Sailing trips · EVENING EXPERIENCES

15 Evening Sailing Trips in the World to Build a Day Around

199 trips  ·  from $15 a head

Every trip has one free day too few. These 15 evening sailing trips justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

Malaga: Catamaran Sailing Trip with Sunset Option - The Alboran Sea at golden hour
Catamaran Cruises, Catamaran Cruises in Spain, Evening Experiences, Malaga Sailing Trips, Sailing Trips, Spain Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in Spain, Tour Reviews

Malaga: Catamaran Sailing Trip with Sunset Option

1.Catamaran Sailing Trip with Sunset Option

★★★★★★★★★★4.4 · 8,613 reviews · 1 - 1.5 hours · from $16Our pick

You’ll sail from Malaga for 1 to 1.5 hours aboard a spacious catamaran, watching the sun drop behind the mountains and the city lights appear. Choose a standard cruise or add a romantic light show. Cava is available with the selected option, and live music runs on some summer departures.

“Awesome! Was a very calm day too and weather was excellent too, would recommend to everyone of all ages too. Try it.”

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Barcelona: Daytime or Sunset Catamaran Cruise with Music - Leaving the marina for Barcelona’s coastal view
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Barcelona: Daytime or Sunset Catamaran Cruise with Music

2.Daytime or Sunset Catamaran Cruise with Music

★★★★★★★★★★4.3 · 5,923 reviews · 1 hour · from $15Best value

Spend an hour on Barcelona’s Chill Out Catamaran, watching the port and coastline from the water. Choose a daytime or sunset sailing, buy drinks and snacks at the wave-shaped bar, and enjoy live music on selected sunset departures from June to September. A Kids Corner and ocean-care contribution add extra value.

“90 mins will feel long if you settle in one place. It became fun once we started moving around i.e. sometime on the deck, sometime standing on the sides etc Music was great”

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Dubai: Luxury Sunset Yacht Tour with Snacks and Drinks - The boat, decks, and onboard mood
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Dubai: Luxury Sunset Yacht Tour with Snacks and Drinks

3.Luxury Sunset Yacht Tour with Snacks and Drinks

★★★★★★★★★★4.7 · 4,723 reviews · 1.5 - 2 hours · from $21

You’ll cruise from Dubai Harbour past Dubai Marina, JBR, Bluewaters Island, Ain Dubai, and either Atlantis or Burj Al Arab. A captain and crew handle the sailing while hosts such as Chill and Brian help with photos, food, drinks, and the relaxed onboard mood.

“Amin was our tour guide on the safari, and he was extremely friendly and helpful. He took great care of us, and we felt 100% safe with him throughout the entire experience. He informed us in advance about everything we needed to know, especially regarding safety. The dune driving was fun and exciting, and he also took amazing photos of us. The show was great, and the food was delicious. We definitely recommend this experience. Thank you, Amin!”

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Istanbul Bosphorus Sunset Cruise on Luxury Yacht - Dolmabahçe Palace and Çırağan Palace
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Istanbul Bosphorus Sunset Cruise on Luxury Yacht

4.Istanbul Bosphorus Sunset Cruise on Luxury Yacht

★★★★★★★★★★5.0 · 4,465 reviews · 2 hours 15 minutes (approx.) · from $30Top rated

Cruise from Kabataş on a comfort-focused yacht past Ottoman palaces, waterfront neighborhoods, bridges, and Maiden’s Tower. Expect tea, coffee, mint lemonade, fruit, baklava, cookies, indoor and outdoor seating, and live commentary in English. The cruise returns to Kabataş after about 2 hours 15 minutes.

“Lovely views on a beautiful day even in winter it was warm enough inside the boat. Cookies and fruit were nice a guide was informative.”

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Valencia: Sailing Catamaran Cruise with Sunset Option and DJ - A relaxed route along Valencia’s coast
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Valencia: Sailing Catamaran Cruise with Sunset Option and DJ

5.Sailing Catamaran Cruise with Sunset Option and DJ

★★★★★★★★★★4.1 · 4,270 reviews · 1 hour - 90 minutes · from $17

Join Mundo Marino for a 60 to 90 minute catamaran cruise along Valencia’s coast. You’ll see the City of Arts, Miquelet, and city skyline from the Mediterranean. Choose a daytime or sunset departure, with cava at sunset and a DJ on selected Wednesday sailings.

“What a wonderful experience for the money! The catamaran was big enough for seating and the staff friendly. It was a great way to spend the evening. The cost is amazingly small for the activity.”

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Istanbul: Sunset or Day Small-Group Yacht Cruise with Snacks - Starting near the Old Town, Karaköy, or Galataport
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Istanbul: Sunset or Day Small-Group Yacht Cruise with Snacks

6.Sunset or Day Small-Group Yacht Cruise with Snacks

★★★★★★★★★★4.9 · 3,774 reviews · 2 hours · from $31

Cruise the Bosphorus for two hours aboard a 20-meter yacht limited to 16 people. Choose daytime or sunset, enjoy mini pizza, fruit, nuts, tea, coffee, and water, and use the audio guide app. Host Tugba Bozmese is often praised for friendly service and taking photos.

“We really enjoyed the sunset cruise. Our lovely guide Tuba is superb. She took very good care of us during the 2 hours trip. She’s also a fantastic photographer. We would definitely recommend this trip to our friends.”

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Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - The Key West sights from the water
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Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

7.Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

★★★★★★★★★★4.5 · 3,559 reviews · 2 hours (approx.) · from $79

Sail from Key West for about two hours aboard a spacious catamaran with sunset views, live local music, an open bar, shrimp, antipasti, mini tarts, and soft drinks. Arrive 30 minutes early, claim a good bow seat, and bring a sweater for breezy evenings.

“The sunset was absolutely divine. We sat outside on the bow, drank wine, and took it all in. The crew were attentive and the company was a good time. 10/10 would do again.”

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Málaga: Sunset Catamaran Trip - The Sunset Pause Near Málaga’s Shore
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Málaga: Sunset Catamaran Trip

8.Sunset Catamaran Trip

★★★★★★★★★★4.6 · 3,200 reviews · 1.5 hours · from $27

Sail from Málaga’s port for a 90-minute sunset catamaran ride with music, coastal views, seating, bathrooms, and a bar selling drinks and snacks. The crew speaks English and Spanish. Arrive early for the best net seating, and bring a jacket because the sea breeze turns cool after sunset.

“Great way to spend a couple hours watching the sunset.”

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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink - From the Monument to the Discoveries to Belém Tower
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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink

9.Daytime/Sunset/Night City Sailboat Tour with Drink

★★★★★★★★★★4.9 · 3,114 reviews · 2 hours · from $41

Join PalmaYachts for a two-hour Tagus River sail from Belém, limited to 10 people. Guides such as Benny, Miguel, João, and Telma share Lisbon’s stories while you pass Belém Tower, Commerce Square, Christ the King, and the 25 de Abril Bridge with a drink in hand.

“We had a wonderful experience on the sunset sailboat tour - Telma was so friendly and informative as this was our first time on a sailboat like this and she had interesting facts about the sites we passed. We were also given the chance to have our own time and take in our beautiful surroundings so we appreciated this too. Would definitely recommend! ✨”

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Barcelona: Sunset Catamaran Cruise with Live Music - The route focuses on Barcelona’s skyline and beaches
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Barcelona: Sunset Catamaran Cruise with Live Music

10.Sunset Catamaran Cruise with Live Music

★★★★★★★★★★4.7 · 3,024 reviews · 1.5 - 2.5 hours · from $33

Sail along Barcelona’s coast aboard the 78-foot Catamaran Orsom as the sun drops behind the city and mountains. You’ll hear live jazz, relax on the nets just above the water, and buy sangria, wine, beer, or cocktails at the onboard bar. The round-trip cruise makes no stops.

“This was our favorite activity in Barcelona! It was so romantic and the live music was the perfect soundtrack to the most gorgeous sunset”

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Barcelona: Sunset or Day Catamaran Cruise with Tapa & Drink - Finding your best seat on the catamaran
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Barcelona: Sunset or Day Catamaran Cruise with Tapa & Drink

11.Sunset or Day Catamaran Cruise with Tapa & Drink

★★★★★★★★★★4.5 · 2,930 reviews · 2 hours · from $32

Set sail from Marina Vela on a spacious 30-person catamaran beside Barceloneta. Choose a daytime trip with a 30-minute swim stop or a sunset sail with skyline views. Your ticket includes one drink and a small local tapa, with extra drinks available at the onboard bar.

“Amazing Staff! Captain and Sailor, Talo is Wonderful gentleman. I come to barcelona 3 times a year, this is gonna definitely be my weekly activity every time I come to BCN, thx guys”

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Istanbul: Bosphorus Sunset Cruise on Yacht with Live Guide - Kabataş departure and the first European views
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Istanbul: Bosphorus Sunset Cruise on Yacht with Live Guide

12.Bosphorus Sunset Cruise on Yacht with Live Guide

★★★★★★★★★★4.9 · 2,845 reviews · 2h 15m · from $19

Set out from Kabataş on a shared yacht for 135 minutes of sunset views, live English commentary, canapés, fruit, Turkish treats, fresh-mint lemonade, tea, and coffee. You’ll pass Dolmabahçe Palace, Ortaköy Mosque, Rumeli Fortress, the Asian shore, and Maiden’s Tower. Guides such as Aleyna and Betul are praised for warm service.

“it was such a pleasure trip with affordable price. everything stated in the ad acted accordingly. only improvement need is to provide location precisely.”

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Lisbon: Sunset Catamaran Boat Tour with Music and Drinks - The 25th of April Bridge and Christ the King
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Lisbon: Sunset Catamaran Boat Tour with Music and Drinks

13.Sunset Catamaran Boat Tour with Music and Drinks

★★★★★★★★★★4.7 · 2,834 reviews · 1h 30m · from $26

Meet Sardinha do Tejo at Doca de Santo Amaro for a 90-minute sunset sail past Christ the King, the 25th of April Bridge, Belém Tower, and more. Choose the open nets or covered deck, enjoy one welcome drink, and buy cocktails aboard. This is a scenic, music-led cruise, not a guided sightseeing tour.

“Beautiful evening for a boat ride. All the hosts were very nice and helpful. They frequently came around for drink refills. I was super lucky and the boat only had 6 other guests that night so had plenty of room. Blankets were provided when it got chilly.”

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2 Hour Lisbon Sunset and Wine Sailing Tour - Setting out past Belém’s waterfront
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2 Hour Lisbon Sunset and Wine Sailing Tour

14.2 Hour Lisbon Sunset and Wine Sailing Tour

★★★★★★★★★★5.0 · 2,680 reviews · 2 hours (approx.) · from $66

Meet Joe, Henry, JP, Marta, or another skipper at the Alcântara marina for a two-hour shared sail past Belém Tower, Jerónimos Monastery, the 25 de Abril Bridge, and more. Portuguese wine, blankets, and skipper commentary are included, but this is a relaxed cruise, not a formal wine tasting.

“Very easy going. The boat was extremely clean and well kept. Our two guides were excellent- very knowledgeable, very friendly and nothing was too much trouble. We had great chats with the other guests and overall it was wonderful. You get fantastic views of the Lisbon ‘coastline’ as well as the 25th April bridge and Sanctuary of Christ the King. I should have tipped them more on departure as it was such a lovely experience”

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Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar - The route to El Arco and Lover’s Beach
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Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar

15.Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar

★★★★★★★★★★5.0 · 2,267 reviews · 2 hours 30 minutes (approx.) · from $109

Sail Cabo San Lucas Bay for 2.5 hours on a 50-foot boat with up to 16 people. Expect the Arch, Lover’s Beach, sea lions, open-bar drinks, light appetizers, and a relaxed sunset setting. Pickup is available for $10 per person, with a $2 dock fee.

“Very well organized, the comisny was very responsive and accommodating. The pick up was right on time and everything about the logistics went smoothly. The sailboat was beautiful and the crew really great. The food and drink was also delicious! We even got to see whales. I’d highly recommend this sunset sail. It was a really, really great trip! I’d choice this company again and will remember them for the next time we come to Cabo”

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Barcelona: Midday or Sunset Sailing with Open Bar and Snacks - What the two-hour route feels like
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Barcelona: Midday or Sunset Sailing with Open Bar and Snacks

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