Sip, Strum & Cruise into Paradise
Imagine the sound of ukulele melodies drifting across the ocean breeze as you sail through stunning tropical destinations on Princess’s Sky Princess. Whether you’re a beginner or an intermediate player, this unique cruise offers the perfect blend of relaxation, adventure, and music. With group jam sessions, hands-on workshops, and unforgettable social events, you’ll create lasting memories while strumming your way to paradise.
Join fellow music lovers as we set sail for fun-filled days of ukulele jams, island exploration, and tropical vibes. Our Sip & Strum Ukulele Cruise is more than just a getaway—it’s a chance to connect with new friends, unwind in luxurious surroundings, and embrace the joy of music. No experience is necessary; if you can play a few basic chords—or are eager to learn—you’ll fit right in. Get ready to sip, strum, and make memories that will last a lifetime!
⚡Only 50 Cabins available - Book Now!⚡
9 Nights | Inspiring Ukulele | Unforgettable Destinations
🎵Ukulele Workshops/Classes on Sea Days
🌅Sunrise & Island Jams
🍹Tropical Cocktail Night & Social Events
💃🕺Semi-Formal Dance Night
🚢Adults-Only Relaxation: Sip, Strum & Unwind
What's Included:
Set Sail for Music in Paradise
Embark on the ultimate tropical adventure with the Sip & Strum Ukulele Cruise! Set sail on a 10-day, 9-night journey aboard Princess’s Sky Princess, departing from Port Canaveral on November 20th, 2026, and returning on November 29, 2026. Explore some of the Caribbean’s most stunning destinations, including Grand Turk in Turks & Caicos, Amber Cove in Dominician Republic, San Juan in Puerto Rico, St. Thomas in U.S. Virgin Islands, and Princess Cays (Princess’s exclusive private island in The Bahamas)
Whether you’re a beginner or a seasoned strummer, this cruise is designed to combine relaxation, music, and fun. From engaging workshops and group jams to exciting social events and time to unwind in paradise, this is your chance to create unforgettable memories while making music with fellow ukulele enthusiasts. Imagine strumming along at sunrise, sharing laughs during an island jam, or learning a new technique that sparks your creativity. You’ll meet new friends who share your passion and leave with both stronger skills and amazing stories to tell. Most of all, you’ll return home refreshed, inspired, and already dreaming about the next adventure.
Reserve Your Spot Today!
With only 50 rooms in our block, spots are limited and selling fast! Ukulele Cruise Passes are just $450 for players and $199 for non-player companions (cabin costs not included).
Special Bonus: Purchase your Ukulele Cruise Pass by January 31, 2025, and you’ll be entered into a raffle to win a Kala Waterman Beach Collection Concert Ukulele—a waterproof, adventure-ready instrument perfect for tropical vibes. One entry per Ukulele Cruise Pass purchased (companion passes excluded). The winner will be announced on February 1, 2026, at beachsidemusiclessons.com, and the ukulele will be shipped to the lucky winner.
Cruise Itinerary
November 20th – November 29th, 2026
A Ukulele Adventure Aboard Princess’s Sky Princess
Day 1: Friday, November 20, 2026
Departure from Port Canaveral, FL
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Enjoy an afternoon departure as we set sail for tropical paradise, watching the coastline fade into the horizon while excitement builds for the days ahead. Once underway, join us for a fun welcome meet & greet, the perfect opportunity to connect with fellow guests, share a drink, and start making new friends who will be part of this unforgettable adventure.
Day 2: Saturday, November 21, 2026
Day at Sea
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Unwind at sea with fun onboard activities, engaging ukulele workshops, a lively group jam, and social events that bring everyone together.
Day 3: Sunday, November 22, 2026
Grand Turk, Turks and Caicos Islands
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Discover the breathtaking beauty of Grand Turk, Turks and Caicos Islands, where crystal-clear waters, white sandy beaches, and vibrant marine life make it the perfect spot for relaxation, snorkeling, and island adventures.
Day 4: Monday, November 23, 2026
Amber Cove, Dominican Republic
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Experience the charm of Amber Cove, Dominican Republic, where lush mountains, turquoise waters, and rich culture invite you to explore, relax, and enjoy unforgettable Caribbean adventures.
Day 5: Tuesday, November 24, 2026
San Juan, Puerto Rico
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Step into the vibrant history of San Juan, Puerto Rico, where colorful colonial architecture, lively culture, and stunning ocean views create the perfect blend of adventure and charm.
Day 6: Wednesday, November 25, 2026
St. Thomas, U.S. Virgin Islands
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Soak up the beauty of St. Thomas, U.S. Virgin Islands, where pristine beaches, duty-free shopping, and breathtaking island views make every moment unforgettable.
Day 7: Thursday, November 26, 2026
At Sea
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Dive into more inspiring workshops, enjoy another lively jam, and take part in fun social events as we celebrate Thanksgiving in a uniquely tropical and memorable way.
Day 8: Friday, November 27, 2026
At Sea
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Spend the day enjoying onboard activities, engaging workshops, lively social events, and a magical sunrise jam that sets the tone for a memorable day at sea filled with music, connection, and relaxation.
Day 9: Saturday, November 28, 2026
Princess Cays, Bahamas
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Discover the beauty of Princess Cays, Bahamas, a private island retreat where you can relax on pristine beaches, swim in crystal-clear waters, and enjoy a perfect day in paradise.
Day 10: Sunday, November 29, 2026
Port Canaveral, Florida
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Return to Port Canaveral, Florida in the morning, bringing home unforgettable memories of music, friendship, and tropical adventures.
Key Destinations:
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Grand Turk, Turks and Caicos Islands
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Amber Cove, Dominican Republic
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San Juan, Puerto Rico
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St. Thomas, U.S. Virgin Islands
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Princess Cays, Bahamas
Days at Sea:
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Day 2: Saturday, November 21
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Day 7: Thursday, November 24
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Day 8: Friday, November 25
Want to stay updated on future class announcements? Join our mailing list!
Check out our feature on Fox 35:
Meet The Dynamic Duo Behind Sip & Strum Ukulele
Introducing husband-and-wife team Eliott and Ashlee, the passionate owners of Beachside Music Lessons & Therapy. Since 2019, they’ve been bringing the joy of music to adults across Central Florida through their wildly popular Sip & Strum Ukulele classes. Whether at a brewery, distillery, winery, or similar local venue, their classes offer a relaxed and fun environment for beginners and intermediate players alike to learn the ukulele while enjoying their favorite beverage.
With over 25 years of combined teaching experience and having taught hundreds of adults to play the ukulele, Eliott and Ashlee have built a reputation for making music accessible, engaging, and downright fun. Their passion goes beyond just teaching chords and strumming patterns—they are dedicated to sharing the pure joy of music with learners of all ages and abilities. From their easygoing teaching style to their enthusiasm for creating meaningful connections through music, Eliott and Ashlee prove that learning the ukulele can be simple, enjoyable, and rewarding.
Join them and discover why so many adults have learned to play, one Sip & Strum at a time!
Eliott Hughes, co-owner of Beachside Music Lessons & Therapy, grew up in Vero Beach, FL, where his passion for music began at a young age. Attending a charter school for the arts, he immersed himself in music early on, later studying Music Composition and Theory at the University of Florida. At Beachside Music, Eliott serves as the Operational Manager, overseeing students, families, teachers, and office operations while sharing his extensive musical expertise.
A versatile musician, Eliott is skilled in piano, voice, guitar, ukulele, theory, and songwriting, and has been singing professionally for over a decade. His impressive resume includes performances at Carnegie Hall, as well as experience in operas, musicals, choirs, and soloist roles. With his deep understanding of music theory and composition, Eliott has a unique gift for breaking down complex concepts into simple, engaging lessons that inspire learners of all ages.
Beyond the classroom, Eliott is passionate about giving back to the community. He serves as a Board Member for Miracle League Baseball, an organization that makes baseball accessible to children and young adults with special needs, and performs in his church’s worship band. Eliott’s dedication to music and service reflects his commitment to making music a joyful, accessible experience for everyone.
Ashlee Hughes, co-owner of Beachside Music Lessons & Therapy, is a seasoned music therapist with over 17 years of experience. Growing up in New Smyrna Beach, FL, Ashlee developed a deep love for music early on, exploring a variety of instruments and styles. She earned her bachelor's degree in music therapy from Florida State University and has since dedicated her career to using music as a powerful tool for healing and growth.
Ashlee has worked with a wide range of populations, including individuals with special needs, dementia, traumatic brain injury, stroke, substance abuse issues, behavioral health challenges, and more. She has also supported premature infants, foster children, and patients in hospice and acute care medical settings. After leading a successful hospital music therapy program for over three years, Ashlee returned to her hometown to establish Beachside Music Lessons & Therapy in 2016.
In addition to her work as a music therapist, Ashlee teaches voice, piano, guitar, saxophone, ukulele, and early childhood music lessons and classes, including the widely-loved Sip & Strum Ukulele Class for adults. Her passion is helping students and clients of all ages discover the joy and power of music.
Ashlee is proud to serve her community through partnerships with organizations like Ormond Beach Mainstreet, Atlantic Center for the Arts, Halifax Behavioral Health, Children's Home Society, Welcoming Hearts, and others. She also finds joy in giving back as a Girl Scout Leader, fostering creativity and leadership in the next generation. Ashlee’s dedication to music and her hometown community shines through in everything she does!
Cabin Pricing Details
Cabins start at $833 per person (interior, including taxes and port charges). Upgraded options for oceanview and balcony cabins are available.
Note: Cabin reservations must be made through Bucket List Warrior Travel, our dedicated travel specialist, in addition to purchasing your Ukulele Cruise Pass from Beachside Music Lessons & Therapy. Cabin prices and availability may vary, so book early for the best rates! Do not book directly through Princess or another travel agent/agency. You must booked through Bucket List Warrior Travel to participate in our ukulele events and classes.
Questions? Contact Bucket List Warrior Travel at
386-795-7675 or elizabeth.ensminger@fora.travel
Meet Our Dedicated Travel Agent
Born and raised in the Daytona Beach area, Elizabeth Ensminger brings both precision and passion to her work as a travel agent. With a degree in economics and a background in accounting, she’s detail-oriented and organized—qualities that make trip planning smooth and stress-free for her clients.
Elizabeth’s love of travel has taken her from the rolling hills of Ireland to the beaches of the Bahamas, the charm of Gatlinburg and the mountains of North Carolina, the bright lights of Las Vegas and New York City, and natural wonders like Niagara Falls. She’s explored vibrant cities like Austin, TX, Atlanta, GA, and Bentonville, AR, as well as Canada and countless beautiful destinations all across Florida. A true outdoor enthusiast, she especially loves visiting national and state parks, where she can soak in the beauty of nature.
When she’s not planning incredible journeys, you’ll find her kayaking Florida’s springs, hiking new trails, or mountain biking. Music is another favorite pastime—she first picked up the ukulele from Ashlee and Elliot and now enjoys strumming along whenever she can. With her mix of professionalism, adventure, and creativity, Elizabeth is passionate about helping others experience the world as fully as she does.
What's Included?
Play songs YOU like!
We believe music is meant to be enjoyable, and that means playing the songs you love! When you register, you'll have the chance to vote for your favorite tunes or suggest popular songs not already listed. With an extensive library of hits spanning the 1950s to today, we’ll do our best to customize each class to match the preferences of our participants.
Group Jams and Fun Social Events
Join us for lively group jams where you can strum along with fellow ukulele enthusiasts, share laughs, and create unforgettable musical moments. Don’t miss the highlight of our trip—a fun island jam on a beautiful tropical beach, paired with exciting social events designed to help you relax, connect, and make lasting memories!
Workshops and Classes
Our Sip & Strum Ukulele Cruise will feature a variety of engaging workshops and classes designed for beginner and intermediate players. Learn new chords, strumming techniques, and even some tab while enjoying fun group jam sessions and opportunities to refine your skills in a relaxed, supportive environment.
Experienced, Friendly Music Teachers
Our friendly and experienced teachers are passionate about making music accessible and fun for everyone, regardless of skill level. With years of teaching and performing expertise, we create a supportive environment where you’ll feel encouraged, confident, and excited to learn and play.
We Our Local Hosts
See what our customers have to say:
"This was so much fun! And we learned to play multiple songs! The teachers are wonderful too. I’ve found a new hobby that I can take anywhere. FIVE STARS!"
-Mary A.
"The ukulele class is so much fun!! Ashlee and Eliott are great teachers and create a laid back, friendly and relaxing atmosphere. I'm so happy I signed up for this class"
-Rena. W
"Amazing. I am a beginner and they made feel comfortable and confident and I met new friends. Going to take a second class!"
-Vicki G.
"Very fun and friendly! We learned to play the ukulele in 3 weekly lessons in Sip & Strum and can competently play about 5 songs already! Thanks for getting us started on our ukulele journey!"
-Bonita B.
"I took two sessions of Sip and Strum Ukulele classes at Tomoka Brewing Co where I had the pleasure of being taught by Ashlee and Eliott. The class was so much fun and Ashlee and Eliott are funny, informative, patient, and knowledgeable! They both love music and it shows! I highly recommend these classes for a laid back 75 minutes where your worries melt away with a beer in one hand and an ukulele in the other!"
-Bethany S.
Beachside Music Lessons & Therapy is the best music lesson school offering high quality music classes in the following cities:
Volusia County: Daytona Beach, Ormond Beach, Port Orange, New Smyrna Beach, Deland, Deltona
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Serving East & West Volusia County