Catamaran Two If By Sea

45ft · 6 guests · St Thomas, US Virgin Islands

 7-Night Rates

From $6,999 + expenses (2 passengers 7 nights)
To $6,999 + expenses (6 passengers 7 nights)*
*Price range is subject to change. Please Contact Us for pricing for various party sizes, number of nights and seasons. Best price guarantee: We endeavor to offer the lowest prices available and will always match lowest rates. We accept Visa, MasterCard and AMEX, no fees. We accept Visa, MasterCard and AMEX


   Guests    Cabins Length
6 3 45ft
Guest cabin configuration:
3 Double en-suite cabins with AC
Designer Leopard
Built 2000 (Refit 2013)
Children Allowed Yes (Min. age: None)
Home port Red Hook, St Thomas, US Virgin Islands
Scuba SCUBA available on board Available onboard
Blue water at Sandy Spit Sailing to Anegada Sundown in the Virgin Islands Relaxing on the floating island Cockpit dining area Salon Queen guest cabin TIBS at White Bay Cheers from Jost Van Dyke Captain Matt - your dive master On the way to snorkel Beersbie in White Bay Relaxing with a cool drink Two If By Sea Layout

Catamaran Two If By Sea Overview

Available for captain only charters with half-board meals, Two if by Sea is a Leopard 4500 catamaran, built in South Africa and re-fitted in 2006 and again in 2011. She is 45ft long and 23ft wide with ample space for 6 guests and her crew.

With 3 comfortable double cabins with nearly 7ft of headroom and private en-suite facilities she is the perfect charter boat for groups and families. Each cabin has air conditioning, fans and large opening hatches which allow the evening breeze to cool the cabins naturally.

If you have scuba divers in your party Two if by Sea is fully equipped for scuba diving.

Ports and Available Cruising Areas

   Home port: Red Hook, St Thomas, US Virgin Islands
Winter cruising area: Caribbean Virgin Islands
Summer cruising area: Caribbean Virgin Islands


Queen sized beds with memory foam toppers

Fluffy pillows

Full ensuite heads and showers

Quiet fans and ample hatches

Good reading lights

Full length mirrors

110 AC outlets in both cabin and head

Electric flush heads

Fully Airconditioned


WiFi Internet: Available on board
Air Conditioning: Full
Salon Stereo
Salon TV
Deck Shower
Hair Dryer
Board Games
Sun Awning
Other entertainment: Flat screen TV with DVD

Stereo with speakers on nets, cockpit, saloon

Communications: iPod connection to CD
Wind, depth, speed,
Chart Plotter
GPS x 2
VHF Radio
Cellular Phone
Laptop with email

Water Toys

Knee Board
Floating Mats
Snorkel Gear
Underwater Camera
Fishing Type: None
Dinghy: 12' RIB
Dinghy Outboard HP: 30
Other equipment includes:

Complete diving gear for 6, Floating mats, Various personal water toys,

SCUBA available on board SCUBA Details

Scuba Available Onboard: Yes
Scuba Terms:

Gear rental $150 per week per certified diver (guests pay for tank fills). Bring your own gear or rent from one of the local dive shops. PADI dive master on board to guide you through all the best sites.

On board we have 7 complete sets of dive gear to suit all sizes. We carry oxygen and first aid equipment in line with PADI guidelines. Diving from the back platform is a breeze. There’s plenty of room to gear up in the huge cockpit area with shade, and the large aft deck makes for easy entry into the water.

Dive Tanks: 12
Captain's Scuba License: Master
Dive Regs: 7
Divers: 6
Night dives: 1
Night lights: 6

Green Initiative

Makes purified drinking water. Solar panels.

Crew photo

Meet the Crew

Matt Neidlinger

Hi. my name is Matt. I hope I'll have a chance to meet you soon, but first let me tell you a bit about myself.

I grew up boating, water-skiing and fishing on the Mississippi River in northwestern Illinois. My father was a US Naval officer and he taught me to love and respect the water at an early age. I also inherited my love of travel from him.

I first visited the Caribbean in 1989 and I knew from that moment that the islands were very special. In the following years, while working as a diesel engine designer, I found myself spending all of my money on travel. So, I switched gears and worked in travel and tourism for the next decade. During that time I realized that I enjoyed sharing the travel experience as much as the travel itself.

In 2005 I took a charter vacation on a yacht in the BVI, and that was all it took. I instantly knew that I wanted to share the beauty of the Caribbean with a many people as possible. One year later I moved to the islands to start a career as a charter yacht captain.

After 8 years in the Virgin Islands, my wife Melissa and I went north to Fort Lauderdale to work on large motor yachts allowing us to explore Turks & Caicos, the Bahamas, and the Eastern Seaboard. During that time, I found that the Virgin Islands were calling me home. I returned in January of 2016 and am very excited to host you aboard Two if by Sea in this upcoming charter season. After sailing and motoring the Caribbean on a number of different vessels, I am convinced that the Leopard 4500 is the best charter vessel and the Virgin Islands is greatest place for your charter vacation.

I currently hold a USCG 200-ton Master License, and am a PADI certified Divemaster. In my spare time I enjoy diving, wake-boarding, snorkeling and hiking the trails in the BVI. I also love playing bartender and tour-guide to those looking for a little adventure.

Come sail with me and let me show you the Caribbean I fell in love with.

  Weekly Charter Rates by Group Size

Passengers: 2 3 4 5 6
Summer 2018 $6,999 + exp $6,999 + exp $6,999 + exp $6,999 + exp $6,999 + exp
Winter 2018 to 2019 $6,999 + exp $6,999 + exp $6,999 + exp $6,999 + exp $6,999 + exp
Summer 2019 $6,999 + exp $6,999 + exp $6,999 + exp $6,999 + exp $6,999 + exp
Winter 2019 to 2020 $6,999 + exp $6,999 + exp $6,999 + exp $6,999 + exp $6,999 + exp
*Price range is subject to change. Please Contact Us for pricing for various party sizes, number of nights and seasons. Best price guarantee: We endeavor to offer the lowest prices available and will always match lowest rates. We accept Visa, MasterCard and AMEX, no fees. We accept Visa, MasterCard and AMEX

Availability for Two If By Sea:

Listed below are any confirmed reservations or unavailability, as well as current holds / options. Note: this calendar is not always 100% current. Please contact us for more information about available dates aboard this yacht.

Upcoming 12 Months Reservation Calendar:

Available weekend day:
Caribbean off season:
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Reservation Calendar with Port Locations:

Unavailable: Wednesday, 1 August 2018 to Thursday, 27 December 2018: Unavailable: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Friday, 28 December 2018 to Friday, 4 January 2019: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Sunday, 6 January 2019 to Friday, 11 January 2019: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Saturday, 26 January 2019 to Saturday, 2 February 2019: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Unavailable: Monday, 4 February 2019 to Saturday, 30 May 2020: Unavailable: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*

Hours required between charters: 24 hours

Contact us

Contact us for rates and current availability or to book a charter aboard Two If By Sea!

July 2017
Definitely one of the coolest vacations I've ever been on! In the words of our captain, "it's our own personal resort, we're the only ones here, and we control where it goes!" Matt was a wonderful captain, was always ready to take us wherever we wanted to go! Each day was action packed and I feel he really helped us make the most of our time here.

We saw lots of cool places and this is definitely a week I will never forget.

July 2017
This was a dream vacation that we've been wanting to take with our family for a long time, and it met our expectations and more! We had a hard time choosing our favorite spot that Captain Matt took us to, because they were all unique and cool!

The meals that Matt prepared for us were delicious and we rarely had anything leftover. Matt was more than willing to step in and guide us whenever we asked, but also staying in the background so we could do our family thing.

This was a vacation we will never forget!

A dream vacation turned into reality!
What a week!

First - the accommodations are wonderful. 4 ample-sized room with air conditioning and a shower. Plenty of space in the general area with great dining on the back deck. And then riding a the front of the boat with the trampoline and bean bags -fantastic!

Then the activities - wow! Snorkeling on coral reef after reef; jumping off the top of the boat and the rocks at the Baths; tubing, paddle boarding; all great fun! All of the different bays are beautiful and unique to themselves. Some great trails and beaches everywhere.

Finally, the food. We ate like kings and queens and received the same service. Never had to prepare a thing! Cocktail hour came without warning, and every meal was delicious! Overall, every portion of the trip was fantastic. Captain Matt took care of every detail and made us feel like the most special guests. I'd strongly recommend this dream vacation to everyone!

Guests aboard Two if by Sea in April, 2017
We came to the Caribbean for an adventure – and what a fantastic time we’ve had. We’ve all love the sailing and all the activities. Everyone has tried something they hadn’t done before.

Matt, we’ve loved your good humored company, your patience and of course the delicious food (and cocktails!) Just want to do it all again!

Lots of love,

Linda, Marcus, George and Kieran
Late March, 2017 guests on TIBS said:
What a wonderful week. We are so sad to be leaving today. We have had such a fun, memorable time seeing the islands, learning some history, snorkeling, eating, eating, eating (Yummy!) and so many other great memories. The kids will remember this vacation forever – in fact, the highest compliment is to be a destination to return to since we always do a different vacation every year!! Danny told us yesterday that we could come back next year because technically we see different islands every day!! That is the highest compliment especially from a 14 year old boy who is hard to impress!! You have rocked his world.

We have so many wonderful memories from our trip with you. Thank you for sharing the yacht with us and for sharing your knowledge and love of the region.

The dives/snorkeling was AWESOME! Thanks also for the “off road” tour of the Baths. Next time I will do the jump! I think Kelly’s “ski” down the wall will be tough to beat! ☺

Your cooking and hospitality was awesome! Fantastic food – a true epicurean delight. Thank you, thank you, thank you!

David, Kerry, Danny, Kelly and Sean
Mid March, 2017, guests aboard TIBS said:
What a delight! You are the consummate host who clearly enjoys your work and your guests. Your knowledge of the area helped make each day new and different. You managed to show us all the best sites – under and over the water. And in between you served delightful meals and snacks – not to mention the locally famous adult beverages… All in all, you wove a wonderful tapestry of memories for our first visit to the BVI. Once we look forward to expanding with you again!

Mark, Diane, Molly and Abby

Reviews for Two If By Sea with previous crew:

We cannot rave enough about how amazing our vacation was!

Tyler and Kelsey were amazing! They were incredibly knowledgeable about the islands and were always willing to teach us about where we were. Tyler was an amazing dive master and helped us complete our open water certification. We always felt 100% safe with him and he was very patient and professional.

Kelsey was an incredible tour guide especially at the Baths where she took us into nooks and crannies we never would have found on our own. She was also a great photographer and took so many amazing pictures of our group. They were always attentive to our needs and we never had a need or a want left unmet.

The boat was perfect. We had concerns that it would not be big enough for our group of 5 before we left however we couldn't have been more wrong. The cabins were totally adequate and the commons areas were plenty big enough. The air conditioning in the cabins are night worked wonderfully. Our favorite aspects of the boat were the fresh water spigot on the back of the boat, the bean bags and chairs on the front of the boat and the video screen to watch movies or play video games on at night.

The food was absolutely incredible. We had previously wanted to dine ashore one night but after eating the amazing food we changed our minds and decided we would rather eat on board. Every meal was impeccably presented and tasted like gourmet restaurant quality. Every dessert was better than the night before. The menu was customized to our preferences and everyone was beyond satisfied at every meal even though we have different dietary preferences. Our food and alcohol preferences were met to complete satisfaction.

We loved the itinerary we sailed. We told Tyler and Kelsey the first day the few places that were a must to visit and then we told them to take us to their favorite spots, we were not disappointed. They showed us so many beautiful places and took us to amazing diving and snorkeling spots.

Sailing directions was always fast to respond to emails and they helped to recommend this boat for our group and we were not disappointed. We would defiantly use Sailing Directions again, John did an amazing job for us this time and I'm sure he would again!

We cannot say enough about how much we enjoyed our vacation. Sailing in the Virgin Islands is such an incredible and amazingly beautiful experience, doing it on a catamaran with Tyler and Kelsey as the crew makes it a world class vacation. There is nothing better than rolling over in bed in the morning to look out your porthole at the gorgeous turquoise waters then going to eat a deliciously prepared breakfast and spend the day exploring the islands!

Meredith M, aboard Catamaran Two If By Sea April 2016  sailing the Virgin Islands

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