To make the most of your day in Portland, this tour combines the city highlights with a visit to Portland Head Light and the charming seaside town of Kennebunkport. Highlights of Portland include a scenic drive through the quaint streets of the Old Port where street lanterns highlight a gracious mix of architectural styles. Once the home of the warehouse district, the red brick buildings have been transformed into charming restaurants, pubs, unique boutiques, and galleries. Continuing past a number of historic Victorian homes and neighborhoods, enjoy terrific views of Casco Bay and the islands from the East End Promenade. Passing through the urban center, you’ll see Portland's new Arts District, as well as the thriving commercial and business district. Continuing along the beautiful coastline of Maine, arrive at the picturesque town of Cape Elizabeth for a visit of the oldest lighthouse in Maine. First illuminated on January 10, 1791, Portland Head Light has since stood at the gateway to Portland Harbor for mariners traveling Maine's perilous coast. A short photo stop will be made.

Located just 45 minutes from Portland, enjoy a scenic drive through Kennebunkport passing the stunning Federal and Victorian-style mansions built by wealthy sea captains and merchants in the 1700s and 1800s. Pass Walker's Point, the Bush estate and former Summer White House where world leaders often gathered. A stop will be made in the center of Kennebunkport at Dock Square to enjoy some free time for shopping along the picturesque bayfront streets lined with galleries, unique boutiques and antique stores. You’ll also have time for lunch or a snack on your own in one of the many restaurants, outdoor cafes, or pubs overlooking the harbor.

Visit the charming coastal village of Kennebunkport and embark on a 50-minute scenic cruise to enjoy panoramic views of Walker’s Point and Maine’s famous rocky coast. Located just 45 minutes from Portland, enjoy a scenic drive through Kennebunkport passing the stunning Federal and Victorian-style mansions that were built by wealthy sea captains and merchants in the 1700s and 1800s. The historic and charming coastal village of Kennebunkport gained worldwide exposure as the summer home of former President George H. Bush. A stop will be made in the center of town at Dock Square to embark on a 50-minute scenic cruise to enjoy panoramic views of Walker’s Point and Maine’s rugged rock coast. You’ll have some free time to stroll the picturesque streets lined with shops, galleries, unique boutiques, antique stores, restaurants and pubs before your return to Portland. Don’t forget to bring your camera. Note: Guests will have approximately one hour of free time at Dock Square in Kennebunkport. Walking is on sidewalks and gravel at guests discretion. To embark/disembark the boat, participants must negotiate approximately five steps and a gangway located at an angle that can change dramatically with the tides. This tour is not recommended for guests with mobility issues or on a wheelchair; the vessel is not wheelchair accessible. less

The spectacular rocky coastline nearby Portland, Maine is studded with lighthouses dating back over 200 years. On this half-day tour you’ll see three prominent lighthouses and visit the Museum of Portland Head Light. Departing the pier, drive through historic Portland passing by the Eastern Promenade offering a panoramic view of Casco Bay, the Portland Observatory, the new arts district, as well as the thriving commercial and business districts. Visit Bug Light, a steel structure lined with brick, that was first lighted in 1875 as an aid to navigation for this busy port. In addition, enjoy the Liberty Ship Memorial dedicated to the 266 ships built on the site during WWII. Commonly known as American ugly ducklings, these vessels were the workhorses of the WWII fleet, carrying cargoes of grain and mail, ore and ammo, trucks and troops in the fabled horizon-filling convoys. Then it’s a short jaunt to the Spring Point Ledge Lighthouse, a typical sparkplug-style lighthouse constructed of brick on a cylindrical cast-iron caisson. Many vessels ran aground on this dangerous ledge before requests from seven steamship companies in 1891 convinced the government to build a lighthouse. Then travel along Cape Elizabeth’s rocky coast to Fort Williams, once a military outpost for coastal defense and now home of Maine’s oldest lighthouse. First illuminated on January 10, 1791, Portland Head Light has since stood at the gateway to Portland Harbor for mariners traveling Maine’s perilous coast. Here you’ll have ample time to explore the grounds and visit the impressive museum located in the former lighthouse keeper’s quarters. The museum chronicles the history of the Portland Head Light and Fort Williams through permanent exhibits displaying original artifacts and documents, navigational aids, lenses, video displays, models and photography. Note: At Portland Head Light, guests must walk from the bus parking lot to the lighthouse for approximately 200 yards on level and uneven ground with a few steps. This tour is not suitable for guests on wheelchairs. less

Enjoy a relaxing two-hour schooner sail, and a scenic drive of Portland with a visit to the historic Portland Head Light, the oldest commissioned lighthouse in the United States. Begin with a scenic drive through the quaint streets of the Old Port where street lanterns highlight a gracious mix of architectural styles. Once the home of the warehouse district, the red brick buildings have been transformed into charming restaurants, pubs, unique boutiques and galleries. Passing through the urban center, see Portland’s new arts district, as well as the thriving commercial and business districts. Situated just outside the city center and along the beautiful rocky coast of Cape Elizabeth is Fort Williams, once a military outpost for coastal defense and now the site of the America’s oldest lighthouse. First illuminated on January 10, 1791, Portland Head Light has since stood at the gateway to Portland Harbor for mariners traveling Maine’s perilous coast. A short photo stop will be made before returning to Portland to embark an authentic Maine-built, wooden schooner for a leisurely sail on Casco Bay. The schooners - 'Bagheera' and 'Wendameen' - are the ideal way to experience the beauty of Maine’s rugged coastline featuring lighthouses, seals and seabirds. Join the crew as they hoist the sails, take command at the ship’s wheel, or simply relax and enjoy the scenery as you ply the calm waters of Casco Bay. Under full sail you’ll glide past Portland’s bustling waterfront, secluded islands, historic forts and lighthouses perched along Casco Bay. Your guide will point out the sites along the way. Note: This tour is not recommended for guests on wheelchairs; the schooner is not wheelchair accessible. At Portland Head Light, walking is at guest’s discretion; from the bus parking area to the lighthouse guests must walk approximately 200 yards over even and uneven terrain with a few steps. To board the schooner guests must walk approximately 100 yards, negotiate five steps as well as a gangway with an incline that varies with the tides. Tour sequence may vary. Tour will operate rain or shine; guests are advised to dress in layers and bring along a waterproof jacket or windbreaker. less

Internationally recognized as a world-class shopping destination, Freeport offers over 200 upscale outlets, designer shops and eclectic boutiques. The Freeport Village is the newest addition with retail shops and restaurants to add to your Freeport experience. You will discover not only major brands like J. Crew, Brooks Brothers, Banana Republic, Cole Haan, Polo Ralph Lauren, Burberry, Polo Ralph Lauren, Coach, Hartmann, Jones New York, but also Maine’s renowned brands such as Cole Haan and of course L.L. Bean. Freeport has some thing for every member of your family. The town of Freeport has been home to L.L. Bean's Flagship store since 1912 and in 1950, they threw away the keys to the store and since then it has remained opened 24 hours a day, 7 days a week and 365 days a year. In addition to the stores, there are a number of restaurants, cafes, and ice cream shops to enjoy. Note: Participants will have approximately three hours on their own for shopping in Freeport. less