15 Best Wine Tours Worldwide

2-Hour Experiences, Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tour Reviews, Tours, Wine Tours

2 Hour Lisbon Sunset and Wine Sailing Tour

/ June 12, 2026

1.2 Hour Lisbon Sunset and Wine Sailing Tour

Small-group 2-hour Lisbon sunset sail from Belém with Portuguese wine, Belem Tower and 25 de Abril Bridge views, and skipper stories.

Premium Morning Snorkel Sail with Champagne Brunch

/ June 12, 2026

2.Premium Morning Snorkel Sail with Champagne Brunch

Aruba morning catamaran with 3 snorkeling stops, open-bar mimosas, and a champagne brunch-style breakfast and lunch on the water.

★ 4.5

“Absolutely amazing experience. Crew was inviting and helpful. Would recommend to anyone who wants to explore the waters outside of Aruba”

2,036 reviewsFrom $85.00by Pelican Aruba

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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

/ June 12, 2026

3.Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

Porto sunset sail on the Douro with port wine, great Luís I Bridge photo spots, and friendly crew commentary. 2 hours, small groups.

★ 5.0

“The captain and crew were wonderful and informative, always communicated on with qhere to meet, etc. The sunset view was the absolute cherry on top of a cruise filled with a few laughs and historical info on Porto. Highly recommend!!”

1,978 reviews2 hoursFrom $41by Douro Captain Lda

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Cruises & Boat Tours, Evening Experiences, Key West, Key West Sailing Trips, Small-Group Sails, Sunset Sails, Tour Reviews, Wine Tours

Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

/ June 12, 2026

4.Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

Key West small-group sunset sail with wine and hors d’oeuvres: up to eight wines, five beers, and a calm, romantic 2-hour cruise.

★ 5.0

“Wonderful experience even though there was not much wind the sails were up and the atmosphere and view were phenomenal. Great crew wine was flowing. Food was flowing was a wonderful experience that I would highly recommend.”

1,366 reviews2 hours (approx.)From $125.00by Danger Charters

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Cruises & Boat Tours, Lisbon, Lisbon Sailing Trips, Sailing, Tour Reviews, Tours, Wine Tours

Lisbon: Champagne Sailing Tours

/ June 12, 2026

5.Lisbon: Champagne Sailing Tours

A small-group 2-hour Lisbon sailing cruise with Portuguese champagne and snacks, sailing under the 25 de Abril Bridge and past Belém.

★ 4.9

“The small group and the great crew made this experience very enjoyable. We loved the tour and can recommend it for every weather. Many thanks to Nigel and his team :-)”

1,366 reviews2 hoursFrom $58by Sailing with Nigel

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Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tour Reviews, Tours, Wine Tours

Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks

/ June 12, 2026

6.Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks

Lisbon sunset sailing on the Tagus with wine and snacks, small group views of key sights, and guided stories from a certified crew.

★ 5.0

“This was a great experience for our last night in Lisbon. The crew was great and we got to meet great people on the boat.”

976 reviews2 hours (approx.)From $50.91by BYX - Best Yacht Xperience

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Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tour Reviews, Wine Tours

Lisbon: Sunset Sailing Cruise with Wine

/ June 12, 2026

7.Lisbon: Sunset Sailing Cruise with Wine

2-hour sunset sail on Lisbon’s Tagus with complimentary green wine, big skyline views, and possible dolphins. Relaxed way to start your evening.

★ 4.9

“Excellent adventure on the sea. The guide was knowledgeable and the wine was excellent.”

800 reviews2 hoursFrom $64by Rent a Boat

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Cruises & Boat Tours, Evening Experiences, Porto, Porto Sailing Trips, Sunset Sails, Tour Reviews, Wine Tours

Porto Douro River Cruise With Port Wine – Daytime or Sunset

/ June 12, 2026

8.Porto Douro River Cruise With Port Wine – Daytime or Sunset

Sail the Douro from Porto or Gaia with a glass of port. See wine caves, bridges, and wildlife on a relaxed 2-hour cruise.

★ 4.5

“It's simply wonderful! Especially on a beautiful cool sunny day as we had! Our guides, Junior and Lorraine were so friendly and informative about the history of the area.”

759 reviews2 hours (approx.)From $54.42by BBDouro

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Cruises & Boat Tours, Luxury Yacht Trips, Porto, Porto Sailing Trips, Sailing, Tour Reviews, VIP, Wine Tours

Porto: Luxury 6 Bridges Yacht Cruise with Wine & Snacks

/ June 12, 2026

9.Porto: Luxury 6 Bridges Yacht Cruise with Wine & Snacks

Luxury yacht on the Douro past Porto’s 6 bridges with green or rosé wine and regional snacks, departing Freixo Marina.

★ 4.9

“Couldn't have been better! What more do you want, beautiful views, wonderful snacks and non-stop wine as well as the nicest staff and guide on a gorgeous boat!! We absolutely loved it and consider it a 'must do' in Porto!”

708 reviews2 hoursFrom $64by Atalaia Gold

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Cruises & Boat Tours, Dolphin & Whale Sails, Dolphin Watching, Evening Experiences, Key West, Key West Sailing Trips, Sunset Sails, Tour Reviews, Wine Tours

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

/ June 12, 2026

10.Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

Small-group Key West sunset sail with dolphin watching, premium wine, and chef-selected tapas on a luxury catamaran.

★ 4.5

“We all enjoyed it all - the tour guides, the tapas, the sunset and the drinks. We saw several dolphins.”

699 reviews2 hours 30 minutes (approx.)From $89.00by Sebago Key West

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Cruises & Boat Tours, Evening Experiences, St Thomas, St Thomas Sailing Trips, Sunset Sails, Tour Reviews, Wine Tours

Champagne Sunset Sail from Margaritaville

/ June 12, 2026

11.Champagne Sunset Sail from Margaritaville

Sip champagne on a new catamaran sail in St. Thomas. Open bar, heavy bites, sunset and moonrise views in about 2 hours.

★ 4.5

“This was a great excursion! I booked this cruise for our 4th anniversary and it was perfect. The captain and crew were very attentive and knew their jobs well.”

691 reviewsFrom $130.00by New Horizons & Breakaway Charters

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Cruises & Boat Tours, Evening Experiences, Historical Tours, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tour Reviews, Wine Tours

Lisbon Sunset Sailing with Portuguese Wine and History

/ June 25, 2026

12.Lisbon Sunset Sailing with Portuguese Wine and History

2-hour Lisbon sunset sail with free-flow Vinho Verde, history from the Tagus, and skyline views from 25 de Abril Bridge to Belém.

★ 5.0

“Excellent - would highly recommend! Attended with my colleagues and we had a great time, really interesting insights and was a perfect way to spend the afternoon.”

668 reviews2 hours (approx.)From $54.42by Breeze Passion

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Cruises & Boat Tours, Drinking Tours, Guided, Lisbon, Lisbon Sailing Trips, Party & Music Cruises, Sailing, Tall Ships & Sailing Boats, Tour Reviews, Tours, Wine Tours

Lisbon: Sailboat Tour w/ Local Guide and Open Bar Green Wine

/ June 28, 2026

13.Lisbon: Sailboat Tour w/ Local Guide and Open Bar Green Wine

A small-group Lisbon sailboat on the Tagus with local guides and an open bar of Portuguese Vinho Verde, best at sunset.

★ 4.9

“This tour was excellent! Our guides were great at being both sailors, and friends. They made sure the tour was specifically catered to our interests, and were able to answer all our questions. The wine was great and the boat was super accommodating. Cannot recommend enough for anyone visiting Lisbon.”

625 reviews2 hoursFrom $35by RSAILING,LDA

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Catamaran Cruises, Cruises & Boat Tours, Evening Experiences, Key West, Key West Sailing Trips, Sailing, Sunset Sails, Tour Reviews, Wine Tours

Key West Champagne Sunset Catamaran Cruise

/ July 10, 2026

14.Key West Champagne Sunset Catamaran Cruise

Sail Key West’s Historic Harbor on a champagne sunset catamaran with included drinks, captain-led viewing spots, and ocean views.

★ 4.5

“Beautiful sunset cruise aboard a catamaran. Crew super nice and accommodating making sure you are well taken care of. Plenty of O’douvres and drinks are served, along with live entertainment. Definitely recommend!”

586 reviews1 hour 30 minutes (approx.)From $59.00by Sebago Key West

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