Beautiful Maine in the Fall

October 10–16, 2027

7 Days • 6 Nights

Experience the rugged beauty, charming seaside villages, historic lighthouses, fresh lobster, and classic New England hospitality on this unforgettable Dash Getaways adventure to the coast of Maine during the fall season with leaves turning!

From Portland's picturesque waterfront and the iconic Portland Head Lighthouse to the quaint villages of Kennebunkport and Boothbay, this tour showcases the very best of Maine. Ride a vintage steam train, travel aboard a historic trolley, tour one of America's finest Victorian mansions, explore Maine's rich maritime heritage, and enjoy delicious New England cuisine—including a traditional lobster dinner!

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⭐ Trip Highlights

🚌 Deluxe Motorcoach Transportation

🏨 Six Nights Lodging

• Including 4 consecutive nights in beautiful Maine

🍽️ 10 Included Meals

• 6 Breakfasts
• 4 Dinners
• Traditional Maine Lobster Dinner 

🌊 Guided Tour of Portland

🏠 Tour the Historic Victoria Mansion

🚢 Maine Maritime Museum

⚓ Percy & Small Shipyard

🚂 Boothbay Railway Village & Vintage Steam Train

🌅 Guided Tour of Kennebunk & Kennebunkport

🚋 Seashore Trolley Museum & Historic Trolley Ride

🛍️ Free Time at Portland Waterfront

🦞 Visit L.L.Bean Flagship Store

🏖️ Scenic Coastal Maine

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Daily Itinerary

Day 1 – Sunday, October 10

Your Dash Getaways adventure begins as we depart from Plymouth and South Bend aboard our deluxe motorcoach. Sit back, relax, and enjoy the changing scenery as we travel toward New England.

Tonight, we'll arrive at our first overnight hotel.

Included Meal: Dinner

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Day 2 – Monday, October 11

After breakfast we continue east toward the beautiful state of Maine.

As we arrive, you'll begin to notice rocky coastlines, towering pine forests, charming fishing villages, and breathtaking Atlantic Ocean views that make Maine one of America's most beloved vacation destinations.

After checking into our hotel, enjoy dinner and settle in for our four-night stay.

Included Meals:

• Breakfast
• Dinner

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Day 3 – Tuesday, October 12

Today we'll discover Portland, Maine's largest coastal city, during a guided sightseeing tour.

Highlights include:

⚓ Historic Old Port District

🏠 Sea Captains' Homes

📚 Longfellow's Boyhood Home

🌊 Portland Waterfront

📸 Portland Head Lighthouse—the most photographed lighthouse in America.

Enjoy free time strolling the cobblestone streets filled with local boutiques, seafood restaurants, galleries, and shops.

Later we'll visit the magnificent Victoria Mansion, one of America's finest examples of Italian Villa architecture. Marvel at its lavish original interiors and furnishings dating back to the 1800s.

This evening we'll enjoy dinner with entertainment.

Included Meals:

• Breakfast
• Dinner

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Day 4 – Wednesday, October 13

Today is all about Maine's rich maritime heritage.

We'll begin at the fascinating Maine Maritime Museum, located along the Kennebec River in historic Bath.

Highlights include:

⚓ Historic shipbuilding exhibits

🚢 Percy & Small Shipyard

⛵ America's only surviving large wooden sailing shipyard

Next we'll visit Boothbay Railway Village, one of Maine's hidden gems.

Enjoy:

🚂 Vintage Narrow Gauge Steam Train Ride

🚗 Antique Automobile Collection

🚃 Historic Railroad Displays

🏘️ Restored 19th-century village buildings

After a wonderful day exploring, we'll enjoy another delicious dinner.

Included Meals:

• Breakfast
• Dinner

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Day 5 – Thursday, October 14

Today we experience some of Maine's most picturesque coastal villages.

Our guided tour includes:

🌊 Kennebunk

🏖️ Kennebunkport

🏠 Dock Square

🌅 Ocean Avenue

🇺🇸 View President George H.W. Bush's famous Walker's Point summer home.

We'll also visit the peaceful Franciscan Monastery Gardens, one of the area's hidden treasures.

Enjoy free time to browse charming boutiques, art galleries, bakeries, and gift shops.

This afternoon we'll visit the Seashore Trolley Museum, the world's oldest and largest electric railway museum.

Ride aboard an authentically restored historic trolley through the beautiful Maine countryside.

Tonight, enjoy a classic New England Lobster Dinner before stopping at the legendary L.L.Bean Flagship Store in Freeport.

Included Meals:

• Breakfast
• Lobster Dinner

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Day 6 – Friday, October 15

After breakfast we begin our journey home.

Along the way we'll stop at Boston's famous Faneuil Hall Marketplace, where you'll have time to shop, explore, or enjoy lunch before continuing to our overnight hotel.

Included Meal:

• Breakfast

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Day 7 – Saturday, October 16

Following breakfast, we'll begin the final leg of our journey home.

Relax aboard the motorcoach, share photos with new friends, and reminisce about the unforgettable memories made along Maine's spectacular coastline.

Included Meal:

• Breakfast

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Trip Pricing

$1,400 per person
(Double Occupancy)

Single Supplement: +$385

$75 Deposit Due at Booking

Final Payment Due: August 3, 2027

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Departure Locations

📍 Plymouth, Indiana — 8:00 AM

📍 South Bend, Indiana — 9:00 AM