SUNSET SAILING CRUISES
Sundown from the water beats sundown from behind four hundred other people. These 15 sailings are compared on what time they cast off, how long they stay out and whether the drink in the price is a proper one.
Board a spacious catamaran in Malaga for a 1 to 1.5-hour cruise along the coast. Watch the sun sink behind the mountains, enjoy chillout music and a glass of cava if selected, and choose an evening with a romantic light show. Live music is offered on Wednesdays, Fridays, and Sundays until mid-September.
“The boat trip was beautiful, good music, nice relaxed vibes and beautiful views.”
Join Mundo Marino at Valencia’s port for a 1 to 90-minute catamaran cruise along the Mediterranean coast. Choose a daytime ride or sunset sailing with cava. Seasonal Wednesday departures may include a live DJ. Expect skyline views, a bar, cushioned seating, and optional front net seats.
“I chose catamaran ride with net seat and it was absolutely worth it. So if you go with the catamaran I suggest to get the net seats, they watch your ticket for it. There was also music, that gave festive vibes, I wouldn't mind calm music or silence. There are 6 nets and it's allowed 6pers per net, so if you are big company note that. But nets are close to each other. I loved the ride very much. I took sunset ride and it was marvelous. I suppose if you take day ride, it's impossible to hide from the sun there, be aware.”
Sail from Key West for about two hours aboard a spacious catamaran with an open liquor bar, champagne, sangria, wine, premium beer, soft drinks, and hors d’oeuvres. Local musicians provide live music as you pass Mallory Square, Fort Zachary Taylor, and Sunset Key. Arrive 30 minutes early and bring a sweater for cool or windy 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.”
Join a small group of up to 10 for a two-hour sail from Belém. Your crew, sometimes including Benny, Miguel, Telma, Alex, or Vasco, shares Lisbon stories as you pass the Monument to the Discoveries, Belém Tower, MAAT, Commerce Square, and Cristo-Rei. Choose daytime, sunset, or night, and enjoy one beer, wine, or soft drink.
“Luis (apologies if I spelt that incorrectly!) was brilliant, he is so passionate about boats & what he does it's infectious. His appreciation for Lisbon & Portugal it's so respectful & proud he makes the history sound natural & interesting without being too much information you don't be able to retain when you leave! Thanks so much we had a brilliant time, it's a very romantic trip even though we went with friends!”
Sail from Alcântara for about two hours with up to 12 people, passing Belém Tower, Jerónimos Monastery, Ajuda National Palace, the 25 de Abril Bridge, and Cristo Rei. Skippers such as Joe, Henry, JP, and Marta offer informal Lisbon commentary while Portuguese wine is served. Bring warm layers, and allow extra time to find the marina office.
“The guide (JP) was very knowledgeable, and the tour was very relaxing. This was such a nice evening getting to know the other riders, and enjoying the atmosphere.”
Set sail from San Jose del Cabo on a 50-foot boat for 2.5 hours of sunset views, unlimited drinks, and light appetizers. You’ll cruise past Lover’s Beach and El Arco with up to 16 people, served by a captain and crew such as Tito, Chino, Chava, or Aldo. Pickup is available for $10 per person.
“Carlo’s and Sebastian were fantastic. My husband has a hard time walking and they were so kind and caring. Unlimited drinks met that. Food was shared between couples but more than enough and good.”
Board the Hawaii-built Moana Catamaran at Kewalo Basin Harbor for a two-hour sunset sail along Waikiki and past Diamond Head. Your captain and crew serve a complimentary first drink from the premium bar, with more available for $8. Look for dolphins, and humpback whales from November through May. Shoes are collected before boarding.
“A really wonderful expierence, we did the VIP which we liked to board early and get the free drinks included. Lovely hosts and weather was amazing!”
Sail from Funchal with up to 20 people on a relaxed three-hour sunset trip led in English or Portuguese by guides such as Bruno, Joe, Victor, or Alberto. Look for dolphins and whales, stop to swim or snorkel below Cabo Girão, enjoy unlimited drinks, and watch the sun set over the Atlantic. Wildlife sightings depend on nature.
“Amazing Trip fabulous Guide and Captain, Joe was amazing such a lovely man. Only thing to make it perfect would be dolphins 🐬 but that's nature. Sunset Fabulous”
Set sail from Marina Port Vell on a two-hour shared or private cruise for up to 10 people. Your skipper and crew serve cava, wine, beer, soft drinks, and light snacks while you view Barcelona from offshore. Choose midday sunshine or sunset, and swim if sea conditions allow.
“The captain Victoria and the first mate Frederique did a great job on the boat and served us well with cold tapas. We loved that we were sailing, the engine was stopped after leaving the port and they set sails. The teenagers and a few of the group had a swim in open water. Between the guests we shared a good time all together. One of our best boat trips, highly recommendable!”
Set sail from Piet’s Pier Bar at 5:30 pm for a two-hour Aruba sunset cruise aboard a spacious catamaran. Sip rum punch, beer, or tropical cocktails while the crew serves appetizers, plays local music, and keeps the mood light with stories and dancing. Crew members have included Junior, Brandon, Lizzie, Captain D, William, and Joshua.
“Amazing experience and would definitely do again. Staff was friendly and boat was amazing. Not too crowded”
Join Douro Captain for a two-hour small-group or private cruise from Douro Marina. Your English, Spanish, or Portuguese-speaking crew guides you past Ribeira, Gaia, the Dom Luís I Bridge, Foz do Douro, and the estuary. Expect port wine, music, panoramic views, blankets when needed, and a possible Atlantic dolphin sighting.
“That was a once in a lifetime experience. Sipping a drink while on a sailboat watching the sunrise names better thing”
Spend 90 minutes cruising Barcelona’s coast aboard a classic Turkish gulet as the sun drops over the Mediterranean. You’ll have room to move between the upper and lower decks, listen to live guitar, singing, saxophone, piano, or other scheduled music, and buy drinks or snacks from the onboard bar. English and Spanish assistance is available.
“Plenty of free flowing soft drinks and wines all day. Great crew and amazing sunset. Perfect day trip!”
Sail Aruba’s northern coast at sunset aboard a 40-foot trimaran from Palm Beach. A crew of up to 34 serves Aruba Ariba cocktails, spirits, soft drinks, and savory bites at your cushioned seat. Captain Martin, Shaka, Jose, and the bar crew keep the evening moving, with shaded seating and a short shuttle-boat transfer.
“Wonderful experience. Friendly, funny and attentive crew, the sunset was beautiful and the appetizers and drinks were yummy.”
Spend about two hours sailing from 255 Front Street with a group capped at 26 people. The crew serves up to eight wines, five beers, soft drinks, and easy-to-eat hors d’oeuvres while sharing stories and tending to the boat. Recent sailings have featured crew members including Mary, James, Connor, Lexi, Tony, and Molly.
“Our sunset sail was perfect from start to finish. We absolutely loved the wine tasting and appetizers — you never know what you’re going to get on these types of excursions, and sometimes you brace yourself for cheap wine and sad snacks… but this was the total opposite. The wines were genuinely great bottles, and the cheese apps were delicious and beautifully done. We also adored our all-women crew. They were fun, warm, and made the whole experience feel extra special — the perfect vibe for a girls trip celebrating our 40ths. Would 100% recommend this sail to anyone looking for something elevated, relaxing, and unforgettable.”
Spend two hours on the Tagus aboard a vintage sailboat with guides such as Eduardo, Carlotta, Angelo, and Ricardo. You’ll pass Belém Tower, the Discoveries Monument, the 25 de Abril Bridge, Christ the King, Commerce Square, and São Jorge Castle while enjoying petiscos, white or rosé wine, water, or juice. Sunset departures add golden light and a cooler breeze.
“Great experience! I recommend it, it was a great time spent thanks to Eduardo! Thanks again for this moment of pleasure”
Sunset, snorkel, or the whole boat.
