Portland and Kennebunkport

Portland and Kennebunkport are steeped in Maine's maritime history and serve up some of the best cuisine in the USA.

View Holidays

On a peninsula on Casco Bay, Portland is one of the USA’s oldest, most historic cities and the original capital of Maine. It retains small town charm with Victorian buildings, a thriving arts scene, busy waterfront and top-class cuisine.

Known as “the restaurant city”, Portland frequently tops polls for best food in the USA with a host of celebrity chefs, and hundreds of restaurants and breweries. Seafood is of course a speciality with lobster rolls and oysters galore, but the city also has a huge range of international and fusion food as well as craft breweries and cocktail bars.

Half an hour south of Portland is Kennebunkport, a lovely harbour town with art galleries, historic homes, boutique stores and restaurants. The town is well-known as a summer retreat of the Bush family.

The best views over Portland's harbour are from Portland Observatory, America’s last standing maritime signal tower, while Victoria Mansion is the most impressive example of pre-civil war architecture with original interior décor. Portland Museum of Art, the largest gallery in Maine, has over 22,000 works from local, national and international artists.

On the edge of Portland in Fort Williams Park on Cape Elizabeth, Portland Head Light is one of New England’s most beautiful lighthouses, dating from 1791 and still functioning today. One of the best ways to appreciate Portland is on a cruise around the bay and across to islands such as Peaks and Long Island, which offer great hiking, cycling and kayaking.

Read More
Creating tailor-made Holidays for 40 years

Places to Stay in Portland and Kennebunkport

Browse our unrivalled portfolio of accommodation in Portland and Kennebunkport. Every option has been carefully chosen by our team of travel experts.

Exterior
Portland and Kennebunkport
Hotel Exterior
Portland and Kennebunkport
Resort
Portland and Kennebunkport
Hotel exterior
Portland and Kennebunkport
Grand Canyon
About Us

Brought to you by Journey Latin America, the team behind the UK's No.1 Specialist in travel to Central and South America, Journeyscape is a collection of inspiring, authentic and extraordinary journeys delivered with exceptional customer service across the USA and Canada.

Learn more
CAN_BC_UpperJoffreLake_shutterstock_291141257_11zon
Holiday Styles

Centred around Canada and the USA's most unforgettable experiences and unique activities, our holiday styles cater to every interest.

Learn more
Big Sur California
How we travel

Whether it's a tailor-made holiday created from scratch, or a pre-designed holiday crafted by our experts, we can provide an incredible holiday experience based on your specific preferences.

Learn more

Inspire

Your edit for North America inspiration

Inspired by the landscapes, culture, wildlife and cuisine of Canada and the USA, explore our entertaining range of articles, travel tips, destination guides, recipes and much more.

View Extraordinary Inspiration
Banff National Park in Alberta

Destination Guides

Highlights of Alberta: Best places to visit

Learn more
Okanagan Valley BC

Food and Drink

British Columbia’s Wine Country

Learn more
Portland food cart

Food and Drink

Discover Portland: A guide to the best food carts

Learn more
Kootenay Rockies

Meet Our Team

Real North America Travel Experts

Ben Line
Ben Line - Head of Sales

Ben Line is the Head of Sales at Journeyscape and our sister brand Journey Latin America, having lived abroad and travelled extensively over the years.

Mallika
Mallika Jain - Travel Expert

Mallika’s love for North America first began when she attended an American boarding school as a teenager. Her mother’s side of the family lived in the USA, so she enjoyed frequent trips across many states.

Dominique
Dominique Kotsias - Product Manager

Dominique caught the North America travel bug when she was in her late teens and has travelled extensively throughout the USA and Canada, particularly drawn to the countries' outstanding natural beauty and wildlife. With over 10 years of product and marketing experience in North America, Dominique’s passion for the destination is infectious.

Me-NYC
Joshua Salter - Travel Expert

Joshua has been travelling to the USA since childhood, visiting his father and four siblings on the west coast. He is fortunate to have travelled to 42 of the 50 US states, and hopes to complete the set by his next big birthday.

Why Journeyscape?

We love north america

  • Up-to-the-minute knowledge underpinned by 40 years experience
  • All of our Travel Experts have personal knowledge of the destination
  • A passion for the region runs through all we do

Travel with Confidence

  • Fully bonded and licensed
  • ATOL-protected
  • Book with confidence, knowing every penny is secure
  • 24 hour help available at every step of your journey

The Real North America

  • Our insider knowledge helps you go beyond the guidebooks
  • We hand-pick hotels both for their character and services
  • We'll give you authentic experiences based on your personal preferences

Journeyscape brought to you from the award-winning experts at Journey Latin America