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

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

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

“Our afternoon on the river was spectacular! Tiago and Paulo kept us entertained with wonderful history of the area and the views of the city from the other side of the shore were incredible! A great value and we're so glad we took this relaxing and beautiful tour of the Lisbon shoreline. Thanks!”

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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

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

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

“Great ride across the water to the Aran Islands. Be sure to book a buggy ride with Carriage Tours on Inis Mor! Great guide with fabulous stories. The view of the Cliffs of Moher from the water can’t be beat.”

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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

“We loved our trip on Harbor Line America 2.0 - staff are really friendly, the views you get from the water are incredible. We had a perfect night weather wise, and when we got a little chilly the staff brought out blankets for us all. Drinks flowed for the 2 hours. Would highly recommend this…”

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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

“I choose this tour for a more personal experience and I’m glad I did. It was beyond what I could imagine. The views were amazing and the crew was very polite. I would recommend this tours do it again every single time if I could.”

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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

9.NYC Statue of Liberty Tall Ship Sail aboard Clipper City

Tall ship cruise aboard Clipper City from Pier 17: Statue of Liberty and Ellis Island views, Brooklyn Bridge pass, and skyline sailing.

4.5

“Beautiful view, great drinks, friendly and entertaining staff. Would definitely take any newcomers to nyc on this tour. Pro tip: get in line to board at least 20min before departure time”

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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

“We had a brilliant evening and had some amazing views of the New York Skyline at night. The crew were very friendly and accommodating. Highly recommended this trip.”

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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

11.Lisbon: Private Sailing City & Sunset Tour

A private 2-hour sunset sail on the Tagus with Captain Paulo: bridge views, Belém to Alfama in one loop, plus wine and great stories.

5.0

“We had an amazing experience on this boat trip! paulo was incredibly friendly, welcoming, and made sure we felt comfortable throughout the journey. The atmosphere on board was relaxed and enjoyable, with beautiful views that made the ride truly special. It felt both private and personal, which made the whole experience even more memorable. I…”

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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

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

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

Sail Grand Traverse Bay on a 60-foot schooner with local food, wine, and cocktails included in a relaxing 2.5-hour outing.

5.0

“Every aspect of our cruise was first class! The ship is beautiful; the three captains (Nate, John, and I forgot the third gentleman's name) were FANTASTIC! The evening was a wonderful experience in every respect.”

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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

15.New York City Sailboat Day Cruise to the Statue of Liberty

Engine-free schooner sail from Chelsea Piers to the Statue of Liberty with up-close harbor views and one included drink.

5.0

“Visited New York for first time with my family. Boat ride was one of the things on our list and we had first round of drinks free, friendly staff and a fun ride.”

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