Name: Key West: Windjammer Schooner Day Sail with Complimentary Beverages Included
Brand: TripShock
SKU: 3208
Price: 53 USD
Availability: InStock

Sailing Charters & Tours

Boat Tours

Catch the wind on an historic, dual-masted sailing vessel for a pleasure cruise through beautiful Key West, Florida with a Windjammer Schooner Day Sail. Journey the calm, tropical waters to view landmark sites like Fort Zachary Taylor, the Navy Mole, and opulent Sunset Key. Sample a wide variety of premium complimentary drinks like homemade sangria, draft beer, premium wine, and more. Climb aboard an authentic sailing schooner for this luxurious day sail and cast your cares into the warm breeze. Book your spot today on this Windjammer Schooner Day Sail.

Key West: Windjammer Schooner Day Sail with Complimentary Beverages Included

*How to Redeem:** Print this ticket or show the confirmation details from your mobile device. Please have a valid ID with you to confirm your order if needed. 
Parking: Parking is available for a fee at 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: Activity departs from 205 Elizabeth Street, Unit 1 Key West, Florida 33040. Please arrive at least 30 minutes to departure to check in. All party participants must be present at check-in. Trip depart on time. For any issues, please contact your provider, Schooner Appledore, at 305-509-9047. 
Gratuities: Although not required, it is always appreciated and encouraged to tip.

Schooner Appledore - Key West

0 Reviews of Key West: Windjammer Schooner Day Sail with Complimentary Beverages Included - TripShock!

Key West: Windjammer Schooner Day Sail with Complimentary Beverages Included

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

Catch the wind on an historic, dual-masted sailing vessel for a pleasure cruise through beautiful Key West, Florida with...

Schooner Appledore

Key West

Florida

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!

Key West: Southernmost Sunset Sail with Live Music & Hors d’oeuvres

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

Well organized, on time, fun cruise! The crew, the boat, and the music were terrific. We thoroughly enjoyed it!

Great sunset cruise

Sunset sail

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

Sebago Key West

Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West, Florida. 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 your experience today!

Key West: Sunset Cruise with Live Music & Cocktails Included

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

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

Embark on an unforgettable snorkeling adventure to explore Florida's best reef aboard the Sandie Cat, Key West’s newest and fastest catamaran. Spend less time traveling and more time in the crystal-clear waters. Enjoy a complimentary breakfast, unlimited mimosas (mango, strawberry, and orange), and draft beer during this all-inclusive experience. Join the crew for a true Key West experience with family and friends. Reserve your spot today!

Key West: Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas

Embark on an unforgettable snorkeling adventure to explore Florida's best reef aboard the Sandie Cat, Key West’s...

The crew was fantastic! Knowledgeable, personable and made sure everyone had a great time. This activity is great for everyone whether you enjoy snorkeling or not. So much fun and I would definitely do it again.

Great Experience

If you only do one thing in Key West, this is it.  It’s fun, relaxing, and always a great time.  The trip was beautiful and the staff was amazing!

Key West must!

The absolute best time to take a snorkeling trip in the Keys is Sunday morning.
 Our boat, which will often carry over a 100 people, had about 20 making this a phenomenal experience.
Great crew
 Very knowledgeable and engaging.

Best time to snorkel

Sunset Watersports

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!

Key West: Wind and Wine Sunset Sail Aboard a Historic Schooner

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

Excellent

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

Have you ever seen Key West at dusk on the open ocean? Just sit back on a Sunset Sip and Sail with Open Bar and Live Music 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!

Key West: 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 on a Sunset Sip and Sail with Open Bar and Live...

Everything was awesome! We were able to book the Sunset Sip n Sail the day of the event and the weather was sublime! Yummy rum bunch and plenty of it greeted us along with a variety of hors d’ouvres. I would have preferred more mellow, romantic  music -Caribbean or Sinatra-at that hour but one gal enjoyed the humpety hump quite a bit! Overall-5 stars!!

Sunset Sip n Sail

Tiffany was amazing.  Scheduling was a breeze with her.  Definitely recommend using her

Key West Sunset

Tiffany was a huge help in booking our dinner cruise for us in Key West!! We had a great time with wonderful food and entertainment! Highly recommend.

Dinner cruise in Key West

Imagine yourself swimming in the warm tropical water of Key West, Florida with swarms of vibrant colorful fish all around you as you begin the day with a Morning Reef Snorkel and Sail with Unlimited Mimosas aboard an expansive 69’ sailing catamaran. Sail seven miles off Key West’s majestic coast to the shallow Caribbean water of the Florida Keys Reef. Set off on this adventure and book your spot today.

Key West: Morning Reef Snorkel and Sail with Unlimited Mimosas

Imagine yourself swimming in the warm tropical water of Key West, Florida with swarms of vibrant colorful fish all...

Great trip, staff was friendly, snorkeling was amazing, food & drinks were good.

Key West snorkeling

My husband and I really enjoyed this little snorkeling jaunt! It was so fun and relaxing!

Even Old People Like Us Enjoyed It!

Captain Brett and his crew were great - is was a fun trip.

Great Trip

Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie Cat is Key West's newest snorkeling catamaran, which allows you to get to the reef with speed, comfort, and some serious style. Join the captain and crew, round up your group, and hit the waves for an unforgettable Key West experience packed with fun, sun, and tasty spirits. This all-inclusive trip boasts an open well bar including unlimited mimosas (mango, strawberry & orange) & a variety of soft drinks! Book your spot today!

Key West: Dip and Sip Snorkeling Adventure with Open Bar Included

Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie...

Snorkel Adventure

We had a great time! I’d never snorkeled before- turns out I’m not a huge fan but that didn’t stop us from enjoying the trip, the drinks and the great conversation of fellow passengers. It’s always fun to meet new people. 
I think Captain Jade and her crew are the best! 
Thanks for making our trip to KW memorable
Kurt & Mel

Fun trip

We saw many beautiful, colorful fish at a coral reef near Key West. The boat captain and crew were friendly, professional, and safety-focused. My original trip was rained out, but they rebooked me for the next day, no problem. This is a large group experience — probably 100 guests on my trip — but it’s a large boat, everyone was very nice, and I now have a lovely memory of reef snorkeling.

Friendly, Professional and Fun

Start your day with a serene escape into Key West’s natural wonders on this morning sail, snorkel, and kayak tour. Cruise aboard a spacious 65-foot schooner into the heart of the Florida Keys backcountry, where wildlife sightings are abundant and the water is shimmering. Paddle through winding mangrove tunnels in a guided kayak eco-tour, then snorkel over vibrant seagrass beds teeming with tropical fish, rays, and other marine life. Perfect for early risers looking to beat the crowds and experience the best of Key West’s outdoor activities in one unforgettable morning. Book your spot today!

Key West: Morning Sail, Snorkel, and Kayak Excursion with Complimentary Beverages

Start your day with a serene escape into Key West’s natural wonders on this morning sail, snorkel, and kayak tour....

Had short said,  motor was used most of the time. Kayak trip was great, snorkel trip was in sea grass not a reef,  15ft visibility.  Captain and Crew were good.

Not good snorkeling

What a great way to spend the morning in paradise! The crew was fantastic, blending history, ecology, and fun in a 55 foot sailboat adventure. Loved going through the mangrove hideout in a kayak!

Danger Charters Sail, Snorkel, Kayak Tour

The crew was super friendly, the boat accommodated the tourists nicely and the gear was clean and well cared for.  We both like to learn about the area in which we are traveling and Dan, Maryann and Bronit(sp?) we’re exemplary!  Great service all day- from info, cold drinks flowing, appetizers and getting everyone in their equipment.  Absolutely recommend this his!

Great day on the water!

Get out on the water and experience nature at her finest with a Sail, Snorkel, and Kayak Excursion. You'll see an incredible array of birds, fish, and other regional wildlife while you explore Key West's backcountry and take in all the beauty around you. Live the island dream as you set sail on a 65-foot Schooner, then kayak through the mangrove forests. Snorkel the blue waters in search of tropical marine species. Book this Full Day Sail, Snorkel, and Kayak Excursion today and let your adventure begin!

Key West: Sail, Snorkel, and Kayak Excursion with Complimentary Beverages

Get out on the water and experience nature at her finest with a Sail, Snorkel, and Kayak Excursion. You'll see an...

Fantastic time, great weather and staff was amazing

Full day boating with kayak and snorkel

Great time!  Great experience!  The trip was ran very well and the crew was excellent!  We will be back!

Highly recommend

Relaxing and adventurous at the same time. Friendly crew!

Great Trip.

Experience the best afternoon you'll find on the straits of the Florida Keys by snorkeling this gorgeous coral reef. Climb aboard a luxurious catamaran as you cruise the crystal water to North America's only living coral reef. Dive into the sparkling, tropical water for underwater exploration, teeming with brightly colored tropical fish and corals. You don't have to be a jet setter to have a world-class time, so book your trip on this Coral Reef Snorkeling Catamaran Trip with Margaritas Included today!

Key West: Coral Reef Snorkeling Catamaran Trip with Margaritas Included

Experience the best afternoon you'll find on the straits of the Florida Keys by snorkeling this gorgeous coral reef....

It was a good trip. It would of been better with adults only. The asking for tips was stressed ALOT! Suggestion: raise the trip cost to accommodate the wage for help. I did a similar trip 30 years ago -same reef. The eco systems has changed unfortunately. Water use to be like the Caribbean, all shades of blue.

Key West Snorkeling

We boarded a catamaran on time. The crew was friendly, organized, and the equipment was sterilized. They answered any questions and pointed out any sights. We were given everything that was promised and the experience was fun and memorable. I would definitely recommend and do again.

Snorkeling

The people running the show were clear and very helpful with what we were doing. The weather was perfect, the sunscreen was very helpful and the snorkeling was unreal!

A Blast!

Live the Key West lifestyle as you set sail over calm blue waters then drop anchor and chill out on a giant floating lily pad. Enjoy this unique private adventure with family and friends, away from the crowds. Be sure to take in all of Key West's beauty while relaxing and soaking up the sun from the water. Book today and set out on a private sailing adventure.

Key West: Chill Out Sail with Lily-Pad

Live the Key West lifestyle as you set sail over calm blue waters then drop anchor and chill out on a giant floating...

Great time

We took this tour and so far, it was the best tour we took in Key West. The captain and deckhand were so friendly, informative, and very kind. They had hummus, chips, huge fruit bowl and plenty of ice/water. We lounged on the lily pad, had adult beverages, learned more about sailing and absolutely loved this tour.

Loved this tour - beautiful ocean

Sunset Sail Key West

Have you ever wanted to take the wheel or hoist the sails of a real schooner? If so, here's your chance! This Bugeye Backcountry Tour is an amazing mix of sailing, snorkeling, and kayaking among the most scenic settings in the Florida Keys, including the Sponge Garden Reef and Mangrove Island. Discover the amazingly diverse ecosystem of Key West’s backcountry and observe the abundant wildlife from the water. This tour is a MUST for outdoor enthusiasts! Book your spot today!

Key West: Bugeye Schooner Backcountry Eco Tour Aboard the Appledore Star

Have you ever wanted to take the wheel or hoist the sails of a real schooner? If so, here's your chance! This Bugeye...

The boat and ocean were great but the staff made our trip. We would absolutely return or recommend this excursion to others.

Key West: Windjammer Schooner Day Sail with Complimentary Beverages Included

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