2022 RUNNER UP BEST CREW IN SHOW USVI Vicarious- adj: experienced or realized through imaginative or sympathetic participation in the experience of another. We believe that aside from water, food, shelter, exercise, and nature the most important necessity in human existence is connection. On our boat we strive to not only provide the best water, food, and shelter but most importantly we love to build community and opportunities for you to connect with your loved ones and friends. When you join us on an adventure through the Caribbean you will experience storytelling between the crew, your guests, eat local food, and an eco-friendly off grid living experience. All of which is designed to bring you Vicariously closer to nature, yourself, and most importantly your loved ones.
Cruising Area of Vicarious
Internet on board -
USVI: Starlink, high speed unlimited usage w/ full territory coverage
Three queen guest cabins with private ensuite electric toilet, dry shower stall and sink. Each cabin is fully air-conditioned for clients comfort. Sorry, crew will not give up 4th guest cabin for client use. Forepeak is available for guests, but please note that it can only be accessed by deck hatch and shares a head with one of the interior cabins. No AC in forepeak.
Port and Starboard Aft: 80”Lx64”W
Starboard Forward: 80”Lx56”W tapering to 45”W
Forward cockpit accessible thru glass doors in Salon offering flow through ventilation and a beautiful breeze.
Aft cockpit for dining and lounging
Trampoline area for lounging.
1 x Foil board
1 x Floating dock: hexagon / doughnut shape- 9´ diameter, designed for lounging with mesh trampoline spanning the center, w/ 4 cupholders
3 x Inflatable paddle boards
1 x Towable flamingo tube, 2 person
1 x Towable pizza pie tube, 3 person
1 x Surf foil board (for intermediate to advanced riders, prior wakeboarding or surfing experience recommended)
1 x Wing foil sail for use with paddle board or surf foil (5m Sling Shot)
10x sets of snorkel, mask, fins: various sizes
2 x Small child life jackets
2 x Medium child life jackets
4 x Adult sport life jackets
Underwater flashlights for night snorkeling
3 x lobster snares + 2 nets and ticklers
2 x hammocks
4 x yoga mats + various resistance bands
2 x portable speakers for beach
Games: Cards, Canasta, UNO, Trains, Scrabble, What do you Meme, Bananagrams, Jenga, bocce ball, spike ball
- 3 zone speaker system with bluetooth connection
- 42´ TV in salon w/ streaming: Netflix, Disney Plus, HBO
- 24´ TV in starboard aft cabin w/ streaming: Netflix, Disney Plus, HBO
- Underwater lights
- Spinnaker asymmetric 1776 sqft
Vicarious Crew Profile
Growing up on Long Island, New York, Austen was a shoe in-for the sailing life.
At the age of eight, he would sail across Northport Bay to visit the town´s general
store as he was too young to drive. At the age of ten, he became involved with
competitive sailboat racing and soon became an Optimist class national
champion. Since then, he has gone on to many other classes of sailboats and filled
skipper, crew and coaching roles. After graduating from Hobart William Smith
College, where he captained the sailing team, he decided to work and live in the
Virgin Islands for a year. There he learned the ins and outs of island life - as well
as the best sailing, mooring and dining options. After a year learning the charter
trade, he moved back to New York to work in his family´s tool manufacturing
business. While running the company´s operations, he spent any extra time he
had, including vacation days, professionally racing Etchells sailboats in all parts
of the world. But his days in the Virgin Islands would stay with him, and the
pristine beaches and eclectic life on the islands would always find a way back into
his daydreams. Little did he expect, in 2018 the family would decide to move its
business to Florida where he would meet Philomena, a happy go lucky water
woman who also had dreams of island life.
Philomena grew up in West Palm Beach, Florida, where she spent her weekends
cooking, snorkeling and learning to free dive with her father. At age seven, she
was diving in the Bahamas for sunken airplane wrecks as deep as 60 feet.
Eventually, she learned to surf overhead waves and became obsessed with being
an all-around water woman. While in high school she became interested in
photography and spent a good portion of four years in the dark room. She
followed this with a semester working in a California color dark room, an
education at Daytona State and internships with four very different
photographers. During this time, she also became interested in where her food
came from and arranged to spend her summers doing a work internship on a
small organic farm in Colorado. As she became a passionate foodie, she
experimented with all kinds of diets - from grass fed elk to raw vegan cuisine,
she grew it, cooked it, photographed it, served it and lived it. In 2018 she moved
to New Smyrna Beach to continue surfing and diving while also climbing the
ladder from food prep cook to bartender. She also became a full time wedding
and event photographer. Austen had tried asking her out one night while she was
bartending, but was turned down - little did she know, almost a year later they
would become a couple. Not only would Austen help convince her to go back to
school for a culinary arts degree, but they would also agree to a life on the water
showing guests the beauties of the ocean and food.
Today, Austen and Philomena run the Charter Vicarious business together.
Whether you want complete silence or an outgoing adventurous island
experience, these two are your crew!
Why the boat name:
Vicarious- adj: experienced or realized through imaginative or sympathetic participation in the experience of another.
We believe that aside from water, food, shelter, exercise, and nature the most important necessity in human existence is connection. On our boat we strive to not only provide the best water, food, and shelter but most importantly we love to build community and opportunities for you to connect with your loved ones and friends. When you join us on an adventure through the Caribbean you will experience storytelling between the crew, your guests, eat local food, and an eco-friendly off grid living experience. All of which is designed to bring you Vicariously closer to nature, yourself, and most importantly your loved ones.
***CREW IS FULLY VACCINATED FOR COVID-19****
Vicarious CalendarAvailableBookedHold (can be challenged)Unavailable
Vicarious Reservations & Port Locations
|Start Date||End Date||Details (Holds can be challenged)|
|Mar 28, 2023||Apr 03, 2023||Booked: Yacht Haven Grand to Yacht Haven Grand|
|Apr 04, 2023||Apr 07, 2023||Unavailable: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*|
|Apr 08, 2023||Apr 15, 2023||Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*|
|Apr 16, 2023||Apr 19, 2023||Unavailable: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*|
|Apr 20, 2023||Apr 26, 2023||Booked: Yacht Haven Grand to Yacht Haven Grand|
|Apr 28, 2023||May 04, 2023||Booked: St Thomas, USVI* to St Thomas, USVI*|
|May 08, 2023||May 09, 2023||Unavailable: St Thomas USVI to St Thomas USVI|
|May 15, 2023||May 22, 2023||Booked: Crown Bay, St Thomas* to Crown Bay, St Thomas*|
|May 26, 2023||May 28, 2023||Hold: St Thomas, USVI* to St Thomas, USVI*|
|Jun 03, 2023||Jun 10, 2023||Booked: Crown Bay, St Thomas* to Crown Bay, St Thomas*|
|Jun 11, 2023||Jun 16, 2023||Booked: Yacht Haven Grand to Yacht Haven Grand|
|Jun 17, 2023||Jun 24, 2023||Booked: Yacht Haven Grand to Yacht Haven Grand|
|Jun 25, 2023||Jul 02, 2023||Booked: Yacht Haven Grand to Yacht Haven Grand|
|Jul 03, 2023||Oct 31, 2023||Unavailable: Yacht Haven Grand to Yacht Haven Grand|
|Nov 18, 2023||Nov 26, 2023||Hold: Crown Bay, St Thomas* to Crown Bay, St Thomas*|
|Dec 02, 2023||Dec 09, 2023||Booked: Crown Bay, St Thomas* to Crown Bay, St Thomas*|
|Feb 03, 2024||Feb 08, 2024||Hold: Crown Bay, St Thomas* to Crown Bay, St Thomas*|
|Feb 15, 2024||Feb 21, 2024||Hold: St Thomas, USVI* to St Thomas, USVI*|
|May 11, 2024||May 18, 2024||Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*|
|Jul 15, 2024||Dec 31, 2025||Unavailable: St Thomas, USVI* to St Thomas, USVI*|
Vicarious Rates / weekThe prices shown are for the entire yacht for a week-long (7 nights) charter. Inquire for lowest rate.
Low price: $18,200
High price: $21,200
|Season||2 Pax||3 Pax||4 Pax||5 Pax||6 Pax|
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, cruising permits, premium beverages and scuba activities. Inquire for more information.
Send us an inquiry to get specific pricing for Vicarious.
Vicarious Guest Reviews
Guestbook entry 1/3/2023
Guests Nikki, Ari, David, Stephen, Maya
Simply the best time of my life. Enjoyable sea and white sands, blue and turquoise oceans. Tiny stinging jellys too. reminded me of stinging nettles, we named them underwater mosquitos. The friendliest and most accommodating crew. On an adventure together of discovery, conversation with new friends and old we sailed and found paradise for New Years!
Guestbook entry 12/26/2022
Guests Larry, Jackie, Daniel and Jordan
Austen and Phily, Thank you for giving us a Christmas vacation we will never forget. Everything was perfect.. the food, the drinks, the beautiful boat, amazing sails and hikes, the snorkeling. But most of all we will never forget meeting you two. The only sad day on this trip is having to say good-bye. We cant wait to sail with you again. Hopefully in the near future.
Guestbook entry 12/17/2022:
Guests Gunther, Kim, Lee, Chad
OK guys.... No words except... just WOW! All positives, No negatives! Austen and Phily are the absolute best! They tailored our trip just perfectly! We saw amazing things while snorkeling!! They also picked up when we just wanted to chill. We are already planning our return!!!
Lots of love from S.C
Guestbook entry 12/2022:
Guests JoAnne, Warren, Francine and Thom
Incredible week because of incredible people, boat, weather, food, drink and most of all the skipper and crew! There is no better way to spend a week in the Caribbean than to chillax on Vicarious! Professional with a very personal touch... like family. Triple ´A´ rating from stem to stern. Thank you Austen an Phily!
April 2022 - broker provided survey
A quick note to say thanks very much for taking great care of the Shipley’s. They had a fantastic time - Charley stated, “it was the best vacation I ever had.” Hard to beat!! He was fairly effusive in his praise, ´Austen and Philly were excellent, food was fabulous, everything was fabulous.´
Thanks again for all of your hard work.
Dear Austen and Phily:
On behalf of Cathy, Joe, and Betsy, I would like to thank both of you for such a memorable
As I mentioned, I was in the Hotel Business for 30 years, so I know how to provide quality
service. Both of you are a great team who went out of your way to make sure we were well taken
care of. Because of your positive attitudes, eye for detail, great food and service,
and making sure we were enjoying the trip; I give you what would be a Mobil 5 star rating.
We were considering the Vicarious and one other boat. The deciding factor for all 4 of us was
your menu and the great pictures of the meals that Phily prepares. Phily you are a real artist. The
other boat did not try to talk about their meals nor did they present pictures like yours.
Cathy is in the process of putting together an album of our trip on the Vicarious. Needless to say,
we are already talking about booking another cruise with you.
Cc: Cathy, Joe, and Betsy.
Austen and Phily gave us the vacation we’d long dreamed of. We spent a week with them sailing around St. John. They knew all the right places to go to give us a range of experiences, including great snorkeling, a day in near total seclusion, a gorgeous hike, and a cove where we wound up swimming with two dolphins. (That last part requires the dolphins to actually decide to do that, so…zero guarantees.) The boat is immaculate and comfortable, and we slept great in the cabins. Phily’s meals were as good as at any restaurant and it was probably the healthiest we’d ever eaten for a whole week. But the key to it all was Austen and Phily themselves. They became friends. We laughed and talked over meals and drinks. We felt more like the week was a shared experience with them rather than feeling like they were hosts and we were along for the ride. We’ve been saying that we feel spoiled. We want to do more catamaran island hopping, but now can’t do it with anyone else because, well, they won’t be Austen and Phily. So, till next time…
August 2021 - New England
We had a blast and what a great cruise aboard Vicarious!
The Vicarious is a 48´ Leopard catamaran built in 2016, the big cat is very well kept, clean and certainly a very seaworthy boat. Captain Austen and his first mate (and fiance´) Philomena were great hosts, very accommodating, fun and super easy to get to know and get along with. Austen is a young man but a very accomplished sailor, evidence being that we had to deal with hurricane Henri while on the boat. Austen accurately predicted the path of the eye and found a safe anchorage for us to hold up in while Henri passed.
The food was plentiful, healthy and excellently prepared. Every meal was planned and executed with perfection for such a small kitchen. We had a perfect blend of meals onboard and off the boat as well as meals purchased ashore and brought back to the boat, thanks Philly!
There are 4 state rooms aboard, one which is occupied by the crew. We were aboard with one other couple and I feel this was just perfect, 2 more people and it would have been a little cozy but hey thats what sailing with friends is all about. Can´t wait to book another cruise aboard Vicarious, hopefully when they are in the USVI!
Thanks to Austen and Philomena for a wonderful, relaxing and fun vacation, you guys ROCK!
June 2021 - broker provided survey
Overall rating: 5/5
Was this your first charter yacht experience? Yes
Date: June 2021
How did you enjoy your cruising vacation?
Austen & Philomena were terrific. The New England ports were beautiful and the meals were delicious!
How is the yacht?
The cabins were comfortable. The extra thick gel mattress was fantastic. The boat was extremely well maintained and clean.
Did you use all the water toys?
The water was quite cold still but we did use several of the water toys including the paddleboard, hydrofoil, and floating trampoline.
Where your meals excellent and fresh?
Healthy, delicious, great variety and beautifully presented.
How would you describe your Captain and crew?
They were friendly and kind. Very engaging.
Was it easy to get to your yachts destination?
How do you feel now after your vacation?
Completely relaxed and refreshed!
How did you find the pace and the itinerary of your vacation?
It was a nice balance of activity and rest
April 2021 - broker provided survey
Yacht: Vicarious with Austin & Philomena Anderson
Charter Dates: 04/03/2021 to 04/07/2021
Area Cruised: St. Thomas - USVI
Overall Rating: 5/5
1. Was the crew friendly and accommodating?
The best possible crew experience ever. Austin and Phily were amazing.
2. Was the yacht comfortable and clean?
3. Was the yacht well ventilated?
4. Was the food good and well presented?
Beyond our expectations.
5. Did you like the area you sailed?
Wouldn´t change the itinerary at all.
6. Additional comments on your charter?
Our experience on the Vicarious exceeded every expectation. The yacht was amazing, the food was spectacular and the itinerary was spot on. Hands down the best part of our vacation was the crew. Captain Austin and Phily felt like part of our family. We can´t wait for our next trip with them!
We had an incredible week on Vicarious, the perfect balance of adventure and relaxation. Each day different from the one before. All the meals were incredible and we enjoyed getting to try different cuisine throughout the week. The service and experience that Austen and Philly provided have us already looking to book with them again next year. We really enjoyed this trip and met or exceeded all previous charters we have done in the past.
News Years Charter 2021
We had a WONDERFUL week! On land, we did several hikes/trail runs, spent time at pristine beaches, and had fun exploring the town of Cruz Bay. We saw petroglyphs and countless amazing views of the island terrain and Caribbean waters. At sea, we did a bunch of snorkeling - seeing a variety of fish, coral, octopi, squid, and sea turtles. Phily loves the water and knows what to look for and where to find it. She is also an experienced photographer, so helped capture the trip in ways we couldn´t with just our phones. On land, she took family pictures at several destinations. At sea, she used her free diving experience and a Go Pro to capture the underwater experience, as well. Austen and Phily were very attentive and wanted to make sure we were comfortable, well fed, and relaxed. Meals were delicious and menus customized around our preferences and specific likes/dislikes. They made fun and creative cocktails in the afternoons with hors d´oeuvres before dinner. We spent New Year´s Eve aboard and were stocked with high quality champagne, delicious food, party favors, and great music. It was fun to end 2020 in such a unique way. Could have stayed for another week! We can´t wait to sail with Vicarious again!
Our family of four spent Christmas week of 2020 on Charter Vicarious with Austen and Philomena, and it was absolutely a 10 out of 10 experience that we will treasure for the rest of our lives. We are experienced travelers and have high expectations, and they exceeded on every level — the boat is in excellent shape and there is clear pride of ownership; Austen is an experienced and considerate captain of the ship and spent extra time to make sure our family felt safe and at ease on the water; Philomena is a phenomenal cook, snorkel tour guide, and family photographer; and they both just went the extra mile on every little detail. By the end of the trip it felt like we were all family. I fully recommend Austen and Philomena without any hesitation and we can’t wait for our next adventure with them!
Charter Vicarious was fantastic! Philomena and Austen are passionate about serving their clients and providing them an unforgettable vacation experience. They are relatively new owner/operators and had almost everything running perfectly. The boat is only a couple of years old, beautiful, well maintained, and handled the rare moderate seas very well (my wife sometimes gets seasick, but did not have any issues due to the comfortable design and handling of the boat and its captain). Philomena is a trained culinary expert and had us eating a wide variety of tasty and beautifully presented dishes. The itinerary was as flexible and as robust or relaxed as we wished. Philomena and Austen both adjusted plans daily to whatever was requested and possible. There was a mix of private bays, harbor towns, swimming with sea turtles, excursions to go catch lobster, and guided snorkel tours of some of the nicest underwater reef and park areas. Similarly, the evenings were spent on calm and restful shores, with a mix of great food, good conversation, music as requested and pristine skies for stargazing.
We would definitely recommend Vicarious to couples and families. Philomena and Austen are kind, professional, entertaining, and generous - -and we plan to be back again as soon as possible!
-- Tony and Jennifer
Vivian and I wrote a review of our time with you and Philomena on the Vicarious. I was easy to write.
I worked with Austen to plan a six day charter on the Vicarious, through New England as a birthday present for my wife, which included a surprise meet up with friends on the water in Rhode Island. Austen could not have been any more accommodating through the planning process. He made it all very easy by being extremely flexible and responsive. We worked with Philomena, who is the first mate and chef, on a shopping list and menu that accommodated everyone, including the kids.
There were 4 adults and 2 kids total, and we all had had an amazing time sailing with Austen and Philomena. It felt like we were sailing with family. They were always considerate of our well being and went out of their way to ensure we were having fun. The two of them are a great team and they both prioritize their guests which made it really nice. Austen is an experienced sailor and as a result, we always felt safe and taken care of. He would get up early in the morning to start sailing to our next destination to ensure that we could maximize our time there. They provided amazing water toys that accommodated all ages. Our 19 month old loved the wading pool, while the 6 year old loved the water slide, paddle boards, and towable flamingo. They even took time out to paddle board and swim with the kids.
Philomena had well planned menus and made delicious meals. We loved waking up to fresh brewed coffee and tasty breakfasts, such as Norweigian pancakes, Eggs Benedict and smoothies. There were always amazing snacks when we came back on the boat from our afternoon adventures, whether it was exploring on land or swimming by the boat. She even prepared a delicious birthday cake that we all thoroughly enjoyed.
The accommodations on the Vicarious were super clean and comfortable, and each bedroom had a private bathroom. There was ample room on the boat ,and the kids loved congregating in the salon to watch kids´ movies (which Philomena kindly provided on her laptop). We had such a great time and we hope to book a trip with them again soon!
Adam & Vivian
We really did enjoy our charter on VICARIOUS. The boat was spacious and beautiful, the meals were truly gourmet and the crew were capable, thoughtful and fun! We thoroughly enjoyed our time as we sailed through the Elizabeth islands and Martha’s Vineyard, visited beaches & islands, and enjoyed paddle-boarding.
In terms of favorite moments, meals and experiences — it’s really hard to choose. But I’d say our favorite moment was our visit by a spectacular school of dolphins, our favorite meal the delicious halibut & brocolini (and the chocolate dessert:) and our favorite experience was a tie between the dinner sunset at Menemsha and the sailing itself!
- Bonnie Jo
New England Charter Summer 2020
Hi, We had a great time, thank you!
The boat was clean and well equipped. The harbors in montauk, block island, cuttyhunk and menemsha were scenic and peaceful.
Austen is an excellent captain and great presence on the boat. Philomena is a really positive and friendly person and very helpful the entire trip. She kept the boat tidy and kept us all well fed!
Hope to sail again one day,