City Tours


SAILING WORLDWIDE

15 Best City Tours Worldwide

The best days on the water.

The 15 most popular city tours. What each sail costs, how long you are on the water, and which crews run it well.

15 Best City Tours Worldwide

City Cruises Boston Whale Watching Cruise by High-Speed Boat - The Naturalist Factor: How You Go From Spotting Shapes to Real Identifying
Boston, Boston Sailing Trips, City Tours, Cruises & Boat Tours, Dolphin & Whale Sails, Tour Reviews, Whale Watching

City Cruises Boston Whale Watching Cruise by High-Speed Boat

1.City Cruises Boston Whale Watching Cruise by High-Speed Boat

High-speed Boston whale watching to Stellwagen Bank with naturalist narration, indoor comfort, and strong odds for whales and dolphins.

Most Popular★ 4.5

“The whale watching tour was okay but not really worth the money. While we did see some whales, there were way too many people on board, which made it hard to get a good view. The constant movement of people going in and out from the deck to indoors was also a bit frustrating. That…”

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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink - Where to Meet: Doca de Belém, Gate 1 by Padrão dos Descobrimentos
City Tours, Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews, Tours

Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink

2.Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink

Sail Lisbon’s Tagus on a small-group cruise with live commentary, a welcome drink, and big views under the 25 de Abril Bridge.

★ 4.9

“This was the highlight of our trip to Lisbon. It was fantastic to see the sights from the water on this extremely relaxing and peaceful trip. André and Vasco were extremely attentive and lovely and told us many facts and information throughout. They couldn’t have done more to ensure we had the best time. The…”

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Lisbon: Tagus River Sailboat City Cruise - The Belém stretch: Torre de Belém to LX Factory from the river
City Tours, Cruises & Boat Tours, Lisbon, Lisbon Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour Reviews

Lisbon: Tagus River Sailboat City Cruise

3.Lisbon: Tagus River Sailboat City Cruise

Tagus River sunset sail from Belém with live guide stories, one included drink, and sweeping views of Lisbon’s bridges and landmarks.

★ 4.9

“I really enjoyed it! The guide was very funny and made great jokes — at some point I felt like I was at a stand-up show. Highly recommended!”

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Lisbon: City Skyline Sailboat Cruise with Drink and Snacks - Santo Amaro Dock to Praça do Comércio: Starting Under the 25 de Abril Bridge
City Tours, Cruises & Boat Tours, Lisbon, Lisbon Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour Reviews

Lisbon: City Skyline Sailboat Cruise with Drink and Snacks

4.Lisbon: City Skyline Sailboat Cruise with Drink and Snacks

2-hour Lisbon sailboat cruise on the Tagus with drinks and snacks, sailing under major bridges for top river views. From $45.

★ 4.9

“We are a family of four with two young children. This was the only Tagus river cruise that allowed young children on board and the ticket pricing was tailored accordingly to their age groups. Our hostess, who was the owner of the boat made us feel at home on her boat whilst the skipper of…”

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New York City: Sunset Yacht Cruise - Entering the “old-world” boat: salon comfort and deck access
City Tours, Cruises & Boat Tours, Evening Experiences, Luxury Yacht Trips, New York City, New York City Sailing Trips, Sailing, Sunset Sails, Tour Reviews

New York City: Sunset Yacht Cruise

5.New York City: Sunset Yacht Cruise

Sunset yacht cruise on the Hudson with a complimentary drink, assigned table seating, and sweeping views of Lower Manhattan and the Statue of Liberty.

★ 4.9

“Everything was amazing with this tour. Professional service and very awesome atmosphere.”

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Aran Islands and Cliffs of Moher Day Cruise sailing from Galway City Docks - The open-water crossing: wildlife spotting, wind, and real sea conditions
City Tours, Cruises & Boat Tours, Galway, Island-Hopping Sails, Sailing, Tour Reviews

Aran Islands and Cliffs of Moher Day Cruise sailing from Galway City Docks

6.Aran Islands and Cliffs of Moher Day Cruise sailing from Galway City Docks

Galway City Docks cruise to Inishmore on the Aran Islands, plus sea-level Cliffs of Moher views. Puffins and seals possible.

★ 4.5

“The boat ride was comfortable and the crew were very accommodating. When we arrived on Inishmore, the bike rentals were right at the end of the dock and we were on a way quickly. Easy to get around and take in the beautiful sites and plenty of time between drop off and pickup to take…”

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New York City: Sunset Sail Aboard a Schooner - Chelsea Piers Check-In: Show Up Smart and Avoid Stress
City Tours, Cruises & Boat Tours, Evening Experiences, New York City, New York City Sailing Trips, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews

New York City: Sunset Sail Aboard a Schooner

7.New York City: Sunset Sail Aboard a Schooner

Sail the Schooner America for a 2-hour NYC sunset near the Statue of Liberty and skyline, with one included drink and crew service.

★ 4.9

“Highly recommend the sunset cruise. Beautiful views of the Statue of Liberty and New York City. The staff was extremely friendly and helpful.”

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New York City Sunset Cruise on a Yacht - The Statue of Liberty Close Pass: The Photo Moment You Came For
City Tours, Cruises & Boat Tours, Evening Experiences, Luxury Yacht Trips, New York City, New York City Sailing Trips, Sailing, Sunset Sails, Tour Reviews

New York City Sunset Cruise on a Yacht

8.New York City Sunset Cruise on a Yacht

A 90-minute NYC sunset yacht cruise from Chelsea Piers with skyline views, Statue of Liberty close passes, and a complimentary drink.

★ 5.0

“Our cruise started at 5:15 and that couldn’t have been a better time. We got to see things in daylight and sunset. You could be warm and cozy inside and get good views or be on the deck for spectacular views. The captain did a great job narrating so you knew what you were seeing.…”

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NYC Statue of Liberty Tall Ship Sail aboard Clipper City - What you’ll see: skyline angles, Governors Island area, and the classic NYC bridge pass
City Tours, Cruises & Boat Tours, New York City, New York City Sailing Trips, Tall Ships & Sailing Boats, Tour Reviews

NYC Statue of Liberty Tall Ship Sail aboard Clipper City

NYC: City Lights Yacht Cruise with Drink Included - The night route: from Lower Manhattan glow to the Statue of Liberty area
City Tours, Cruises & Boat Tours, Luxury Yacht Trips, New York City, New York City Sailing Trips, Sailing, Tour Reviews

NYC: City Lights Yacht Cruise with Drink Included

10.NYC: City Lights Yacht Cruise with Drink Included

NYC City Lights yacht cruise from Chelsea Piers with 1 free drink. See Lower Manhattan and the Statue of Liberty at night.

★ 4.8

“My girlfriend and I very much enjoyed this! The city lights at night from the water were mesmerizing. The moon was also full and eerily large that night which was cool to see. We cruised close to the Statue of Liberty and got a great look at it. It was the perfect temp out at…”

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Lisbon: Private Sailing City & Sunset Tour - The first wow moment: sailing under the 25 de Abril Bridge
Almada, City Tours, Cruises & Boat Tours, Evening Experiences, Private, Private Sailing Charters, Sailing, Sunset Sails, Tour Reviews, Tours

Lisbon: Private Sailing City & Sunset Tour

Sunset Sail from Traverse City with Food, Wine & Cocktails - Setting Sail From the Bay: Why the Water View Feels Different
City Tours, Cruises & Boat Tours, Evening Experiences, Food, Food & Drink, Sunset Sails, Tour Reviews, Traverse City, Wine Tours

Sunset Sail from Traverse City with Food, Wine & Cocktails

12.Sunset Sail from Traverse City with Food, Wine & Cocktails

Sail Traverse Bay at sunset on Wind Dancer with local wine, beer, TC Whiskey cocktails, and a Traverse City picnic dinner.

★ 5.0

“The cruise itself on the sailboat is relaxing and is a nice trip around Traverse Bay. The crew members were very personable and we were lucky enough to have great people in our group. The drinks were delicious and plentiful. Do not come hungry however. The food consists of a small container of crackers, cheeses,…”

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Day Sail from Traverse City with Food, Wine, & Cocktails - Lunch, Snacks, Wine, and Cocktails: This Is Where the Value Lives
City Tours, Cruises & Boat Tours, Food, Food & Drink, Tour Reviews, Traverse City, Wine Tours

Day Sail from Traverse City with Food, Wine, & Cocktails

1-Hour Ocean Parasailing Adventure In Ocean City, MD - What happens before you lift off (and why it feels easier)
1-Hour Experiences, City Tours, Ocean City, Parasailing, Tour Reviews

1-Hour Ocean Parasailing Adventure In Ocean City, MD

New York City Sailboat Day Cruise to the Statue of Liberty - Hudson River glide: Financial District and One World Trade Center from the water
City Tours, Cruises & Boat Tours, New York City, New York City Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour Reviews

New York City Sailboat Day Cruise to the Statue of Liberty

More City Tours Worldwide

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The sailing ports worth the trip, grouped by the sea they sit on.