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Boston and Portland Getaway by Train

5 to 7+ Nights from $694*
* This sample price: priced within the past 7 days for arrival on 8/7/2024. Choose your own arrival dates.

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This 5 night sample itinerary includes:

  • Hotel for 3 nights in Boston
  • Flight from Boston to Portland
  • Hotel for 2 nights in Portland

Grab your tickets, sit back, and get ready for an amazing adventure in these cities of Massachusetts and Maine!. Experience the stunning scenery of Boston (home of the Boston Red Soxs and New England Patriots and famous for the Boston Tea Party) and Portland (port city, best known for its marine industry, appreciation for the arts, it’s 19th-century architecture and impressive culinary scene) by a train ride. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Flexible Itinerary

  • Boston, MA

  • Portland, ME

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Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

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*Sample prices on display include ALL taxes & fuel surcharges... read more

Trip Summary

  • Boston, MA

    Whether you are looking to take in the skyline or enjoy art, visit a museum or spend the day getting pampered, you will find what you want in Boston. Laced with parks, and pathways you can easily take in the skyline, while enjoying walking the Greenway, Harborwalk, Esplanade or Freedom Trail.

    Explore The Freedom Trail, the Museum of Fine Arts, the Faneuil Hall Marketplace, the Boston Tea Party Ships & Museums, the Boston Public Garden and so much more!

  • Portland, ME

    Portland is set on a peninsula extending into Casco Bay. This charming city will enchant you from ornate mansions to ocean views. Visit the Portland Head Light, which dates back to 1791, and is the oldest lighthouse still in continuous use in the U.S. The Old Port district is known for its 19th-century architecture and nightlife.

    Explore The Portland Head Lighthouse, the Old Port, the Fort Williams Park, the Portland Museum of Art, the Casco Bay, the Peaks Island, the Victoria Mansion, the Portland Observatory and so much more!

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