PORTLAND
Lobsters, Lighthouses & Long Views
Portland unfolds a little differently.
The harbor comes first. Fishing boats bob alongside ferries bound for distant islands. Seabirds ride the coastal breeze overhead. The scent of salt air follows you from the waterfront into the heart of the city.
The harbor comes first. Fishing boats bob alongside ferries bound for distant islands. Seabirds ride the coastal breeze overhead. The scent of salt air follows you from the waterfront into the heart of the city.
Start in the Old Port, where cobblestone streets and red-brick warehouses tell the story of a city shaped by the sea. Once a bustling maritime hub, these historic buildings now house independent boutiques, galleries, cafés, oyster bars, and some of New England's most celebrated restaurants. It's easy to wander here. Easier still to lose track of time.
Look beyond the harbor and you'll discover another side of Portland. Casco Bay stretches toward the horizon, dotted with nearly 800 islands. Some are home to tight-knit coastal communities. Others feel untouched by time. Ferries come and go. Sailboats drift past. The water is always part of the story.
Then there are the lighthouses. Standing watch along Maine's rugged coastline, they've guided mariners for generations. Portland Head Light, perched above the rocky shores of Cape Elizabeth, remains one of the most photographed lighthouses in the world — and for good reason.
Of course, no visit to Portland is complete without a taste of the coast itself. Lobster rolls piled high. Fresh oysters shucked to order. Chowder that warms you from the inside out. Around here, the connection between sea and table isn't a trend. It's a way of life.
Take your time. Follow the waterfront. Hop a ferry. Order the lobster. Because Portland isn't a place to rush through.
It's a place to settle into.
Look beyond the harbor and you'll discover another side of Portland. Casco Bay stretches toward the horizon, dotted with nearly 800 islands. Some are home to tight-knit coastal communities. Others feel untouched by time. Ferries come and go. Sailboats drift past. The water is always part of the story.
Then there are the lighthouses. Standing watch along Maine's rugged coastline, they've guided mariners for generations. Portland Head Light, perched above the rocky shores of Cape Elizabeth, remains one of the most photographed lighthouses in the world — and for good reason.
Of course, no visit to Portland is complete without a taste of the coast itself. Lobster rolls piled high. Fresh oysters shucked to order. Chowder that warms you from the inside out. Around here, the connection between sea and table isn't a trend. It's a way of life.
Take your time. Follow the waterfront. Hop a ferry. Order the lobster. Because Portland isn't a place to rush through.
It's a place to settle into.
Shore Excursions
Bakes, Bikes & Bays
Island escapes, seaside strolls, and a healthy dose of Maine magic.
Peaks Island Lobster Bake
Explore charming Peaks Island, located three miles offshore from downtown Portland. Board a 20-minute ferry ride and upon arrival head to the historic Inn on Peaks where you'll enjoy a traditional Lobster Bake — including New England Clam Chowder, steamed Mussels, fresh lobster, potato, corn on the cob, dinner rolls and a seasonal dessert. Sailors will also be provided with a glass of beer/wine to enjoy during the meal. Stroll around the island before returning by ferry to the mainland.
Visit Charming Kennebunkport
Experience Maine’s iconic rocky coastline and visit charming Kennebunkport, known for the Bush family’s summer home. Enjoy a scenic drive past historic mansions and free time to explore Dock Square’s picturesque streets lined with shops, galleries, unique boutiques, antique stores, and restaurants. Enjoy a complimentary drink at a local establishment. Your return route will take you past Walker's Point, the Bush Estate, and the former Summer White House where world leaders often gathered.
Bike & Hike Maine’s Coast
Embark on a guided cycling adventure along Maine's beautiful coast with views of Casco Bay. Every so often, pause for the guide to elaborate on the significance of landmarks like Fort Gorges and Bug Lighthouse. Upon reaching Mackworth Island, "a sanctuary for wild beasts and birds", hop off your bike for a one-mile hike along a trail that encircles the island. After leaving the island, pedal back to the pier and enjoy a complimentary drink voucher at a local brewery to enjoy after the tour.
More Shore Things for your wishlist...
We have even more in our curated catalog.
Casco Bay is home to nearly 800 islands
Discover charming escapes just beyond Portland's bustling harbor.
Shore Excursions
Casco Bay & Portland Harbor Boat Tour
Enjoy a 90-min Portland harbor cruise on historic Ruth, with scenic lighthouse views and a complimentary drink included.
DISCOVER MORE SHORE THINGS
The islands sit quietly on the horizon. Lobster boats drift across Casco Bay. Lighthouses stand watch along the rocky shoreline. The water, the harbor, the scattered islands — they don't rush you out. They let the moment stretch.
The ferry ride to Peaks Island, where life seemed to move at its own unhurried pace. The salty breeze winding through Portland's Old Port as fishing boats rocked gently against the docks. The postcard-perfect streets of Kennebunkport, lined with coastal charm and stories carried in from the sea.
Warm butter dripping from a freshly cracked lobster roll. Briny oysters pulled from cold Atlantic waters. Chowder rich with cream and seafood. The scent of salt air mingling with fresh-baked bread and the day's catch arriving at the harbor. Every bite feels connected to the coastline itself — simple, honest, and unmistakably Maine.
Portland doesn't try too hard. It doesn't need to.
It's coastal New England at its best. Authentic. Welcoming. A place where the ocean shapes everything — from the views to the food to the rhythm of everyday life.
Set Sail the Virgin Way
Set sail the Virgin way and find a new approach to cruise vacations. Select a cruise itinerary and let's sail.
