Tastings · EVENING EXPERIENCES

Evening Tastings Around the World: 15 to Book

43 tours  ·  from $18 a head

This is the shortlist you would send a friend: 15 evening tastings worth the airfare, each with its price, its verdict and the one thing to know before you commit.

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe - Charcuterie in a 12th-century cellar
Drinks Tours, Evening Experiences, Florence Drinks Tours, Food, Italy Drinks Tours, Tour Reviews, Tours

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

1.Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

★★★★★★★★★★5.0 · 5,015 reviews · 3 hours 30 minutes (approx.) · from $149Our pick

Spend about 3.5 hours eating and drinking around Florence’s Oltrarno district. You’ll sample Prosecco, four Tuscan wines, cheese, charcuterie, gnudi pasta, soup, wild boar stew, a Negroni, and artisan gelato. Guides such as Sara D., Martino, Antonella, and Dimitri add local stories, while the group stays small at 13 people or fewer.

“Wonderful tour, great food and wine, a nice way to explore this interesting neighborhood across the Arno. Antonella was our guide — a funny, lively personality who made everyone laugh and have a really good time. Highly recommend her and the tour. A delightful way to spend an evening!”

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Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset - Profitis Ilias and Santorini’s volcanic setting
1-Day Tours, Drinks Tours, Evening Experiences, Greece Drinks Tours, Santorini Drinks Tours, Tour Reviews, Wine Tasting Tours, Wine Tasting Tours in Greece, Wine Tasting Tours in Santorini

Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset

2.Top Sights Day Trip, Wine Tasting, & Oia Sunset

★★★★★★★★★★4.6 · 2,492 reviews · 9 hours · from $61

Spend nine hours touring Santorini by coach with an English-speaking guide. Visit Profitis Ilias, Pyrgos, Emporio, and Perissa Black Sand Beach, taste three local wines, then watch sunset in Oia. Guides such as Mary, Yanis, Kim, and Yannis are known for lively island stories and helpful photo stops.

“Our tour guide Mary, was very knowledgeable about the island of Santorini, providing a lot of interesting information. Our bus driver George was amazing, driving the large comfortable bus along the winding, narrow roads. I highly recommend this tour, if you want a good overview of Santorini.”

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Porto: Charming Sailboat Cruise with Port Wine,Sunset Option - Starting at Douro Marina near Afurada
Drinks Tours, Evening Experiences, Port Wine Cellar Tours, Portugal Drinks Tours, Tour Reviews

Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

3.Charming Sailboat Cruise with Port Wine,Sunset Option

★★★★★★★★★★5.0 · 1,978 reviews · 2 hours · from $41

Spend two hours on a comfortable sailboat from Douro Marina, passing Porto, Gaia, Ribeira, the Luis I Bridge, and Foz do Douro. Your crew shares local stories, serves a welcome drink and Port wine, and may take you onto the Atlantic when conditions allow. Small groups keep the outing relaxed and personal.

“Lovely cruise, great host, delicious wine and great weather. Couldn’t ask for more!”

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Amsterdam: Evening Candle Light Cruise With Wine & Cheese - From the meeting point near Dam Square to the water
Amsterdam Drinks Tours, Cheese, Drinks Tours, Evening Experiences, Netherlands Drinks Tours, Tour Reviews

Amsterdam: Evening Candle Light Cruise With Wine & Cheese

4.Evening Candle Light Cruise With Wine & Cheese

★★★★★★★★★★4.6 · 1,774 reviews · 1 hour · from $18Best value

Spend an hour on Amsterdam’s covered evening canal boat, limited to 26 people, with an English-speaking skipper and host. You’ll pass the Jordaan, Prinsengracht, the Golden Bend, Nine Streets, Anne Frank House, and Magere Brug. Add two drinks or unlimited wine, beer, and soda with Dutch cheese.

“The guides were both informative and genuine with added humour which topped off the cruise.”

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Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset - Santo Wines brings the caldera view
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Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset

5.Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset

★★★★★★★★★★5.0 · 1,715 reviews · 4 hours (approx.) · from $181

Visit three Santorini wineries, taste 12 local wines, and pair them with cheese, cold cuts, olives, and bread. Your guide, possibly Elena, Angelo, Marina, Kristina, or Giannis, explains the island’s volcanic soils and basket-trained vines. Choose the sunset option for reserved terrace seating and the full sunset at Santo Wines.

“We had an awesome experience at the 3 wineries! Elena was a wonderful host, and explained the history and information of each individual wine well. Our favorite winery was the second stop (Gavalas Winery) it was more traditional, and we really enjoyed their wine. Santo Wines has the best scenic areas, while Estate Argyros had beautiful views of their vineyards. A must-do activity while you’re in Santorini!”

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Bavarian Beer and Food Evening Tour in Munich - Seeing the famous Hofbräuhaus without lingering too long
Drinks Tours, Evening Experiences, Food, Germany Drinks Tours, Munich Drinks Tours, Tour Reviews, Tours

Bavarian Beer and Food Evening Tour in Munich

6.Bavarian Beer and Food Evening Tour in Munich

★★★★★★★★★★4.5 · 1,575 reviews · 3 hours 30 minutes (approx.) · from $87

Spend 3.5 hours with a local English-speaking guide exploring Munich’s Beer and Oktoberfest Museum, Hofbräuhaus, and Hackerhaus. You’ll learn about German brewing, sample Bavarian beer, taste a pretzel and traditional food, and finish with dinner. Guides such as Patrick, Sam, Leon, and Jeremy have earned praise for their stories and friendly style.

“Sam is a phenomenal and very entertaining travel guide. He is very knowledgeable about the history and u ique facts about Germany beer history. I would highly recommend taking this tour... but fair warning you may become friends with everyone in the group!”

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Aruba Happy Hour Sunset Sail with Savory Bites and Cocktails - What the 40-foot trimaran feels like
Aruba Drinks Tours, Cocktail Classes & Tastings, Drinks Tours, Evening Experiences, Tour Reviews

Aruba Happy Hour Sunset Sail with Savory Bites and Cocktails

7.Aruba Happy Hour Sunset Sail with Savory Bites and Cocktails

★★★★★★★★★★4.5 · 1,488 reviews · from $84

Set sail from Palm Beach at 5:00 p.m. aboard a 40-foot trimaran for two hours of sunset views, unlimited cocktails, nonalcoholic drinks, and appetizers served every 15 minutes. Crew members such as Shaka, Jose, Richard, and Vino have been praised for warm service. Boarding requires a short water transfer to the catamaran.

“It was so fun! The staff was so engaging and entertaining! The highlights were the beautiful sunset and the wind surfer who entertained. We would highly recommend this experience!”

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Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - Hors d’oeuvres that work on a moving boat
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Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

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

★★★★★★★★★★5.0 · 1,366 reviews · 2 hours (approx.) · from $125

Set sail from 255 Front Street for a relaxed two-hour Key West sunset cruise with a maximum of 26 passengers. Crew members such as Mary, Connor, Lexi, Tony, and Molly have been praised for warm service, wine knowledge, and thoughtful touches such as blankets and sunset photos. Expect up to eight wines, five beers, soft drinks, and easy-to-eat hors d'oeuvres.

“Excellent cruise! Don’t hesitate, book this one! Plenty of different wines with hors d’oeuvres. We had a great time! Beautiful scenery. Crew was awesome!”

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Rome by Night - Ebike Small Group Tour - Food and Wine (Option) - The Capitoline Hill and the Roman Forum
Cycling Tours, Drinks Tours, E-Bikes, Evening Experiences, Food, Food & Wine Pairing Tours, Food and Wine Tours in Italy, Food and Wine Tours in Rome, Italy Drinks Tours, Rome Drinks Tours, Tour Reviews, Tours

Rome by Night – Ebike Small Group Tour – Food and Wine (Option)

9.Rome by Night – Ebike Small Group Tour – Food and Wine (Option)

★★★★★★★★★★5.0 · 1,275 reviews · 4 hours (approx.) · from $71

Ride an e-bike through Rome’s quiet lanes and lively streets with a guide such as Bruno, Elias, Duarte, or Philippe. Over four hours, stop at the Capitoline Hill, St. Peter’s Square, Piazza Navona, the Pantheon, Trevi Fountain, and the Colosseum, with an optional food-and-wine break.

“Fantastic trip through Rome- all the highlights in one evening. Our tour guide was knowledgeable and friendly. The food was a perfect break.”

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Rome: E-Bike Night Tour with Food and Wine Tasting - Starting near Santa Maria Maggiore
Cycling Tours, Drinks Tours, E-Bikes, Evening Experiences, Food, Food & Wine Pairing Tours, Food and Wine Tours in Italy, Food and Wine Tours in Rome, Italy Drinks Tours, Rome Drinks Tours, Tour Reviews, Tours, Wine Tasting Tours, Wine Tasting Tours in Italy, Wine Tasting Tours in Rome

Rome: E-Bike Night Tour with Food and Wine Tasting

10.E-Bike Night Tour with Food and Wine Tasting

★★★★★★★★★★4.9 · 1,131 reviews · from $89

Ride through Rome with a guide such as Adriana, Elis, Bruno, or Felipe, stopping at major sights from Saint Peter’s Square to the Trevi Fountain. You’ll practice on the e-bike, ride in a group of up to eight, and pause at a Roman salumeria for cold cuts, cheese, and wine. The four-hour route ends back near Santa Maria Maggiore.

“Great experience! Our Tour guide Felipe went above and beyond on the journey! Very knowledgeable on everything and explained every single thing to the detail. All the sites that we visited looked spectacular. I truly recommend these guys! They are awesome.”

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Lucha Libre Tickets & Tacos & Beer & Mezcal - BEST NIGHT EVER! - Starting in Roma Norte with tacos and drinks
Drinks Tours, Evening Experiences, Mexico City Drinks Tours, Mexico Drinks Tours, Tequila & Mezcal Tastings, Tickets, Tour Reviews

Lucha Libre Tickets & Tacos & Beer & Mezcal – BEST NIGHT EVER!

11.Lucha Libre Tickets & Tacos & Beer & Mezcal – BEST NIGHT EVER!

★★★★★★★★★★5.0 · 1,077 reviews · from $84

Meet in Roma Norte, or Centro Histórico on Saturdays, for tacos and drinks before heading to Arena México or Arena Coliseo. Guides such as Mel, Alice, Daniel, and Dulce explain Lucha Libre customs, chants, and history before you cheer through a theatrical match. Expect a social 3 to 4-hour evening for up to 20 people, ending with a souvenir.

“10/10 recommend. Stephanie and the girls made this experience much more entertaining and memorable with their energy and passion. Our group of 5 had a blast. a must when in CDMX”

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Miami Sunset and City Lights Cocktail Cruise - The Miami Heat Arena and Downtown Views
Cocktail Classes & Tastings, Cocktail Classes in the USA, Drinks Tours, Evening Experiences, Miami Drinks Tours, Tour Reviews, USA Drinks Tours, Wine & Prosecco Cruises

Miami Sunset and City Lights Cocktail Cruise

12.Miami Sunset and City Lights Cocktail Cruise

★★★★★★★★★★4.5 · 1,052 reviews · 2 hours (approx.) · from $69

Cruise Biscayne Bay for two hours as Miami changes from sunset to city lights. You’ll pass the Heat arena, Jungle Island, the Venetian Islands, celebrity homes, yachts, cruise ships, and cargo cranes. Wine, beer, prosecco, and frozen cocktails are included, with music and guides such as Laura adding local color.

“views were amazing, captains were amazing, drinks and bartender amazing! we had such a fun time !!!!!”

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Porto: 6 Bridges Cruise & Port Wine with Sunset Option - Starting at Douro Marina or Afurada
Drinks Tours, Evening Experiences, Port Wine Cellar Tours, Port Wine Cellar Tours in Porto, Porto Drinks Tours, Portugal Drinks Tours, Tour Reviews

Porto: 6 Bridges Cruise & Port Wine with Sunset Option

13.6 Bridges Cruise & Port Wine with Sunset Option

★★★★★★★★★★5.0 · 997 reviews · 2 hours · from $47

Cruise the Douro from Afurada in a small boat limited to 10 people. Local guides such as Pedro, José, David, and Silvia explain Porto, Gaia, and the six bridges while you enjoy wine, drinks, blankets, and a possible sunset sail into the Atlantic.

“The guides were so friendly and welcoming you almost felt like home. The sunset was amazing and it was the perfect activity to end our trip to Porto”

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Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks - Passing beneath the 25 de Abril Bridge
Drinks Tours, Evening Experiences, Lisbon Drinks Tours, Portugal Drinks Tours, Tour Reviews, Tours

Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks

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

★★★★★★★★★★5.0 · 976 reviews · 2 hours (approx.) · from $50

Sail the Tagus for about two hours in a group of up to 10, passing Belém Tower, Cristo Rei, the 25 de Abril Bridge, MAAT, and more. The crew shares Portuguese history and local stories while serving wine and small snacks. Bring a warm layer, and note that the boat has no bathroom.

“After "booking" your day/time, you'll need to wait a day or so to receive a confirmation email from the actual company. This was a little odd, but after receiving our confirmation email maybe a day or so before our sailing, we were all set! We sat in the main area, next to the captain. He was so chill and friendly, offering fun facts on the area and the earthquake and its impact on the horizon of the Lisbon port. The weather was warm the week we went (usually in the 80's), so we wore shorts / t-shirts and were fine. Maybe bring a light jacket if you're cold. Once the…”

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Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses - What the Two-Hour Sail Feels Like
Evening Experiences, Key West Drinks Tours, Tour Reviews, USA Drinks Tours

Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

15.Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

★★★★★★★★★★5.0 · 954 reviews · 2 hours (approx.) · from $108

Sail from Key West Bight Marina aboard Catamaran Echo for about two hours with no more than 14 passengers. You’ll have bottomless Domain Chandon Brut Classic, wine, beer, soft drinks, and a cheese buffet with berries, smoked fish dip, crisps, and fresh bread. Moët and Chandon upgrades are sold at wholesale prices.

“Intimate experience which was refreshing, and well-done! Would recommend to others or book again for myself.”

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