St. Thomas Rates

summerwind
Summerwind Sailing Experience

Why Choose Summerwind Sailing
in St. Thomas?

  • Enjoy the quiet and relaxation of a true sailing vessel underway.
  • We cater to cruise ship passengers as well as hotel/resort guests seeking a memorable adventure.
  • Snorkel gear is provided, freshwater showers, automatic flush bathrooms, Starlink internet aboard, surround sound stereo with Apple Music, snacks, drinks are complimentary.
  • Despite being a 50 foot yacht (longer and wider than others), we take ½ the number of guests as some excursion yachts in St. Thomas. Summerwind accepts only 12 guests maximum.
  • All of our guests can fit in our shaded cockpit with its open design and twin helms. Guests can also go below and relax in AC or stretch out on the foredeck and feel the breeze as we sail.
  • Summerwind is more comfortable and better equipped presenting a luxurious look and feel with a navy hull and varnished teak rails.
  • Summerwind is up to 30 years newer than other yachts offering sailing excursions in St. Thomas.
  • Private and semi-private adventures available.
Rare green sea turtle (Chelonia Mydas), swimming in open ocean, Moalboal, Cebu, Philippines
Sail and Snorkel with turtles and other Sea Life

4-Hour Excursion – Morning & Afternoon Departures

Check for Availability
and Pricing

Semi-Private per Person & Private Charter Pricing Available

Max Occupancy – 12

Book online now!
St. Thomas
Sunset
Sail

2-Hour Excursion

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and Pricing

Semi-Private per Person & Private Charter Pricing Available

Max Occupancy – 12

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St. Thomas, St. John
& St. Croix 1, 2, or 3 Night Sailing Adventure

A Memorable Luxury Excursion

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and Pricing

Semi-Private per Person and Private Charter Pricing Available

Max Occupancy – 4

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yacht sail in sea with picturesque view
St. Thomas & St. John & Half Day or Full Day Sailing Adventure

Explore the U.S. Virgin Islands

Check for Availability
and Pricing

Semi-Private per Person and Private Charter Pricing Available

Max Occupancy – 12

Book online now!
summerwind
Summerwind Sailing Experience

Overnight SAILING ADVENTURE

Overnight adventures involve sailing in the historic St. Thomas (U.S. Virgin Islands) or the St. Augustine (Florida) area and anchoring or mooring off of downtown, along lovely sandy beaches, or in secluded coves. Longer adventures can take between 5–10 hours of ocean sailing each way, so plan on spending a good part of the day sailing off-shore when traveling to other destinations.

We also offer a breathtaking overnight sail on the ocean when returning to St. Thomas or St. Augustine. On Summerwind, you are in command of the schedule. Our meal options range from home-style Southern cooking to oysters, caviar, and champagne. We offer endless customized experiences to make your sailboat cruise an unforgettable experience!

We usually arrive in Fernandina or Cumberland just as the sun sets and in time for dinner. If you want to enjoy a relaxing sailing trip with sailing charters in St. Thomas, we’d be delighted to offer the crème de la crème in sailing excursions!Whether you’re planning a day sail, night sail, or both, we’ll offer the convenience of a luxury yacht charter in St. Thomas. Thank you for trusting us!

DAY 1

  • Check in from 3 PM to 4 PM aboard Summerwind. She is located at M Dock, Slip 27 Camachee Cove Yacht Basin or at an alternate location if required based on the tides. You will be notified by email if the location changes.
  • Free parking at Camachee Cove Yacht Basin
  • Baggage handling from guest vehicles to Summerwind provided
  • A safety briefing is conducted aboard departure
  • Sunset sail with hors d’oeuvres. Sunset sail destination depending on the tides and currents of the day
  • Overnight aboard Summerwind at anchor or on a mooring in St. Augustine
  • Free tender service to and from shore for dinner in St. Augustine
  • Dinners are ashore at one of the lovely restaurants on your own

DAY 2

  • Breakfast will be served aboard Summerwind
  • Following breakfast, enjoy a four-hour sailing adventure, ocean swimming, beach time, kayaking, paddleboard at the guest’s choice
  • Lunch provided offshore, at anchor or on a mooring in St. Augustine
  • After lunch enjoy an additional sailing outing, a stop for ocean swimming, kayaking, or anchoring paddle boarding, etc.
  • Free tender service to and from shore for 2nd dinner in St. Augustine
  • 2nd overnight aboard Summerwind at a mooring or anchored in St. Augustine

FINAL MORNING ABOARD

  • Breakfast is provided the following morning aboard Summerwind
  • Enjoy the yacht for a final morning swimming, sailing, kayaking, paddle boarding, etc.
  • Departure at 11:30 aboard Summerwind or free tender service to Camachee Cove Yacht Basin
  • Baggage handling from the Yacht to guest vehicles

DAY 1

  • Check in from 3 PM to 4 PM aboard Summerwind. She is located at M Dock, Slip 27 Camachee Cove Yacht Basin or at an alternate location if required based on the tides. You will be notified by email if the location changes.
  • Free parking at Camachee Cove Yacht Basin
  • Baggage handling from guest vehicles to Summerwind is included
  • Safety Briefing will be done aboard before departure
  • Sunset sail with hors d’oeuvres. Sunset sail destination depending on the tides and currents of the day
  • Overnight aboard Summerwind at anchor or on a mooring in St. Augustine
  • Free tender service to and from shore for dinner in St. Augustine.  Dinners are on your own at one of the lovely restaurants with the exception of a cookout about Summerwind during the overnight return trip to St. Augustine. At the guest expense a car service is available for guests not wanting to do the overnight sailing return passage to St. Augustine

DAY 2

  • Morning breakfast at 6 AM that will be served aboard Summerwind
  • Following breakfast, depart for an approximate ten-hour sail to Fernandina Beach Marina
  • Lunch provided aboard Summerwind during the sail to Fernandina Beach
  • 2nd overnight at a mooring or anchor in Fernandina Beach
  • Free tender service to and from shore for 2nd dinner in Fernandina Beach
  • Overnight aboard Summerwind at anchor mooring.  Staying at the Fernandina Beach marina for an additional cost.

DAY 3

  • Breakfast the following morning aboard Summerwind
  • After breakfast sail for one-hour over to Cumberland Island
  • Ferry you and your guests to Cumberland Island for the day
  • Picnic lunch provided aboard Summerwind or on Cumberland Island
  • 6 PM departure from Cumberland Island for 10 Hour overnight trip back to St. Augustine

FINAL MORNING

  • Breakfast aboard Summerwind at anchor or on a mooring in St. Augustine
  • Enjoy the yacht with swimming, kayak, paddleboard, etc.
  • Departure from the mooring or anchor at 11:30 to Camachee Cove Yacht Basin depending on the tides and current
  • Baggage handling from the Yacht to guest vehicles
testimonials

WHAT OUR CUSTOMERS SAY ABOUT US

Sailing with Marty was my first experience as an adult sailing off the coast. We had a wonderful trip starting in St Augustine. First, we were given some basic information about the boat and safety, the other crew members and our destination. Then we were off. We sailed up to Amelia Island for most of the day and then docked at Fernandina Beach marina. We had a short walk into downtown and had a wonderful meal. It was also a great way to really get to know the other members of the crew. The next morning we set off and sailed north to Cumberland Island. Once on the island, we explored the ruins, had a nice hike and enjoyed dinner on the boat. The next step was amazing. We headed off into the sunset on the boat and sailed all night. It was truly exhilarating sailing through the night. At all times, I felt safe but the excitement got me hooked on sailing. Marty is honest, helpful, and always cheerful; exactly what you want in a captain.

BRENT T / CUMMING, GA

This past summer my husband and I had an awesome time on Summerwind. The weather was warm so it was a great time sailing to downtown St Augustine and simply grabbing a mooring ball eating a yummy lunch with our family and diving off the back for a refreshing dip. The following day we took the boat several miles out in the ocean with all the sails up, music on in the cabin; a complete escape from work etc. At day’s end we sailed right up to Caps On The Water restaurant for my birthday where we enjoyed a seafood dinner and drinks. We can’t wait to plan another visit aboard Summerwind, It was a complete vacation over only a single weekend. Many thanks.

ELLEN M / DUNWOODY, GA

Sailing with Marty is truly a treat... He and his trusty Yacht are one with the mighty ocean. Years at sea and behind the helm show, and pay off in high seas or calm. But don't get too comfortable because he is always game to teach you the ropes and be sure you are part of the adventure. There is nothing more peaceful and fulfilling than a day at sea with Marty. Thanks for the memories!

Hugh B / MARIETTA, GA

We had such a peaceful experience taking in the joys of the sea while sailing with Marty. He was willing to let us take on roles to help sail the boat (and willing to let us fail, too!) We brought along our two little children (2.5 years and 10 months) and they enjoyed playing below deck and seeing the beautiful scenery sailing by. We were grateful for Marty’s expertise, generosity and passion for sailing!

Claire L / DAPHNE, AL

I've sailed with Captain Marty several times and it was a joy. One of the trips was a longer sail from Puerto Rico to Saint Augustine, Florida in May, 2013. We had a great time and I felt totally comfortable with Marty as our Captain. His sailing and navigating experience made me feel very at ease while on the water - he is a safety conscious sailor. I would give the trip 5 stars!

Jim D / ATLANTA, GA

Being a novice on boats, this was a very exciting time for me. Marty and the crew made me feel very comfortable aboard the Yacht. We sailed down the Cooper River, under the incredible Arthur Ravenel Jr. Bridge and into Charleston Harbor. I enjoyed seeing the USS Yorktown and the submarines. The view of the city of Charleston and the historic homes was amazing! Marty is very knowledgeable about historic sites. Seeing Fort Sumter from the water was also a memorable experience. I would rate this sail as 5 stars

ALLISAN M / DULUTH, GA

My family and I have sailed many times over the last ten years with Marty and his crews including wonderful afternoons off the coast of St. Augustine. We have had many fabulous overnight trips to places like Fernandina Beach and Cumberland Island. Summerwind is a beautiful Yacht and she sails like a dream. Some our family’s greatest moments have been sailing on Summerwind with the sails up on a beautiful day with gentle breezes moving along the ocean effortlessly. We strive to create lifelong memories with our family by having experiences together and a day on Summerwind is an unforgettable experience. We give Summerwind and the amazing crew 5 stars and can’t wait for our next sailing Adventure.

FRANK T / ATLANTA, GA