St. Augustine rates

summerwind
Summerwind Sailing Experience

From 2 hour excursions, to extended overnight travel, summerwind offers something for all adventurers

Whether you wish to sail around St. Thomas (U.S. Virgin Islands) & St. Augustine (Florida)…we can accommodate your sailing needs! If you are looking for the adventure of a lifetime, an extended sailing adventure with overnight stay might be for you.

We recommend booking as far in advance as possible, as the Summerwind is extremely busy in the summer, with many weekends booked months in advance. We can accommodate up to six overnight guests on these trips, and the captain and crew can stay ashore for the night (if required, additional expense may apply).

summerwind
Summerwind Sailing Experience - St. Augustine

DAY SAILING WEEKDAYS

2-hour Weekday Sailing Adventure

Pricing From

$175

per person
2 hours
(Monday – Thursday)

Shared pricing model (six passengers maximum)
Private charters are available.
Rates for St. Augustine, FL
(September 1, 2024 to January 15, 2025)

  • Sailing adventure for up to 6 guests aboard Summerwind our 50 ft yacht
  • When having more than six guests onboard, a bareboat charter agreement is required plus a supplemental master captain’s agreement
  • A safety briefing will be conducted aboard Summerwind before departure
  • $50 is charged for each additional guest greater than six guests. There is a maximum number of 10 guests allowed aboard (not including the captain and crew) When choosing a bareboat charter adventure.
  • Add $350 for each additional hour aboard
  • Refreshments including water, soft drinks and snacks are provided
  • Catering is available at an additional charge
  • Guests are welcome to bring additional food and alcoholic beverages (for guests of at least 21 years with ID), but no glassware is permitted.
  • Exact sailing routes, departure and return locations are based on tides, currents, and weather
  • Supplemental ground and tender transportation will be provided without charge when required because of tides, bridge clearance or when going ashore
2-HOUR SUNSET WEEKDAY SAILING ADVENTURE

Pricing From

$195

per person
2 hours
(Monday – Thursday)

Shared pricing model (six passengers maximum)
Private charters are available.
Rates for St. Augustine, FL
(September 1, 2024 to January 15, 2025)

  • Sailing adventure for up to 6 guests aboard Summerwind our 50 ft yacht
  • When having more than six guests onboard, a bareboat charter agreement is required plus a supplemental master captain’s agreement
  • A safety briefing will be conducted aboard Summerwind before departure
  • $50 is charged for each additional guest greater than six guests. The maximum number of 10 guests allowed aboard (not including the captain and crew) When choosing a bigger boat charter adventure.
  • Add $350 for each additional hour aboard
  • Refreshments including water, soft drinks and snacks are provided
  • Catering is available at an additional charge
  • Guests are welcome to bring additional food and alcoholic beverages (for guests of at least 21 years with ID), but no glassware is permitted
  • Exact sailing routes are based on tides, currents, and weather
  • Supplemental ground and tender transportation will be provided without charge when required because of tides, bridge clearance or when going ashore
summerwind
Summerwind Sailing Experience - St. Augustine

DAY SAILING WEEKENDS

2-HOUR WEEKEND SAILING ADVENTURE

Pricing From

$175

per person
2 hours
(Friday – Sunday)

Shared pricing model (six passengers maximum)
Private charters are available.
Rates for St. Augustine, FL
(September 1, 2024 to January 15, 2025)

  • Sailing adventure for up to 6 guests aboard Summerwind our 50 ft yacht
  • When having more than six guests onboard, a bareboat charter agreement is required plus a supplemental master captain’s agreement
  • A safety briefing will be conducted aboard Summerwind before departure
  • $50 is charged for each additional guest greater than six guests. The maximum number of 10 guests allowed aboard (not including the captain and crew) When choosing a bigger boat charter adventure.
  • Add $350 for each additional hour aboard
  • Refreshments including water, soft drinks and snacks are provided
  • Catering is available at an additional charge
  • Guests are welcome to bring additional food and alcoholic beverages (for guests of at least 21 years with ID), but no glassware is permitted
  • Exact sailing routes are based on tides, currents, and weather
  • Supplemental ground and tender transportation will be provided without charge when required because of tides, bridge clearance or when going ashore
2-hour SUNSET Sailing Weekend ADVENTURE

Pricing From

$195

per person
2 hours
(Friday – Sunday)

Shared pricing model (six passengers maximum)
Private charters are available.
Rates for St. Augustine, FL
(September 1, 2024 to January 15, 2025)

  • Sailing adventure for up to 6 guests aboard Summerwind our 50 ft yacht
  • When having more than six guests onboard, a bareboat charter agreement is required plus a supplemental master captain’s agreement
  • A safety briefing will be conducted aboard Summerwind before departure
  • $50 is charged for each additional guest greater than six guests. The maximum number of 10 guests (not including the captain and crew).
  • Add $350 for each additional hour aboard
  • Refreshments including water, soft drinks and snacks are provided
  • Catering is available at an additional charge
  • Guests are welcome to bring additional food and alcoholic beverages (for guests of at least 21 years with ID), but no glassware is permitted
  • Exact sailing routes are based on tides, currents, and weather
  • Supplemental ground and tender transportation will be provided without charge when required because of tides, bridge clearance or when going ashore
summerwind
Summerwind Sailing Experience - St. Augustine

ONE DAY SAILING ADVENTURE

Overnight adventures can simply involve sailing in the historic St. Thomas (U.S. Virgin Islands) or St. Augustine (Florida) area and anchoring or mooring off of downtown or 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 can also do a breathtaking overnight sail on the ocean when returning to St. Thomas or St. Augustine for a once in a lifetime experience. On Summerwind you are in command of the schedule, and with meal options ranging from Home-Style Southern cooking to oysters, caviar and Champagne, we have endless customized experiences available for you and your guests. We usually arrive in Fernandina or Cumberland just as the sun sets and in time for dinner at one of the great restaurants.

Private One Day Ocean Sailing Adventure

24-hours aboard

$2,995

1 day

This adventure departs at 10 AM returning at 10 am.
Rates for St. Augustine, FL (September 1, 2024 to January 15, 2025)

  • Sailing adventure for up to 4 guests aboard Summerwind our 50 ft yacht
  • When having more than six guests onboard, a bareboat charter agreement is required plus a supplemental master captain’s agreement
  • A safety briefing will be conducted aboard Summerwind before departure
  • $50 is charged for each additional guest greater than six guests. The maximum number of 10 guests (not including the captain and crew)
  • Add $350 for each additional hour aboard
  • Refreshments including water, soft drinks and snacks are provided
  • Catering is available at an additional charge
  • Guests are welcome to bring additional food and alcoholic beverages (for guests of at least 21 years with ID), but no glassware is permitted
  • Exact sailing routes are based on tides, currents, and weather
  • Supplemental ground and tender transportation will be provided without charge when required because of tides, bridge clearance or when going ashore

SAMPLE AGENDA

summerwind
Summerwind Sailing Experience - St. Augustine

TWO DAYS SAILING ADVENTURE

PRIVATE TWO DAYS OCEAN SAILING ADVENTURE

48-hours aboard

$4,995

2 days

This adventure departs at 10 AM returning at 10 am.
Rates for St. Augustine, FL (September 1, 2024 – January 15, 2025))

  • Sailing adventure for up to 4 guests aboard Summerwind our 50 ft yacht
  • When having more than six guests onboard, a bareboat charter agreement is required plus a supplemental master captain’s agreement
  • A safety briefing will be conducted aboard Summerwind before departure
  • $50 is charged for each additional guest greater than six guests. The maximum number of 10 guests (not including the captain and crew)
  • Add $350 for each additional hour aboard
  • Refreshments including water, soft drinks and snacks are provided
  • Catering is available at an additional charge
  • Guests are welcome to bring additional food and alcoholic beverages (for guests of at least 21 years with ID), but no glassware is permitted
  • Exact sailing routes are based on tides, currents, and weather
  • Supplemental ground and tender transportation will be provided without charge when required because of tides, bridge clearance or when going ashore

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
summerwind
Summerwind Sailing Experience - St. Augustine

THREE DAYS SAILING ADVENTURE

PRIVATE THREE DAYS OCEAN SAILING ADVENTURE IN ST. AUGUSTINE, FERNANDINA BEACH AND CUMBERLAND ISLAND

72-hours aboard

$6,995

3 days

This adventure departs at 10 AM returning at 10 am.
Rates for St. Augustine, FL (September 1, 2024 to January 15, 2025)

  • Sailing adventure for up to 4 guests aboard Summerwind our 50 ft yacht
  • When having more than six guests onboard, a bareboat charter agreement is required plus a supplemental master captain’s agreement
  • This adventure is for up to four guests for overnight accommodations utilizing two guest cabins. The third cabin would be for the crew members or an additional cost for the crew to stay in a hotel.
  • 4 guests maximum for day sailing from St. Augustine to or from Fernandina Beach
  • $50 is charged per day for each additional guest greater than six guests. The maximum number of guests allowed aboard (not including the captain and crew) will increase from six guests to 12 guests from six guests to 10 guests plus two crew
  • Refreshments including water, soft drinks and snacks are provided
  • Additional guest can stay at a local hotel on their own at and at their cost or additional guests can depart the Yacht when the overnight guests depart for dinner
  • Dinners are ashore at guest expense with the exception of cookout dinner aboard during overnight return to St. Augustine
  • Guests are welcome to bring additional food and alcoholic beverages (for guests of at least 21 years with ID), but no glassware is permitted
  • Exact sailing routes are based on tides, currents, and weather
  • Supplemental ground and tender transportation will be provided without charge when required because of tides, bridge clearance or when going ashore

SAMPLE AGENDA IN ST AUGUSTINE, FERNANDINA BEACH, AND CUMBERLAND ISLAND, RETURNING TO ST. AUGUSTINE

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