Romantic 8-Day Honeymoon Itinerary: Bar Harbor, Maine to Jackson Hole, Wyoming

Day 1: Explore Bar Harbor

Bar Harbor, Maine

8:00 AM

Breakfast at Café This Way

Start your day with a delicious breakfast featuring local favorites like blueberry pancakes and Maine lobster omelets.
Short walk from local hotels.
USD20, 1 hour

9:30 AM

Acadia National Park

Spend the morning hiking along the picturesque beauty of Acadia National Park, offering breathtaking views of the cliffs and ocean.
Drive 15 minutes to the park entrance.
USD30, 3 hours

1:00 PM

Lunch at The Chart Room

Enjoy fresh seafood with panoramic views of the harbor as you relax after your hike.
Short drive back to Bar Harbor.
USD50, 1.5 hours

3:00 PM

Explore Bar Harbor Village

Stroll through charming shops, galleries, and enjoy the local ambiance.
Walk around the village.
USD0, 2 hours

6:00 PM

Dinner at Mache Bistro

Delight in a romantic dinner featuring farm-to-table cuisine with a cozy atmosphere perfect for honeymooners.
Within walking distance in Bar Harbor.
USD80, 2 hours
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Day 2: Into Portland

Portland, Maine

8:00 AM

Breakfast at Tandem Coffee Roasters

Savor a freshly brewed cup paired with a luscious pastry to start your day right.
Drive 3 hours to Portland.
USD15, 1 hour

9:30 AM

Explore the Portland Head Light

Visit the iconic lighthouse and capture beautiful pictures amidst the coastal scenery.
Short drive from the coffee shop, about 15 minutes.
USD0, 1 hour

11:00 AM

Portland Museum of Art

Discover local and international art collections in this beautiful museum.
10-minute drive from the lighthouse.
USD18, 1.5 hours

12:30 PM

Lunch at Eventide Oyster Co.

Feast on some of the best lobster rolls and oysters around while enjoying a casual seaside vibe.
Short drive to the restaurant.
USD70, 1.5 hours

2:00 PM

Casco Bay Cruise

Take a relaxing cruise around the islands, experiencing the beauty of the Maine coastline.
Walking distance from Eventide.
USD40, 1.5 hours

5:00 PM

Dinner at Fore Street

Indulge in a romantic dinner focused on locally sourced ingredients and innovative dishes.
Drive about 10 minutes to the restaurant.
USD100, 2 hours
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Day 3: To Boston

Boston, Massachusetts

8:00 AM

Breakfast at Flour Bakery

Enjoy delectable pastries and savory breakfast options in this vibrant bakery.
Drive 2 hours to Boston.
USD25, 1 hour

9:30 AM

Boston Freedom Trail

Walk the historic Freedom Trail, taking in the sights of Boston's rich history.
Walk to the starting point.
USD0, 2 hours

12:00 PM

Lunch at Union Oyster House

Experience a meal at America’s oldest continuously running restaurant, specializing in seafood.
Short walk from the Freedom Trail.
USD60, 1.5 hours

1:30 PM

Visit Boston Common

Wander through Boston Common, a beautiful park perfect for a romantic jog or leisurely stroll.
Walking distance from the restaurant.
USD0, 1.5 hours

3:00 PM

Explore Beacon Hill

Discover the stunning streets of Beacon Hill, with its antique shops and gas-lit street lamps.
Short walk from Boston Common.
USD0, 2 hours

6:00 PM

Dinner at Oleana

Savor Middle Eastern-inspired dishes in a romantic garden setting at this acclaimed restaurant.
Drive 10 minutes to the restaurant.
USD90, 2 hours
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Day 4: Niagara Falls Adventure

Niagara Falls, New York

8:00 AM

Breakfast at your hotel

Grab a quick breakfast before commencing your drive to Niagara Falls.
Drive 7 hours to Niagara Falls, take I-90 W.
USD20, 1 hour

3:00 PM

Visit Niagara Falls

Experience the majestic beauty of the Falls by taking the Maid of the Mist boat tour.
Drive to the attraction, about 15 minutes.
USD25, 2 hours

5:00 PM

Explore the State Park

Stroll along the shores and enjoy the scenic views from different vantage points in the park.
Walk around the park area.
USD0, 1 hour

6:30 PM

Dinner at Top of the Falls Restaurant

Enjoy a dining experience overlooking the Falls as the golden hour casts beautiful views around.
Walk to the restaurant in the park.
USD80, 1.5 hours

8:00 PM

Evening Lights on the Falls

End your day by witnessing the stunning illumination of Niagara Falls, a romantic sight not to miss.
Adjourn to the vantage points.
USD0, 1 hour
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Day 5: Charming Chicago

Chicago, Illinois

8:00 AM

Breakfast at Lou Mitchell’s

Enjoy a traditional Chicago breakfast in this historic diner known for its pancakes.
Drive 8 hours to Chicago, I-90 W.
USD25, 1 hour

9:30 AM

Explore Millenium Park

Visit the iconic Cloud Gate and take a leisurely stroll around this vibrant park.
Drive 15 minutes to downtown Chicago.
USD0, 1 hour

11:00 AM

Art Institute of Chicago

Discover impressive art collections ranging from ancient to modern in this renowned museum.
Walking distance from Millenium Park.
USD25, 2 hours

1:00 PM

Lunch at Giordano's

Partake in Chicago-style deep-dish pizza at this famous spot for a memorable meal.
Short drive to the restaurant.
USD40, 1.5 hours

3:00 PM

River Architecture Tour

Cruise down the Chicago River to admire the unique architectural designs of the skyline.
Short walk to the boat dock.
USD45, 1.5 hours

5:00 PM

Dinner at Alinea

Experience an unforgettable fine dining experience at one of America’s top-rated restaurants.
Drive 10 minutes to the restaurant.
USD300, 3 hours
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Day 6: Scenic Denver

Denver, Colorado

8:00 AM

Breakfast at Snooze

Start your day at this lively spot known for its creative breakfast dishes.
Fly from Chicago to Denver, around 2 hours.
USD25, 1 hour

9:30 AM

Denver Botanic Gardens

Explore the beautiful flora in this expansive garden, an oasis in the city.
Short drive from the hotel.
USD15, 1.5 hours

11:00 AM

Denver Art Museum

Discover unique and contemporary art in this architecturally stunning museum.
10-minute drive.
USD20, 2 hours

1:00 PM

Lunch at Mercantile Dining & Provision

Delight in locally sourced dishes at this vibrant eatery located in the Union Station.
Short drive to the restaurant.
USD40, 1.5 hours

3:00 PM

Red Rocks Park and Amphitheatre

Spend the afternoon hiking the scenic trails around the stunning Red Rocks.
Drive approximately 30 minutes to the venue.
USD0, 3 hours

6:30 PM

Dinner at Elway's

Indulge in upscale steak and seafood dishes in one of Denver’s top-rated restaurants.
Drive back to downtown Denver, about 30 minutes.
USD90, 2 hours
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Day 7: Nature in Yellowstone

Yellowstone National Park, Wyoming

8:00 AM

Breakfast at your hotel

Fuel up with a hearty breakfast before your drive to Yellowstone.
Drive 8 hours to Yellowstone, take US-287 N.
USD20, 1 hour

3:00 PM

Explore Grand Canyon of Yellowstone

Discover the stunning vistas and waterfalls at the Grand Canyon of Yellowstone.
Drive to the canyon area about 15 minutes.
USD0, 2 hours

5:00 PM

Wildlife Watching

Keep an eye out for bison, elk, and if you're lucky, wolves during your exploration.
Drive through the park.
USD0, 1.5 hours

7:00 PM

Dinner in Gardiner

Enjoy dinner at a local restaurant in Gardiner, just outside of Yellowstone.
Drive approximately 30 minutes to Gardiner.
USD60, 2 hours
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Day 8: Romantic Jackson Hole

Jackson Hole, Wyoming

8:00 AM

Breakfast at Persephone Bakery

Savor wonderful pastries and coffee as you prepare for a romantic day.
Drive 2 hours to Jackson Hole.
USD25, 1 hour

9:30 AM

Explore Grand Teton National Park

Enjoy the stunning scenery of the Teton Range and pristine lakes by hiking or simply taking photos.
Drive to Grand Teton, about 30 minutes.
USD0, 3 hours

1:00 PM

Lunch at the Jackson Lake Lodge

Dine with breathtaking views of Jackson Lake for a scenic culinary experience.
Drive straight to the lodge.
USD60, 1.5 hours

3:00 PM

Jackson Town Square

Visit the iconic antler arches and enjoy some shopping in local boutiques.
Drive back to Jackson Hole town.
USD0, 2 hours

6:00 PM

Dinner at The Mangy Moose

Celebrate your honeymoon night with a cozy dinner featuring Western cuisine in a charming atmosphere.
Short walk from the town square.
USD70, 2 hours
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