Cruising Area of Dolphin Daze

Pref. Pick-upSt. Thomas
Other Pick-upTortola
Summer OperationsCaribbean Virgin Islands
Winter PortSt. Thomas
Winter OperationsCaribbean Virgin Islands

Dolphin Daze Description

Among the many intriguing features of the Leopard 58, the flybridge with seating for up to 10 people, outdoor kitchen, and grill is one of the most impressive focal points.
Enjoy meals, lounging, and taking in beautiful panoramic views on this expansive flybridge. The large open aft deck and forward cockpit offer additional space for alfresco dining or lounging. To enhance durability and beauty, the flybridge, the aft deck and forward cockpit are all covered in a lightweight high impact simulated teak.
Two queen cabins on the bridge deck level with its own private outdoor living space. Imagine waking up with the gentle breeze coming into your cabin and the unobstructed views from floor to ceiling forward facing windows. Step outside and enjoy your breakfast on your private veranda. Additional 2 queen and 1 king (can convert into 2 twin beds) cabins below. All with bathrooms ensuite.

All interior living areas are be equipped with individual climate controls.


Length58 Feet
Beam28 Feet
Draft5.8 Feet
A/C NightYes
Sun AwningYes
Bimini TopYes
Nude ChartersInq
Children AllowedYes
Min Child AgeWater Safe
Water MakerYes
Water Capacity412 Gal.
Ice MakerYes
Internet AccessOnboard WIFI
Fuel Consumptionn/a US Gall/Hr
Turnaround48 Hours
Engines2 - 100hp Yanmar Engines Northern Lights Generator - 26kw


Wash Basins5
Electric Heads5
Accommodation Details
4 queen cabins with bathroom ensuite and 1 King cabin (converts to 2 single beds) with bathroom ensuite.


Salon Tv/DvdYes
Salon StereoYes
iPod/Device HookupsYes
Board GamesYes
Other Entertainment
Floating Lily Pad
Huge Flybridge
Wet Bar and Grill on Flybridge
Bean Bags


Special DietsYes

Water Sports

Dinghy (Feet)14´
Dinghy Hp60 HP
Dinghy Pax12
Snorkel GearYes
2-Man KayakYes
Floating MatsYes
Standup Paddle2
Swim PlatformsYes
Boarding LadderYes
Beach GamesYes

Scuba Diving Scuba Diving Symbol

ScubaYacht offers Rendezvous Diving only
Air CompressorNot Onboard
Diving Info
Rendezvous diving can be arranged

Dolphin Daze Crew Profile

Crew Number3
Crew SmokeNo
CaptainKyle Glowacky
License100ton USCG Masters license
CrewTim Montgommery


Captain - Kyle Glowacky
Chef/Host - Tim Montgommery
1st Mate/Stewardess - Amanda Dietter

Your skipper, Captain Kyle, has been near the sea his entire life. Growing up a New Englander, Kyle began working in the waters off the coast of New Hampshire in lobster boats, eventually finding his way into sailing tall ships. After attending Emerson College and graduating with a B.F.A., he soon realized it’s hard to make money as an artist. He then returned to the water and has been sailing professionally ever since. Captain Kyle knows these waters like the back of his hand having spent seven years chartering the U.S. and British Virgin Islands. Now back after a two-year hiatus working as a licensed officer aboard National Geographic expedition ships from Alaska to Baja California Sur, he longed to return to his roots sailing on a more intimate and personal scale. He strives to deliver a safe trip while ensuring his guests have the most fun and memorable time of their lives.

Your First Mate/Chef Tim Montgomery has achieved his life’s aspiration. After working nearly a decade in landlocked, stressful kitchens, he decided to take a more relaxed intimate approach while preparing high end meals dedicated to sourcing fresh quality local ingredients. Only now he works on Caribbean time. Tim began his career working under one of the United States top chefs, Carl McConnell. During this time Tim honed his skills by working endless hours preparing James Beard nominated dishes. After attending culinary school and furthering his education, Tim decided to leave the nest and see the world. He left the Midwest and headed for the seas working for the prestigious eco-tourism company National Geographic Lindblad Expeditions. He takes pleasure in bringing guests together with his family-style dining approach or by wowing them with his expertly plated prix fixe dishes. An avid scuba diver, adventurer, and naturalist, join him by snorkeling the Caribbean reefs and then allow him to prepare your favorite dishes as you enjoy staring out into the serene blue waters.

Your Stewardess Amanda Dietter is no stranger to the water. Being born on the Gulf coast she spent her early years gaining understanding and adoration for the ocean. Her working career began at her father’s catering business. Some of her fondest memories were working alongside Dad in the kitchen. After earning her college degree at UNCC she began working in the hectic corporate sector of Charlotte, North Carolina. Over the past ten years she found herself visiting and quickly falling in love with the Islands. In 2017 she spontaneously decided to call St. John home. She has an immense love for the outdoors, fishing, snorkeling, and hiking. On a whim, friends asked her to help move their boat from St. Marteen to St. John. In this time, Amanda gained a newfound passion for sailing and an even greater admiration for the sea. Allow her to share her passion with you and indulge in some of the finest cocktails the Islands have to offer.

While exploring the perfect beaches of St. John these three quickly became best friends. Their combined passion for water, excellent service, and having a good time led them to partnering up and sharing their interests with their guests. Let them show you the enchanted Caribbean waters and give a vacation of a lifetime to you, your friends, and family.
Come aboard as guests and leave as lifelong friends.

Dolphin Daze Calendar

AvailableBookedHold (can be challenged)Unavailable
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Dolphin Daze Reservations & Port Locations

Start DateEnd DateDetails (Holds can be challenged)
Aug 01, 2019Aug 15, 2019Unavailable: Yacht Haven Grand to Grenada, St Georges
Nov 06, 2019Nov 13, 2019Booked: Yacht Haven Grand to Yacht Haven Grand
Dec 28, 2019Jan 04, 2020Booked: Red Hook to Red Hook
Feb 05, 2020Feb 12, 2020Booked: Yacht Haven Grand to Yacht Haven Grand
Feb 15, 2020Feb 21, 2020Booked: Yacht Haven Grand to Yacht Haven Grand
Mar 23, 2020Mar 30, 2020Booked: Yacht Haven Grand to Yacht Haven Grand
May 17, 2020May 24, 2020Booked: Red Hook to Red Hook
May 30, 2020Jun 05, 2020Hold: Yacht Haven Grand to Yacht Haven Grand

Dolphin Daze Rates / week

The prices shown are for the entire yacht for a week-long (7 nights) charter.
Low price: $25,000
(normal rate)
High price: $28,000
(normal rate)

Dolphin Daze Special Offer!
Discount: $1,000!
Old price: $25,000 - $28,000 / week
New price: $24,000 - $27,000 / week
Minimum nights: 7
Travel between: Nov/01/2019 - Dec/15/2019

Season2-4 Pax5-6 Pax7-8 Pax9-10 Pax
2019 Summer$25,000$26,000$27,000$28,000
2019/20 Winter$25,000$26,000$27,000$28,000

Yacht terms: All Inclusive

An all-inclusive charter covers all provisioning and running expenses. This includes a captain and crew that is fully trained and committed to your safety and enjoyment of your trip. A chef will provide the kind of exceptional, personalized meal preparation that you would expect of a five-star restaurant. The listed rate may not include all local taxes, premium beverages or scuba activities. Inquire for more information.

Send us an inquiry to get specific pricing for Dolphin Daze.

Dolphin Daze Guest Reviews

What a wonderful week!

What a wonderful week we have had. Your hospitality is unsurpassed. You made all of us feel so comfortable and constantly strived to cater to all our needs. Thank you for making our visit to the BVI so memorable. You have become great friends on this trip. We look forward to coming back and sharing more in your love of the BVI and other Caribbean Islands.
Until the next magnificent sunset, smooth sailing.

Two New Friends

Both of you are fabulous hosts and very talented captains and crew.
This has been the trip of a lifetime for both of us. Your hospitality and beautiful gourmet meals were a great surprise and all were five star quality.
We now feel we have met two new friends which is an extra bonus. We look forward to seeing you again soon - either on the boat or in Sarasota!

Absolutely Amazing Time!

I wanted to let you two know what an absolutely amazing time Tim and I had on Dolphin Daze for Marty’s 50th birthday getaway. We couldn’t have asked for more accommodating and super fun hosts. You both catered to our every whim and went over the top to ensure we were comfortable, entertained, fed with amazing 5-star cuisine (and buzzed LOL!) the entire time. I can’t thank Ryan enough for the time he took to coach Tim on how to fly his drone and Lesli…you were the absolute hostess with the mostess! Your consistent positive attitude and both of your award winning smiles made everyday a joy to be sailing with you.

When we tell people about our super fun BVI sailing vacation we always reply, “it was the trip of a lifetime!” We also always follow that up with, “but you HAVE TO have Ryan and Lesli as your crew!”

Words Fail Me!

Words of thanks for this extraordinary experience fail me. The sights, sounds, smells and colors are overwhelming! This has been the biggest adventure of my life. It has been so comfortable!

Now let´s talk about the masterful touch you both handle this gorgeous vessel with. You both make it look so easy and enjoyable. Leslie the attention to detail you planned our trip with has been exceptional! Memories I will always treasure.

Thank you for your generous hospitality!
May all your dreams coms true!

Just Wow!

Just wow! These islands have a special place in my heart now. Seeing them through the eyes of Ryan & Lesli made it unforgettable. Every minute of this trip was a memory in the making. The boat - the views, the stops at all the islands were such fun, but spending time with Ryan & Lesli was the highlight. Their knowledge of the islands they love so much was obvious and the way they work together as such a great team is sure to make every charter special.
Can´t wait to visit the BVI again!

Great Times!

What a magical experience that we will never forget! Every minute just kept getting better! Ryan and Lesli did not disappoint.
Great Times!

The Most Amazing Trip Ever!

It is incredibly rare that I leave a family vacation, and reflect ´This was the most amazing trip ever´ but Ryan and Lesli have easily surpassed any and all expectations and have set an incredibly high bar for future trips to come. Their hospitality was top notch, the food was high end restaurant quality, the safety and professionalism was always paramount. Most importantly, bringing 4 kids on charter (ages 7,8,10 and 11) was so easy with Ryan and Lesli. They were so good with the kids. I could go on and on, but the real testimony will be when we re-book next year.

A Wonderful Week on Dolphin Daze

We spent a wonderful week on the Dolphin Daze. The crew, Lesli and Ryan, were amazing, so fun to be with and so attentive to our needs and every request. The food was perfect, just the types of things we had requested prior to the trip. The boat was so comfortable and we made use of the paddle boards, snorkels, fins and other toys that were available. Lesli led us on two interesting walks on land, and Ryan captained the boat expertly. It was such a relaxing week, just what we were looking for, and made even more special because of Lesli and Ryan’s ready smiles and cheerful dispositions. Just a magical experience and one that left us all with fond memories.

WOW!!! What An AH-mazing 9 Days

WOW!!! What an AH-mazing 9 days we had with y´all sailing the BVIs on Dolphin Daze! Your ability to anticipate our every need is truly a gift. The boat was immaculate and the food was delicious! Our favorites were the seared tuna, key lime pie and the orange vanilla crème brulees! Ending our nights with Tim playing his guitar and singing (that voice!!!) was so very special!

Every niche you took us to was perfect! From snorkeling spots, to kayaking, to paddle boarding and the incredibly beautiful beaches, oh the beaches! Our most favorite spot was Anegada, truly heaven on earth! We cannot thank you enough for taking such good care of our group and helping us celebrate Marty´s 50th Birthday, it is something none of us will ever forget! We don´t think the trip could have been any more perfect, so THANK Y´ALL from the bottom of our hearts for the memories of a lifetime!

May the road rise to meet you.
May the wind be always at your back.
May the sun shine warm upon your face.
And the rains fall soft upon your fields.
And until we meet again, may God hold you in the palm of his hand.

We love you guys,

What a gift!

Goodness; what a gift to have spent seven days with two of the most incredible and adorable people we have met in a very long time. As with any trip of this magnitude, we were a bit apprehensive, but immediately put at ease upon meeting you. From the warm smiles, professional knowledge and genuine care, you two were over the top!

Ryan, you’re the consummate captain and host, and Lesli, you’re the epitome of grace and great cooking. It’s obvious you both love what you do, as well as deeply love each other – an incredible winning combination. Please know that we are both looking forward to working with you again soon.
Thank you for sharing your talents and beautiful spirits with us. We can’t imagine better cruise partners!
Please stay in touch and above all, be safe.
Friendship and Blessings,

´Trip of a Lifetime with Captain Ryan and Leslie´

-Julia K. May 22, 2018
I returned home yesterday from a 4 night cruise captained by Ryan and Leslie. It truly was a trip of a lifetime for our party of 7. We were impressed with Ryan and Lesli’s boating skills. They work seamlessly to ensure everyone on board is safe and well-cared for. Their love for the island community, boating and each other is inspiring. Ryan and Lesli shared their knowledge of island history/lure, marine life, current events, hurricane recovery efforts and more! They joined us on activities off the boat to ensure we enjoyed our experience to the fullest. The meal Ryan and Lesli prepared for us were fresh and delicious. Lesli makes the best painkiller in the Caribbean hands down! Their attention to detail was exceptional. I highly recommend Ryan and Lesli. You won’t be disappointed


“RELAXATION!” -GI Joel, Indianola, Iowa April 18, 2018
Went on a sail with Ryan and Lesli and had a great day. The sailing was great, the snorkel stops guided by Lesli were excellent, lunch was perfect, and the conversation was enjoyable. Ryan and Lesli are a very efficient but relaxed couple and they work hard to be accommodating. I would recommend Ryan ann Lesli to anyone who wants to experience a great sail around the Islands.

´Amazing boat! Amazing hosts!´

-Skye Val, Augusta, Georgia July 5, 2017
Being in the Virgin Islands was absolutely magical and I didn’t think it could get better until I sailed with Ryan and Lesli! The boat is beautiful and the hosts were amazing. They customized the trip to our group and spent more time than they had to. They both patiently answered my endless questions about sailing and the islands. Towards the end of the trip, I got seasick. I was quite embarrassed but they comforted me, brought me cold towels to help me with the sickness and taught me a few tricks to get over it. They took such good care of me and were so understanding. They were attentive, friendly, informative and fun. I am an avid traveler and have been around the world, however, this is my favorite trip thanks to Ryan and Lesli! I can’t thank you both for unforgettable memories and making this trip epic. I absolutely can’t wait to come back to the islands and sail with you again. You two are so genuine and great! Keep up the fantastic work and make more people the happiest!

“Captain Ryan and Lesli made our vacation!”

-Rochelle Denise, Augusta, GA June 25, 2017
Captain Ryan and Lesli were phenomenal hosts! They shared fun facts about all of the islands we sailed by and ensured we had delicious drinks and local food. I was a little timid the first time we went snorkeling off the boat, but Captain Ryan was very competent and I had the utmost trust in him. We were able to see and do so much with Captain Ryan. We snorkeled at Lovango and Henley Cay, we sailed to St. Thomas and snorkeled with turtles. We even ordered pizza from a boat! For my birthday, Captain Ryan customized a special trip out to Waterlemon Cay for us. My husband and I enjoyed a sunset with a view to die for. On our snorkeling adventures we saw sting rays, turtles, barracuda, eels, starfish, reef shark and a number of exotic marine life. Captain Ryan and Lesli made our vacation! Ever since my husband and I have returned home we haven’t stopped talking about sailing and how we cannot wait to go back!

Dolphin Daze Sample Menu Picture
Dolphin Daze Sample Menu Picture
Dolphin Daze Sample Menu Picture
Dolphin Daze Sample Menu Picture
Dolphin Daze Sample Menu Picture
Dolphin Daze Sample Menu Picture