Top North America Cruises & Sailing

Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).

Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.

Experience the lights of New York City at sunset on this twilight cruise along the Hudson River and into New York Harbor. Book your ticket in advance online to spare any fuss on the night, and set sail to enjoy the illuminated landmarks while learning about the city from a guide’s informative commentary. A great way to end a day of sightseeing or kick off a night on the town.

Spend a few hours relaxing, sunbathing and sightseeing in the placid waters just off San Diego during this 1 or 2 hour San Diego Harbor cruise. Sit back and relax as you take in a fully-narrated tour, offering top-notch sight lines of the San Diego skyline, a cruise under Coronado Bridge, a look at the bustling US Naval fleet and a chance to spot some of the harbor’s resident sea lions. Choose between 1 and 2 hour cruise options, offering you two trips to fit your schedule and interests.

Settle in for an afternoon cruise aboard the Haleiwa Queen, a 50-foot power catamaran that departs conveniently from Honolulu’s harbor. Learn about Hawaii past and present from the friendly crew as you venture into the open Pacific Ocean to look for dolphins, sea turtles, and even migrating whales. As a bonus, look beneath the water’s surface at fish and coral reefs through unique magnifying view portals.

Some of the best views of New York City's iconic skyline are from the water. This extended cruise goes all the way around Manhattan Island, affording views of the Statue of Liberty, the Brooklyn Bridge, the Empire State Building, and more. While on-board, learn about the history of the island through live commentary or purchase drinks and snacks.

Enjoy the sights and sounds of Seattle from Elliot Bay and Seattle Harbor on this narrated cruise. Learn about Seattle’s historic waterfront and get an up-close look at one of the world's largest shipping terminals. Take in the view of the city’s skyline with a spectacular panoramic background of the Cascade and Olympic mountain ranges, including majestic Mt. Rainier. Food and beverages are available for purchase onboard the ship.

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

Journey back in time to when New Orleans was a budding port town that dazzled visitors with its colorful Creole culture. Board the historic riverboat for a morning or afternoon float down the mighty Mississippi. Stroll the deck, admire the iconic paddlewheel, enjoy live music, and snap picturesque shots of the beautiful urban shoreline. This family‐friendly excursion offers an optional buffet lunch (additional expense).

Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.

Plan your vacation ahead of time by purchasing tickets for this 2-hour cruise from Oahu. Dine on a crab and steak dinner while watching live Hawaiian entertainment, a show called '60 Years of Aloha' and enjoying vistas over the Oahu coast.

Explore one of California's most iconic settings from the beauty of San Francisco Bay. This narrated Golden Gate Bay cruise journeys alongside Alcatraz and Angel Island State Park, past the shores of Sausalito and beneath the Golden Gate Bridge. You can choose to view the sights from inside your boat or out on deck.

Set sail for the high seas with your crew on this 2-hour Toronto tall-ship boat cruise. Hop aboard your vintage vessel, a 3-masted 1930s schooner, in Toronto’s harbor. Following a 30-minute tour, sail out into the seas off the Canadian coastline. Help the crew raise the sails or sit back and relax on route from Toronto Harbour to shimmering Lake Ontario. Enjoy panoramic views over Toronto’s islands and skyline. Listen to ancient sea shanties as your crew coil the ropes, and marvel as they fire the ship’s mighty cannon! Please note: the supplier does not receive the cruise schedule until the end of March. Bookings received before the 1st of April cannot be guaranteed and may be canceled due to the cruise being unavailable

Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.

Get a totally different and exciting perspective on New York: from a fun dinner cruise that floats around New York Harbor and Manhattan offering stunning views of the city and some of the world's most famous landmarks, from the Statue of Liberty to the Brooklyn Bridge to the Empire State Building. Indulge in a delicious buffet dinner and then groove to the onboard DJ'ed music being spun. Add this dinner cruise to your New York itinerary today!

Miami is known as Magic City for many reasons, one of which is its exceptional number of astounding mansions. The million-dollar homes on Hibiscus Island are just a few of the impressive sights you’ll see on this cruise departing from Biscayne Bay. Sail around the city and see the famous Venetian Islands, Sunset Island, and Star Island where Al Capone’s mansion is located. This bi-level yacht has a cash bar as well so you can cruise with a cocktail.

Don't waste precious hours on your NYC vacation at the Statue of Liberty when you can try this speedy Lady Liberty cruise that's perfect for travelers with limited time. Just hop aboard at Lower Manhattan's Battery Park and soak up the sea breeze as you're whisked past Lady Liberty. You can marvel at the statue from the water, learn about the landmark from your guide's live narration, and snap a few up-close photos with unobstructed views of this must-see NYC attraction.

Enjoy a ‘front-row seat’ for Maui’s epic sunset accompanied by handcrafted cocktails and snacks during this sailing cruise from Kaanapali Beach. Enjoy views of nearby Lanai, Molokai, and Kahoolawe from your boat, cocktail and food in hand, as the Hawaiian sky puts on its nightly display. Snacks, unlimited alcoholic drinks, and non-alcoholic beverages are all included.

Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.

Take an evening cruise wining and dining aboard the ‘Spirit of San Diego,’ enjoying top-notch food and drink, plus sparkling skyline views during this San Diego dinner cruise. Dig into your included gourmet meal, accompanied by a complimentary cocktail and live on-board entertainment, as you cruise 25-miles worth of California’s beautiful coastline and gaze at the twinkling stars above. You can also upgrade your cruise to include an unlimited open bar for an additional price.

Bypass the line and head directly to the gate with your prebooked tickets. This sunset cruise takes you across San Francisco Bay with outstanding views of the city skyline, Golden Gate Bridge, the San Francisco Bay Bridge, and Alcatraz Island. Relax while background music sets the tone. Watch the sunset or select a twilight cruise during winter months.

Set sail for fun with a guided cruise near Montreal on the scenic St. Lawrence River, enjoying skyline views and learning about city history as you ride. Step on board your ship, the AML Cavalier Maxim, complete with sunny terraces and a glass-enclosed dining area, passing area landmarks including the Jacques-Cartier Bridge, the islands of Boucherville and the scenic shoreline. During your Montreal cruise, hear tales about the city’s founding and role of a legendary French explorer in its settlement.

New York City’s landmarks are iconic masterpieces. See the city’s best sights on this relaxing sightseeing cruise. Get an incredible perspective of the Manhattan skyline, plus close-ups of the Statue of Liberty, Ellis Island, the Brooklyn Bridge and more.

View the Hawaiian sunset from the deck of a luxury catamaran during this 1.5-hour cruise from Oahu. Glide along the coastline from Waikiki towards Diamond Head while enjoying the vibrant colors of the island sunset, appetizers, two alcoholic drinks and unlimited non-alcoholic drinks.