store, browse outdoor gear and classic New England apparel, and experience a piece of Maine retail history.

Outside the store, guests can take photos with the enormous Bean Boot sculpture—one of the most popular photo spots in Freeport. If lucky, guests may even spot the famous Bean Bootmobile parked nearby. This stop is a fun and lighthearted break during the day and a great opportunity to stretch the legs before continuing along Maine’s scenic Mid-Coast.

• Bath - The journey continues to the historic maritime town of Bath, often referred to as the “City of Ships.” Located along the Kennebec River, Bath has been a center of shipbuilding for centuries and remains home to one of the most respected shipyards in the United States. Upon arrival, guests will see the impressive USS Wyoming memorial sculpture, honoring the massive wooden battleship built here in 1910—once the largest wooden ship ever constructed.

Near the Bath Visitor Center, guests will also see the elegant Torii Gate, a traditional Japanese gateway gifted to the city of Bath as a symbol of friendship and international shipbuilding partnerships. Nearby sits the schooner Virginia, the official state ship of Maine. Guests will have time to take photos, enjoy views of the Kennebec River, and experience the charm of this historic coastal town before continuing along Maine’s scenic Mid-Coast.

• Wiscasset - Continuing north along Maine’s scenic Mid-Coast, the tour drives through the charming village of Wiscasset, often referred to as one of the prettiest villages in Maine. This historic waterfront town sits along the Sheepscot River and is known for its classic New England architecture, picturesque harbor views, and beautifully preserved 18th- and 19th-century buildings that line the main street.

As the tour passes through town, guests will see the famous Red’s Eats off to the left, one of the most well-known lobster roll stands in Maine and a spot often recognized by long lines of visitors eager to try the local specialty. While this portion of the tour is a scenic drive-through, it offers a great glimpse into the coastal character and small-town charm that make Maine’s Mid-Coast so memorable.

• Fort Edgecomb State Historical Site - Next, the tour makes a stop at historic Fort Edgecomb, one of Maine’s most unique Revolutionary-era fortifications. Built in 1808 to help protect the strategic harbor and shipbuilding industries along the Sheepscot River, the fort’s distinctive octagonal wooden blockhouse stands as one of the best-preserved examples of its kind in the United States. Perched on a small hill overlooking the river, the site offers beautiful views of the surrounding countryside and nearby Wiscasset.

Guests will have time to walk up to the fort, take photos, and enjoy the peaceful setting while learning about its role in protecting the region during a time when coastal defenses were vital to American commerce and security. Today the fort serves as a fascinating reminder of Maine’s early coastal history and maritime heritage.

• Boothbay Harbor - The next stop brings guests to the picturesque harbor village of Boothbay Harbor, one of Maine’s most beloved coastal destinations. This charming waterfront town is known for its working harbor, classic New England architecture, and scenic views of lobster boats, sailboats, and fishing vessels moving through the harbor. Guests will have time to stroll along the waterfront, browse small shops, and take in the lively coastal atmosphere.

Guests will also have the opportunity to walk across the historic Boothbay Harbor Footbridge, originally built in 1901, which connects both sides of the harbor and offers wonderful photo opportunities. This stop provides time for lunch along the harbor, where guests can enjoy fresh seafood and local favorites at restaurants overlooking the water, including a unique restaurant built from a historic tugboat. After time to explore, the group will regroup and continue the journey along Maine’s beautiful Mid-Coast.

• Private transportation
• Bottled water
• Snacks
• All Fees and Taxes
• In-vehicle air conditioning

• Alcoholic beverages
• Lunch

Discover the stunning allure of coastal Maine on this exclusive guided tour, showcasing iconic landmarks, scenic harbors, and delightful coastal villages. The adventure begins at Portland Head Light, renowned as one of the most photographed lighthouses in the U.S., where dramatic rocky cliffs and expansive Atlantic vistas provide unforgettable photo opportunities.

Next, journey along Maine’s scenic coastline to the charming harbor village of Boothbay Harbor. Stroll across the historic Footbridge, constructed in 1901, and take in views of bustling lobster boats, serene marinas, and quintessential New England waterfront scenes.

Participants can also opt to enjoy a meal by the harbor at a distinctive restaurant crafted from a historic tugboat. With an expert local guide offering stories and insights throughout the trip, this private coastal Maine tour delivers an ideal mix of history, scenery, and genuine coastal charm.

For a full refund, cancel at least 24 hours before the scheduled departure time.