PORT TO VINO Samana 59

$38,000 - $45,000 / per Week

OVERVIEW

Delivered in 2023, the new, upgraded Port to Vino is ready to welcome you to your home on the water for your sailing vacation. Every inch of the boat is designed with guest comfort in mind, from the spacious covered flybridge with sun loungers to the forward door accessing the sunken cockpit seating on the bow. Your group will be able to spread out and relax in style no matter where they get comfortable on the boat with stunning views of the islands under sail. The interior of the boat offers all the comforts of home, but on a luxury yacht. She has four queen staterooms each with its own ensuite bath including one larger owner's suite with walk out to the cockpit. Port to Vino will accommodate 6-8 guests comfortably. The welcoming salon featuring the galley up allows for guests to watch their gourmet meals being made while they relax on the couch. Meals are served al fresco on the back deck where you can take in views of the coastline and enjoy the sea breezes. Port to Vino's outdoor deck areas offer plenty of flexible space. Pass the day reading, sunbathing, or relaxing on the flybridge. The forward trampolines, forward sunken seating area, and aft deck lounge and dining areas extend your living area and give easy access to the clear blue waters of the Caribbean Sea. All of the boat toys are available to make your fun on the water even better. There is something for everyone as you sail in pristine waters. *Stock photos are used as Port to Vino will launch in June of 2023, photos of the actual yacht will follow*

LAYOUT

SPECIFICATIONS

FEATURES

Learn more about PORT TO VINO Samana 59

  • Accommodations
  • Entertainment
  • Guest Amenities
  • Port to Vino showcases one owner queen cabin and three guest queen cabins all with ensuite bath. The cabins are appointed with ample storage and headroom, plus luxury linens and toiletries, for a very comfortable guest experience.

  • Adult W Skis Yes

    Gear Snorkel Yes

    Tube Yes

    Wake Board Yes

    Under Water Cam Yes

    Under Water Video Yes

    Stand Up Paddle 2

    Fish Permit BVI Yes #753332

    Dinghy 15 ft

    Dinghy Hp 70HP

    Dinghy Pax 10

    Swim Platform 2 x Stern

  • Bimini Yes

    Ac Full

Your Crew

CAPTAIN Derek Carlow & MATE/CHEF Viera Chuda


Derek Carlow Captain
With over two decades of maritime experience and a passion for delivering unforgettable journeys, Derek brings both expertise and heart to every charter. As a certified Yacht Master and seasoned Captain, he’s helmed luxury vessels across the globe, including three successful seasons with Trade Winds aboard the Fountaine Pajot 59’, 60’, and 70’.
Before turning his love of sailing into a full-time profession, Derek built a career in the film industry, working behind the camera in fast-paced, high-profile environments. That background sharpened his attention to detail, problem-solving skills, and calm leadership under pressure—qualities that now define his approach at sea.
Whether you're seeking adventure, tranquility, or a bit of both, Derek ensures your time onboard is smooth, safe, and tailored to your preferences. His calm demeanor, professional polish, and genuine enthusiasm for the sea make him a trusted guide for your charter.

Viera Chuda Chef /1st Mate
Viera is an experienced charter crew member who combines her skills as Chef, 1st Mate, and Stewardess to support smooth, enjoyable trips for guests and crew. She holds a Master’s degree in Public Economics and has a strong background in hospitality, culinary service, and yachting. Viera is confident in the galley, preparing customized menus for up to 10 guests that reflect local flavors and meet dietary needs. She completed the IYT Superyacht Chef Course and most recently worked on a Sunreef 60 with a team of 3 and prior with TradeWinds, a worldwide company, aboard Fountaine Pajot 59’, 60’, and 70’ sailing catamarans.


In addition to her culinary work, Viera is skilled in deck operations, guest service, and water sports coordination. She speaks five languages and enjoys creating a friendly, welcoming atmosphere onboard for guests from around the world.
 

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Rates

Season 2 Pax 4 Pax 6 Pax 8 Pax
Winter 2026 to 2027$38,000$38,000$41,000$45,000
Summer 2027$38,000$38,000$41,000$45,000

PORT TO VINO Samana 59 REVIEWS

Previous reviews for Derek and Viera

<p><strong>July 2026</strong></p><p>Thank you from the L. Family.<br>We had an absolutely INCREDIBLE experience!!!<br><br>Derrick & Vera are the absolute Best! We felt right at home and so welcomed. The food was top notch, the drinks were incredible and every detail was exquisite. The snorkeling!!! <br><br>We are so hopeful to return and travel again with the crew on this beautiful boat. <br><br>Thank you! Thank you! Thank you!</p><p> </p><p> <strong>June 2026</strong></p><p>Thank you for an incredible week!<br><br>You all have been phenomonial and made this trip one to remember. Your kindness and hardwork has not gone unnoticed! I cannot express how enjoyable this trip has been and a large part of it that all thanks to you! The only problem has been how fast time has gone by. Grayson<br><br>Y'all are seriously the best crew ever! The food was absolutely amazing and I'm pretty sure not a single plate was left empty. So thank you Vera!  Lastly, thank you Derek for teaching me some tricks to photography, and for searching and rescuing my phone for me. I'm forever greatful and will never understand how you spotted it. Thank you so much for a memorable trip; I can't believe how fast it flew by . Thank you again, Isabella<br><br>Thank you again for an amazing family vacation. Every thing was well thought out and made for an incredible experience that we will continue to remember for a lifetime. We are sad to be leaving so soon as seven days went by way too fast. Please let us know if you would ever like to visit us in Houston. We would love to show you around. Hope that our paths will meet again soon.... The Petree Party</p><p> </p><p><strong>May 2026</strong></p><p>The DREAM TEAM!!<br><br>Seven Days, five grateful ladies, endless laughter, beautiful sunsets, and countless memories we'll talk about for years. Thank you, Derek, Vera & Dunja - thank you for the most amazing week that far exceeded our expectations! You carried us safely through adventure, relaxation, friendship and pure joy!<br><br>Derek - You struck the perfect balance of professionalism & knowledge with laid-back charm. <br>Vera - your meals were nothing short of extraordinary & you were warm, attentive & thoughtful in every detail.<br><br>If our travel plans ever bring you to greatest state in America, TEXAS, please reach out so we can return the favour and be your tour guides!<br><br>P.S. We actually aren't leaving tomorrow after all!<br>Brandy, Karen, MaryAnne, Amber & Erin </p>

Mar 2026

<p>I can't say enough about Caitlin's attitude and service! We had our 7 year old grandson and she took him under her wing and taught him to snorkel and introduced new foods that he would otherwise not have ever tried! She totally understood our needs as a multigenerational family and planned our meals accordingly. The food was delicious! We were not looking for gourmet meals but it felt over the top special with her hand made pasta dishes and variety of meals. She even had the kids help her make pasta. Jeff was very professional and we always felt we were being cared for and in safe hands. And he is an incredible grillmaster! <br>The yacht was extremely comfortable and well organized. <br>We had 4 children ages 7-15 and they all had a wonderful time on their first Caribbean cruise! The parents were also able to relax thanks to Jeff and Caitlin and their attention. <br>As an extra bonus, Caitlin's knowledge of marine biology added fun to our snorkels! We loved her energy and engaging personality!<br>It was a fabulous week!<br><br>DA<br> </p>

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Post Charter Survey

  • Home Sweet Home!

    Now that you're back, we would love to hear your feedback on your charter vacation, especially while it's fresh in your mind.
    Vacations fade. That's why we need to have so many of them. 😊