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Travel AI

3-Day Beach, Shopping, and City Adventure Itinerary

Last updated: 2024 Jun 14

Beach Bliss in Old Orchard

Morning

Start your day with a visit to the iconic Old Orchard Beach. This beautiful 7-mile stretch of sandy shoreline is perfect for a morning stroll or a refreshing swim. Enjoy the serene atmosphere and take in the stunning ocean views. After soaking up some sun, head over to The Shack for a delicious breakfast featuring fresh seafood and classic American dishes.

Afternoon

In the afternoon, explore the charming downtown area of Old Orchard. Visit local shops and boutiques to pick up unique souvenirs and gifts. Don't miss out on Old Orchard Beach Pier, where you can enjoy arcade games, food stalls, and live entertainment. For lunch, stop by Joseph's by the Sea, known for its delectable seafood dishes and oceanfront views.

Evening

As evening approaches, take a leisurely walk along the beach and watch the sunset over the Atlantic Ocean. For dinner, dine at Myst, a highly-rated restaurant offering a variety of international cuisines. End your day with a visit to Palace Playland, New England's only beachfront amusement park, where you can enjoy thrilling rides and games.

Bedtime

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Historical Treasures in Boston

Morning

Begin your day in Boston with a visit to Freedom Trail. This 2.5-mile-long path through downtown Boston passes by 16 significant historical sites. Join Boston Freedom Trail Small Group History Walking Tour to get an in-depth understanding of each landmark's history. For breakfast, stop by Tatte Bakery & Cafe for freshly baked pastries and coffee.

Afternoon

In the afternoon, head over to Cambridge to explore Harvard University. Visit Harvard University and take part in Cambridge Explore Harvard University on a Student-Led Tour. Discover the rich history of one of America's most prestigious universities while enjoying its beautiful campus. For lunch, dine at Beat Brasserie, known for its eclectic menu and vibrant atmosphere.

Evening

Return to Boston for an evening at Faneuil Hall Marketplace (Faneuil Hall Marketplace). This bustling marketplace offers an array of shops, eateries, and street performers that will keep you entertained throughout the night. Have dinner at Union Oyster House, one of America's oldest restaurants serving classic New England fare.

Bedtime

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Freedom Trail
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Boston Freedom Trail Small Group History Walking Tour
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Cultural Exploration in Boston

Morning

Start your day with a visit to the Museum of Fine Arts (Museum of Fine Arts Boston). This renowned museum houses an extensive collection of art from around the world spanning thousands of years. After exploring the museum's exhibits, enjoy breakfast at The Friendly Toast, known for its creative breakfast dishes.

Afternoon

In the afternoon, head over to Beacon Hill (Beacon Hill), one of Boston's most picturesque neighborhoods characterized by its narrow streets lined with historic brick buildings. Take part in Boston Guided Walking Tour of the Freedom Trail which will lead you through this charming area while providing insights into its rich history. For lunch, stop by 75 Chestnut, offering delicious American cuisine in an elegant setting.

Evening

Conclude your cultural exploration with an evening visit to Copley Square (Copley Square). Admire architectural landmarks such as Trinity Church and The Boston Public Library (Boston Public Library). Enjoy dinner at Oak Long Bar + Kitchen, located within The Fairmont Copley Plaza Hotel offering upscale dining options.

Bedtime

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