Name: Southernmost Sunset Sail with Bar and Hors d’Oeuvres
Brand: TripShock
SKU: 2445
Price: 74 USD
Availability: InStock
Rating: 4.7246 (207 reviews)

Sunset Cruises

Sailing

Boat Tours

Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local landmarks and sail past Sunset Key and historic Fort Zachary Taylor as you dine on a tasty selection of varied hors d'oeuvres. Watch the sunset with your favorite drink in your hand and your loved ones by your side. Enjoy live music from local musicians! These are moments you’ll savor long after you leave town! Don't miss the boat. Book your spot today!

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

How to Redeem: Print this ticket or show the confirmation details from your mobile device for entry. Please have a valid ID with you to confirm your order if needed. 
Parking: Key West Bight Municipal Parking Lot, located at the corner of Margaret and Caroline Streets. The cost is $3/hour or $20/day.
Departure Details: Check-in is 30 minutes prior to departure. All participants must be present at check-in at 205 Elizabeth Street, Unit 1, Key West, FL 33040. For any issues, please reach out to your provider, Sebago Key West, at 305-294-5687.
Gratuities: A gratuity of 15-20% is recommended for your guide.

Sebago Watersports

207 Reviews of Southernmost Sunset Sail with Bar and Hors d’Oeuvres - TripShock!

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

Customer must cancel 24 hours prior to the arrival date in order to receive a full refund. Cancellations received less than 24 hours prior to the arrival date will not be eligible for a refund. No shows will not be refunded.

Cancel or Reschedule 24 hours prior to arrival for FREE

Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local...

Nice sail out of harbor, staff very nice and helpful.  More variety on premium beers would be nice.  Toilet wouldn't flush and smelled aweful!

Nice evening

Captain and crew made the sunset cruise seamless. Plenty of room to move around and enjoy the views. Bartenders did a great job with the cocktails!  We would do this cruise again.

Excellent service, relaxing ride, amazing sunset

Fantastic!  Great crew and drinks and food.  My wife and I had a very romantic time even with lots of other guests on board.  Highly recommend this one!

Sunset Cruise out of Key West FL

Everything was fantastic except we saw no need for the music and the experience would 
 have been so much better without it it is hard to talk over it

Sun set sail

Enjoyed the Sunset Cruise very much!  We were able to get away from the storm clouds and saw a beautiful rainbow with a glimpse of it's double!!  Company, drinks,food and music were great!  And felt on safe hands with the captain.  

Beyond expectations!!  ⭐⭐⭐⭐⭐

It was a nice time. Not too crowded. Hordourves could have come a little sooner and the captain could have positioned us to see the green flash of the sunset but otherwise it was great

Nice time

The Sebago sunset cruise was so much fun!  My cousin and I were impressed from the start.  We had plenty of room to spread out and be comfortable on the boat.  The staff was super friendly and stopped to talk to us and offered to take a picture of us at sunset.  The singer/musician on board had a great voice and played great music.  The food (appetizers, mini key pies, etc.) was delicious and there was beer, wine, mixed drinks, sodas, or water for passengers to enjoy.   Oh, and the captain's sweet dog was aboard the ship and was a huge hit for dog lovers.  He was so chill.  
     The sunset was absolutely amazing and the photo opportunities were endless.  We met some really great people including a couple from Texas and a couple from Australia.  In fact, the gentleman from Australia proposed to his girlfriend right at sunset.  It was so sweet and she said "Yes!"  What a fabulous ending to the perfect night!

A Fantastic Excursion--Even Better than We Expected

I was looking forward to a sunset cruise on vacation and this one was perfect! Small hors d’oeuvres and the best key lime dessert bite. The crew was great-helpful, friendly and always willing to take a photo for you. The views and overall trip exceeded my expectations! It was a perfect romantic night with my boyfriend- definitely recommend.

Beautiful evening on vacation

The entire cruise was outstanding. The crew was terrific, music was excellent, boat was amazing, musician was wonderful and the hors d’oeuvres were plentiful and delicious. There was nothing about the cruise I would chance except to add some additional seating.

Outstanding

The views were beautiful and staff was excellent. I would have given 5 stars, but the food and beverage could be improved. Overall I would definitely recommend the activity to anyone.

Beautiful sunset!

Sebago Key West

Key West

Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted sunset fade into dark as the stars give an encore unlike any other. Stretch out and enjoy a pampering of complimentary drinks with family or a special someone. Come feel the ocean breeze blow through your hair and dance across your skin as the sun sets over Key West, book your Champagne Sunset Sail today!

Champagne Sunset Catamaran Cruise

Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted...

We loved this relaxing experience. Bring sunglasses for before the sun sets. Fantastic staff.

Beautiful!

No issues, super easy and crew easy going and professional, very safe

Excellent cruise

The sunset cruise was amazing! The boat was clean and crew was awesome. There were other boats and the captain did great job of keeping us where we could see the sunset and get pictures. The crew were friendly and helpful. It was a relaxing trip with an amazing view!

Sunset cruise

If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones, then this is the perfect cruise for you. This Key West Sunset Dinner Cruise allows you to have it all. Experience a delectable dinner and drinks out at sea with a friendly crew and dine on tropical-inspired featured dishes like Roast Pork with heavenly Cuban Bread followed by fried plantains. Your meal is prepared fresh on board and your catamaran features a fully stocked bar and comfortable seating in a climate-controlled cabin. So get out on the water and dine, drink, and dance away the day on this classic Key West Sunset Dinner Cruise. Reserve your spot today!

Key West Sunset Dinner Cruise

If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones,...

It was a wonderful time and the staff was great and very welcoming

Great

Great experience, I would definitely recommend, over the top hospitality

Sunset dinner cruise

Rachel was exceptional and very outgoing...food was great and other staff were very helpful taking pictures for people and mixing drinks

Captain

Sunset Watersports

Embark on a spectacular sunset sailing adventure off the coast of Key West, Florida in search of the famed "Green Flash." Experience the magic and romance of sailing at dusk as you sip champagne and watch for dolphins and other marine wildlife in the surf. Your friendly captain and crew will teach you the basics of sailing and even let you take the wheel. So, take a turn at the helm of one of the fastest schooners in the United States, book today!

Key West Sunset Sail on America 2.0

Embark on a spectacular sunset sailing adventure off the coast of Key West, Florida in search of the famed "Green...

Everything was perfect!  The crew, the weather, the water and sunset all made for a great experience.  Highly recommend!

Everything was perfect!

Had a wonderful time! Great crew took good care of us and gave my husband a turn at the wheel

Sunset Sail

Superb activity and totally recommended.
Not a party boat but great fun and real sailing.

Schoonerful

Classic Harbor Line Key West

Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset Sail. Enjoy superbly crafted tapas like tuna poke and shrimp cocktail along with champagne, select premium wines including LaCrema, beer, and sangria as you journey to view majestic dolphins, landmark sights and the world famous Key West sunset. Get an authentic sailing experience as the captain and crew raise the sails on your luxurious catamaran and set out to find dolphins playing and frolicking in the surf and often near the boat! Book yours today!

Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset...

We loved the dolphin sunset cruise! We were in the right spot and saw about 20 dolphins. It’s August so it was very hot when the cruise started. An hour in it was much more comfortable!

So many dolphins!

It was super fun. The sangria was fabulous, the staff was very nice. We saw a family of dolphins. The sunset was out of this world. I totally recommend it. It was definitely worth the money.

Excellent

The experience was wonderful! Saw so many dolfins! Food and drinks were good. And the sunset was amazing!!! Crew was great.  Friendly and ready with drinks. And the music was really good too. Would highly recommend!!!

Couldn't have gone better!

Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise. Experience some of Key West’s best musicians as you dance to the backdrop of a gorgeous, tropical sunset. Eat, drink, and be merry aboard a spacious and comfortable catamaran and take in all of the stunning sights and sounds. For an evening you'll want to last forever, set sail on this Live Music Sunset Cruise! Book today!

Live Music Sunset Cruise with Cocktails Included

Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise. Experience...

My daughters and I had a really good time! Mathew and his crew were excellent! Thank you!

Sunset cruise 8/4/23

Both my wife and I had an amazing experience with your crew and cruise, food , and drinks were amazing!!!     Music was great , will definitely be seeing you again!!!

Cruise with cocktails

We had a fantastic time. The crew was great , thoroughly enjoyed the band. Would definitely recommend this cruise  to friends.

Commotion cruise

Fury Water Adventures

Treat yourself to an evening of incredible snorkeling, delicious drinks, and groovy melodies on the Miss Valyn Catamaran. A twilight experience unlike any other, this is your opportunity to enjoy the nightlife while having the option to plunge into the depths by Florida's best reef! Take in the fleeting Key West sunset while indulging in an ambiance that only the cat delivers. Enjoy reef snorkeling, draft beer & wine on this snorkeling experience. Book your spot today!

Key West Sunset Snorkel Cruise

Treat yourself to an evening of incredible snorkeling, delicious drinks, and groovy melodies on the Miss Valyn...

The price was good and the crew was professional and fun.

Scuba

Great time ! Great crew!

This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their natural habitat, snorkel at a tropical reef, and last but not least witness the famous Key West sunset! This action-packed, three-for-one adventure is sure to yield magic and memories to last a lifetime. Book now!

Triple Combo Snorkeling, Dolphin, and Sunset Cruise

This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their...

So worth the money! Paige and Ellen are super helpful and kind and play good music. Good drinks, environment, and staff. Captain Owen stopped so we can look at the dolphins and admire the ocean, also a very smooth ride. Would definitely do it again

Amazing trip

We had a wonderful time & treated special by the workers.

Sunset cruise combo

Awesome boat cruise, we saw tons of dolphins, the crew members were super nice and played good music. Highly recommend this boat cruise and it made my trip to key west worth it!

Triple combo snorkeling dolphin and sunset cruise

Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this nightlife experience. You can dance the night away to live music while you sail the calm waters. Enjoy the best seat in the house with all of the good time essentials like draft beer, live music, open well bar, and appetizers. Book your spot now!

Sunset Sip and Sail with Open Bar and Live Music

Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...

Fun singing with the steel drummer and grooving to his music.

Perfect length of time, enjoyed sunset.

Great Time

Sunset and sip

Good laid back time. Boat was very clean. Crew was personable.

Simple but Fun

Sail into an unforgettable Key West sunset while sampling beer, delicious hors d'oeuvres, and 8 fine wines from around the world. Rated one of the top two sunset tours in all of North America by Coastal Living Magazine, this luxurious Wind and Wine Sunset Sail on a historic Schooner will not disappoint. Make some new friends, enjoy tropical music, and delight your palate as you watch the sun melt into the water. Book your spot today!

Wind and Wine Sunset Sail

Sail into an unforgettable Key West sunset while sampling beer, delicious hors d'oeuvres, and 8 fine wines from around...

A wind and sail

A perfect 2 hour smooth sunset sail on a beautiful boat with experienced captain and crew! Plenty of a variety of wines to go around paired with tasty hors d’oeuvres. Would highly recommend!

Wind and Wine Sunset Cruise

Danger Charters

Come along on this Champagne Sunset Sail and step into luxury. Sip, relax, and unwind aboard a gorgeous wooden schooner. Enjoy your authentic sailing experience as you cruise the crystalline waters to landmark sites while sampling a wide variety of complimentary drinks. Come toast to an idyllic Key West sunset on the schooner cruise that is sure to become your favorite new Key West tradition. Book yours today!

Schooner Champagne Sunset Sail

Come along on this Champagne Sunset Sail and step into luxury. Sip, relax, and unwind aboard a gorgeous wooden schooner....

From the point of booking through to the end of the trip everything that was in was within the control of the crew was very nice  
Jamie, Bradley & Capt Mario were excellent.

everything was exceptional and all the crew were very accommodating

sunset cruise

If you're looking for one of the best sunset cruise experiences in Key West, this is it. My wife and I booked this cruise without knowing much about it, but we knew that we wanted to be on a boat that had fewer people than the big boats, and a more intimate experience. That's exactly what we got. The crew consisting of Russ the Captain, Isaac the First Mate, and Laura (her second day on the job) were the absolute best. They were fun, funny, willing to answer our silly questions, and went above and beyond to serve us first class snacks and excellent, top shelf drinks. They played music that added to the ambience. We made great friends on the boat and enjoyed the sail. The evening was perfect, the sea was calm, the sunset was spectacular, and there was a full moon that rose immediately after the sunset. This cruise was worth every penny we paid for it. We would do it again in a heartbeat. Don't miss it!

An Amazing Experience

Schooner Appledore

Embark on an unforgettable Private Sunset Boat Charter in Key West, Florida. As you wait for the sun to set indulge in the ultimate relaxation at a remote sandbar, dive into the crystal-clear water for snorkeling, paddle along serene mangroves on a kayak, try your hand at paddleboarding, or even partake in some nearshore fishing. Witness the sky erupt in a stunning array of colors as the sun sets beyond the Key West horizon. Do not miss out and book your private sunset boat charter today.

Private Key West Sunset Boat Charter

Embark on an unforgettable Private Sunset Boat Charter in Key West, Florida. As you wait for the sun to set indulge in...

Native Sun Private Charters

Embark on a captivating Key West Pontoon Sunset Cruise and witness the enchanting magic of Key West's renowned sunsets. Delight in the picture-perfect views as the sun gracefully descends, painting the sky with vibrant hues of orange, pink, and purple. This unforgettable journey promises to be a quintessential Key West experience, offering an idyllic and romantic perspective of the island's natural wonders. Let the Sunset Key West Boat Adventure transport you to a world of tranquility and awe-inspiring beauty. Book yours today!

Key West Pontoon Sunset Cruise

Embark on a captivating Key West Pontoon Sunset Cruise and witness the enchanting magic of Key West's renowned sunsets....

Key West Boat & Jet Ski Adventures

Enjoy a sunset cruise on the water on the best value bar boat in Key West. Cruise the gorgeous water on this Rum Runner Bar Boat and give a cheers for every gorgeous sight. Perfect for you and up to 5 of your crew to kick back and chill or snorkel and swim at the stop at Wisteria Beach. See Sunset Key, Wisteria Island, a 100 year old shipwreck, and more. You can BYOB or grab drinks at the beach bar at a discounted rate, this trip is a perfect way to end your day. So, don't miss the boat! Book your Rum Runner Bar Boat Sunset Cruise today!

Rum Runner Bar Boat Sunset Cruise

Enjoy a sunset cruise on the water on the best value bar boat in Key West. Cruise the gorgeous water on this Rum Runner...

Rum Runner Bar SunSet cruise

We had the best time on our sunset cruise! 10/10 would do again. Well worth the money.

Awesome!!

We had a really good time on the cruise. Captain Bryan was really cool and funny. It’s the perfect amount of time to be on the water

Fun Sunset Cruise

Lagerheads Watersports

There's no better way to spend your day than with this Private Sandbar Experience. Travel the crystal clear water of Key West with family and friends to the backcountry sandbars. Feel the sun and the salty breeze on your skin. Take in the moment and admire the natural beauty this part of Florida has to offer. Your captain knows the best spots to make your experience one to remember. Once at the sandbar, get out in the water to splash and play! Swim, relax on floats, or dive down under the water and snorkel. Make lifelong memories, book this experience now!

Private Sandbar Experience

There's no better way to spend your day than with this Private Sandbar Experience. Travel the crystal clear water of Key...

Enjoy a sunset cruise on the best value bar boat in Key West. Cruise the gorgeous water on this Rum Runner Bar Boat and give a cheer for every gorgeous sight. Perfect for you and up to 15 of your crew to kick back and chill or snorkel and swim at the stop at Wisteria Beach. See Sunset Key, Wisteria Island, a 100-year-old shipwreck, and more. You can BYOB or grab drinks at the beach bar at a discounted rate, this trip is a perfect way to end your day. So, don't miss the boat! Book your Rum Runner Sunset Downtown Tour now!

Rum Runner Sunset Downtown Tour

Enjoy a sunset cruise on the best value bar boat in Key West. Cruise the gorgeous water on this Rum Runner Bar Boat and...

End your day soaking in the sights and sounds of the emerald waves on this Sunset Sail on the Schooner Jolly II Rover. Witness the beauty of Key West, Florida as you admire the sunset from the decks of a schooner. Watch for Florida wildlife, dolphins, turtles, flying fish, pelicans, and more as you coast through the ocean. Help raise the sails, fire the cannons, and take your turn at the wheel for an authentic sailing experience. Enjoy an exciting sailing experience and take in the amazing views. Book your tickets today!

Key West Sunset Sail on Schooner Jolly II Rover

End your day soaking in the sights and sounds of the emerald waves on this Sunset Sail on the Schooner Jolly II Rover....

Schooner Jolly II Rover

Climb aboard and set out on a private snorkel and sunset sail. You'll get the best of both worlds as you glide across the water in classic sail boat before jumping in magical blue waters to snorkel and explore the underwater ecosystems off the coast of Key West. Then wrap it all up with a world famous Key West sunset. The perfect way to spend time with friends and family, book your private snorkel and sunset sail today.

Private Snorkel and Sunset Sail Excursion

Climb aboard and set out on a private snorkel and sunset sail. You'll get the best of both worlds as you glide across...

We had a lovely time aboard the High Tide Wednesday afternoon!  The Captain and crew We’re skilled and affable, answering our questions.  We had the boat to ourselves and the 4 other members of our party.  We sailed, then we snorkeled, and then we returned to the dock .  We would definitely do this excursion again,

High Tide

Sunset Sail Key West

If you are looking for a way to float away the day, then this 2 Hour Sunset Cruise on a Tiki Bar Boat is the right choice for you. Key West is famous for its glorious sunsets and this tiki cruise does not disappoint. This custom 20 foot tiki bar catamaran features a private bathroom, Bluetooth stereo, and flatscreen TV. Toast the sunset with your closest companions and favorite libation while experiencing the gorgeous scenery, cotton candy skies, turquoise water, and pure relaxation on this 2 Hour Sunset Cruise on a Tiki Bar Boat. Book today!

2 Hour Sunset Tiki Boat Cruise

If you are looking for a way to float away the day, then this 2 Hour Sunset Cruise on a Tiki Bar Boat is the right...

Great trip!  Captain Vinny was a hoot!  He made our experience a truly great one!  So, thanks Vinny!  We’ll be back!

Private Tiki Boat Sunset Cruise

Trip was perfect! Captain was very nice and very informative of the area. Highly recommend!

Sunset Cruise

Capt. Morgan did a great job of keeping us entertained

Key West Promotions

Hang out like the locals! The shallow, clear backcountry waters of the Florida Keys sets it apart from anywhere else in the country. Just a short boat ride will transport you to what feels like a world away! Explore secluded sandbars, shallow reef patches, and tropical wildlife at your own pace during this private charter. Pack up your favorite refreshments and snacks and cruise into Paradise! Book today!

Private Tritoon Charter on the Barefoot One

Hang out like the locals! The shallow, clear backcountry waters of the Florida Keys sets it apart from anywhere else in...

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

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