Tall Ships & Sailing Boats


SAILING WORLDWIDE

15 Best Tall Ships & Sailing Boats Tours Worldwide

The best days on the water.

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

15 Best Tall Ships & Sailing Boats Tours Worldwide

Oslo: Oslo Fjord Sightseeing Cruise by Sailing Ship - The Oslo Fjord route: islands, Opera House, and the Munch spotlight
Cruises & Boat Tours, Fjord Cruises, Oslo, Sailing, Tall Ships & Sailing Boats, Tour Reviews

Oslo: Oslo Fjord Sightseeing Cruise by Sailing Ship

1.Oslo: Oslo Fjord Sightseeing Cruise by Sailing Ship

Heated traditional sailing ship cruise across the Oslo Fjord with panoramic views, a Bygdøy hop-off option, and 13-language audio app.

Most Popular★ 4.5

“Excellent trip with all eventualities covered, even when the temperature was-2! Blankets and hot drinks aplenty. Stripped off at Museum Island with 2 here’s to visit the Fram before catching the returning boat. Excellent value for money.”

Check Availability →Read the review →

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

“Benny & Miguel were wonderful hosts. Benny was very informative and gave excellent information. They were very respectful and we received complimentary drinks. They asked to take photos which was very nice and respectful .”

Check Availability →Read the review →

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Small-Group Sailing with a hard cap of 14
Cruises & Boat Tours, Heraklion, Heraklion Sailing Trips, Island-Hopping Sails, Sailing, Swim-Stop Cruises, Tall Ships & Sailing Boats, Tour Reviews

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

3.Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Small-group Dia Island sail from Heraklion with swimming, snorkeling, SUP, a Mediterranean meal, and unlimited drinks on board.

★ 4.8

“Perfect friendly Crew. Nice Katamaran. Good drinks and delicious food. It was my third time with this company. Sofia, Giannis and our Captain Petros are a super Crew. I will make the Dia Tour again. I love it sooooo much. Thank you Guys. Nicole”

Check Availability →Read the review →

Porto: Charming Sailboat Cruise with Port Wine,Sunset Option - Boarding at Douro Marina: picking the start point that fits your day
Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews, Vila Nova De Gaia, Wine Tours

Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - Polyaigos: The “Only by Boat” Swim Break
Adamantas, Adamantas Sailing Trips, Cruises & Boat Tours, Full-Day, Lunch Experiences, Sailing, Tall Ships & Sailing Boats, Tour Reviews, Tours

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Picking the right option: shared half-day, private, or 1-hour coastal
Crete, Crete Sailing Trips, Cruises & Boat Tours, Island-Hopping Sails, Lunch Experiences, Sailing, Tall Ships & Sailing Boats, Tour Reviews

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

Barcelona Helicopter, Sailboat & Old Town Private Walking Tour - Plaza de Catalunya Stops: Fast Orientation, Easy Photo Breaks
Barcelona, Barcelona Sailing Trips, Cruises & Boat Tours, Helicopter Tours, Private, Private Sailing Charters, Sailing, Tall Ships & Sailing Boats, Tour Reviews, Tours, Walking Tours

Barcelona Helicopter, Sailboat & Old Town Private Walking Tour

7.Barcelona Helicopter, Sailboat & Old Town Private Walking Tour

Private Old Town walk plus Port Vell boat transfer and a short helicopter flight over Barcelona, with free video and small-group guiding.

★ 5.0

“Walking section of the tour we took in a few sights and interesting locations but was fairly standard. Taxi then to the heliport and after alot of waiting we took our flight which was great. We then missed our scduked boat tour but we're given an open ticket. The boat tour itself was rubbish. Not…”

Check Availability →Read the review →

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Picking the right option: shared half-day, private, or 1-hour coastal
Crete, Crete Sailing Trips, Cruises & Boat Tours, Island-Hopping Sails, Lunch Experiences, Sailing, Tall Ships & Sailing Boats, Tour Reviews

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

8.Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

Sail from Heraklion to Dia Island for snorkeling, unlimited drinks, and lunch on a yacht, with easy pickup options available.

★ 4.9

“This activity was amazing, great communication from the get-go, staff were lovely and very knowledgeable, the transport shuttle was on time and quick, the boat and Dia Island were stunning and the food and drinks were great - especially if you like a sweeter white wine!”

Check Availability →Read the review →

Lisbon: Daylight or Sunset on a Vintage Sailboat - Where you meet near the 25 de Abril Bridge (and how to avoid stress)
Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews

Lisbon: Daylight or Sunset on a Vintage Sailboat

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

10.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

“We took the sailboat cruise on the last day of our trip to Lisbon and it was the perfect end to our vacation. Our tour guides were Mr Miguel and Mr Tiago, both of them were extremely jovial, humorous and kept us all engaged during the cruise. It was a great experience all thanks to…”

Check Availability →Read the review →

Lisbon: Daylight or Sunset on a Vintage Sailboat - Where you meet near the 25 de Abril Bridge (and how to avoid stress)
Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews

Lisbon: Daylight or Sunset on a Vintage Sailboat

Lisbon: Sailboat Sunset Tour with a Drink - Porta 2, Doca de Alcântara: where to meet and how to avoid stress
Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews, Tours

Lisbon: Sailboat Sunset Tour with a Drink

Lake Taupo: Sailboat Trip to the Maori Rock Carvings - Meeting point, shoes, and what to wear in Taupō weather
Cruises & Boat Tours, Sailing, Tall Ships & Sailing Boats, Taupo, Taupo Sailing Trips, Tour Reviews

Lake Taupo: Sailboat Trip to the Maori Rock Carvings

13.Lake Taupo: Sailboat Trip to the Maori Rock Carvings

2.5-hour eco sail on Lake Taupo to Māori rock carvings with a swim, blankets, drinks, and local guide stories.

★ 4.8

“Our sail to the Māori Rock Carvings was truly memorable. Aaron and Liam were exceptional hosts—knowledgeable, friendly, and attentive. The journey was both relaxing and informative, offering stunning views of the lake and the impressive Ngātoroirangi carving. The boat was comfortable, and the crew's insights into the carvings and local history added depth to the…”

Check Availability →Read the review →

Sailboat tour from PALAU to the Maddalena Archipelago. - Meet-up at Piazza del Molo: show up early and be chill
Cruises & Boat Tours, Sailing, Sardinia, Sardinia Sailing Trips, Tall Ships & Sailing Boats, Tour Reviews, Tours

Sailboat tour from PALAU to the Maddalena Archipelago.

14.Sailboat tour from PALAU to the Maddalena Archipelago.

Small-group sailing from Palau to La Maddalena with wine, Sardinian lunch, snorkel stops, and plenty of swim time near the pink beach.

★ 5.0

“Alberto and Augustino were incredible hosts. They were always looking for ways to make all of us happy — and they were amazing with our kids (ages 3 and 11). A fabulous day on the water. Advice: Palau in July is crazy busy. Leave yourself a good 30 minutes to find parking if you’re driving.…”

Check Availability →Read the review →

From Palau or La Maddalena: Archipelago Sailing Ship Tour - Palau vs La Maddalena: Which Port Gives You the Better Day?
Cruises & Boat Tours, Palau, Palau Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour Reviews, Tours

From Palau or La Maddalena: Archipelago Sailing Ship Tour

More Tall Ships & Sailing Boats Tours Worldwide

Scroll to Top

Explore by Destination

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