banner
banner
banner
banner
banner
banner
banner
banner
banner
banner
banner

Private Sailing Charter with Captain, BYOB | 2 hours 30 minutes

43 Reviews | Charleston
From $500.00 per group Lowest Price Guarantee
Select Date and Travelers
You can select up to 6 travelers in total.
Traveler (0-120) Minimum: 1, Maximum: 6
2
Free Cancellation For a full refund, cancel at least 24 hours before the scheduled departure time.
Private Sailing Charter
2 Adults x $500.00
$1,000.00
Approx Total
$1,000.00

Inclusions / Exclusions

  • Mobile ticket
  • Offered in: English
  • A cooler stocked with bottled water and ice will be provided.
  • All Fees and Taxes
  • Gratuity

Overview

Embark on an exclusive sailing adventure on board "Esprit de Joy," tailor-made for groups of up to 6 guests for a 2.5-hour charter embracing Charleston's scenic Harbor. The golden hour of sunset is our prime booking time, offering you the opportunity to witness one of the most awe-inspiring sunsets. Prepare to be captivated by the breathtaking beauty of Charleston and discover firsthand why it is affectionately referred to as "The Holy City." Be sure to note the iconic landmarks such as Castle Pinckney, Ravenel Bridge, USS Yorktown, and the historically significant Fort Sumter. While you are more than welcome to bring your own selection of beverages & snacks, we go the extra mile by providing an onboard cooler with chilled bottled water & ice. We also have plastic champagne flutes and souvenir cups that you can take home as cherished mementos. Our dedicated captain is here to ensure every moment on board is nothing short of extraordinary.

Meeting points

Rideshare: Get dropped off at The Harborage at Ashley River Marina, 33 Lockwood Drive, OR Pay $10 and park in the guest lot of The Courtyard by Marriott hotel (35 Lockwood Dr) adjacent to the marina. Walk to the sidewalk, turn right on Lockwood Drive, turn right into the marina, to gray building.

End point

This activity ends back at the meeting point.

Itinerary

  • N/A (Pass By)

    The golden hour of sunset is our prime booking time! You'll smoothly cruise past the iconic Charleston Battery, soaking up the timeless charm of downtown Charleston. Hold onto your hats because the fun's just starting! As you sail past the peninsula, you're in for jaw-dropping views of Charleston and learn why we call it “The Holy City,” - all right from the heart of the harbor. You won't want to miss iconic sights like Castle Pinckney, Ravenel Bridge, USS Yorktown, and Fort Sumter. Whether you are commemorating a birthday, a significant milestone, a team retreat, or a romantic date night, our aim is to craft an unforgettable experience for you. We've got you covered with plastic champagne flutes and souvenir cups that you can take home as cherished mementos. Our dedicated captain is here to ensure every moment on board is nothing short of extraordinary.

  • Fort Sumter National Monument (Pass By)

    Fort Sumter holds significant historical importance as the site where the American Civil War began. Located in Charleston Harbor, this National Monument is accessible only by boat and offers a glimpse into the events that shaped the nation’s history. As we trim by, we invite our guests to imagine the echoes of the cannon fire that reverberated across the harbor.

  • Arthur Ravenel Jr. Bridge (Pass By)

    The Arthur Ravenel Jr. Bridge, also known as the Cooper River Bridge, is an engineering marvel that spans the entire Cooper River, connecting downtown Charleston with Mount Pleasant. During our time together, you will definitely have opportunities to take pictures with the bridge as a gorgeous backdrop.

  • Battery & White Point Gardens (Pass By)

    This waterfront seawall is a stunning sight from our sailboat and it will be the first landmark you will see as we embark on our journey. You’ll be able to see the beautiful lined mansions and waterfront promenade that is one of the most visited spots in all of Charleston.

  • St. Michael's Church (Pass By)

    St. Michael’s is one of Charleston’s oldest churches, dating back to 1752. Its steeple is a prominent feature on the city’s skyline and is known for surviving numerous hurricanes.

Sample Menu

Additional Info

  • Suitable for all physical fitness levels
  • The total duration includes travel time.

Free Cancellation

October 26100% refund
October 27No refund

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Traveler Photos
Reviews

5.0

43 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews
  • 5 stars
    43
  • 4 stars
    0
  • 3 stars
    0
  • 2 stars
    0
  • 1 star
    0

Reviews by TravelOne travelers

Showing 1-5 of 43 reviews with 5 stars

5 star experience!

Published on Nov, 2024

Absolutely fantastic sailing experience with Will! Would book this again & again ... 5 star experience!

Highly recommended. Beautiful boat, great views (dolphins!). Pro captain. Worth the $$

Published on Nov, 2024

We're a "young" couple in our 50s celebrating our birthdays and we're very happy with this boat charter. Captain Will was a pro, calm and knowledgable. There was good communication regarding the booking leading up to the departure date and there was no issue finding Will at the Harborage location. The boat was beautiful as were the views, and a few dolphins came right up close! Will provided lots of interesting facts about the area when asked - but he also gave us space to enjoy our time as a couple. This experience was so much better than being on some ship with 50 other people clamoring for space. We'd highly recommend this experience to others visiting Charleston.

The weather was perfect! ...

Published on Nov, 2024

The weather was perfect! The boat captain was pleasant and knowledgeable. He really made our time memorable.

Fantastic

Published on Oct, 2024

We had a wonderful 29th anniversary sail. Will was a great captain. Charleston was a beautiful place for a sail. I highly recommend doing it.

The best sunset cruise experience!

Published on Sep, 2024

We had the absolute best time ever on our sunset cruise! Our captain Will was so knowledgeable, gracious, and caring with his time and expertise. He was just the cherry on the top of the best night of or vacation. The Esprit de Joy was a beautiful, clean, and perfect size boat for our small group of six. We highly recommend this experience!

Compare Similar Experiences

Current

Private Sailing Charter with Captain, BY ...
403165P1
time

2 hours 30 minutes

time Free Cancellation
43
From
$500 /   Group
Charleston See-It-All Sightseeing Bus To ...
48614P3
time

1 hour 30 minutes

time Free Cancellation
929
From
$41 /   Person
Historic Charleston Walking Tour: Rainbo ...
23272P5
time

2 hours

time Free Cancellation
629
From
$40 /   Person
Private Luxury Sailing Charters, BYOB & ...
265456P1
time

2 hours 30 minutes

time Free Cancellation
336
From
$499 /   Group
Small-Group Tour: Charleston Old Walled ...
35710P2
time

2 hours

time Free Cancellation
255
From
$29 /   Person
Day Trips to Charleston#7 See Ft Sumter, ...
103873P1
time

11 hours to 12 hours

time Free Cancellation
243
From
$215 /   Person
City Bus Tour with Charleston Museum Adm ...
5608P5
time

2 hours

time Free Cancellation
144
From
$43 /   Person
Sightseeing Bus Tour of Charleston with ...
103873P2
time

1 hour 30 minutes

time Free Cancellation
55
From
$29 /   Person
REV Walks - Ghost Tour
312092P1
time

1 hour 30 minutes

time Free Cancellation
4
From
$36 /   Person
Charleston Harbor History Day-Time or Su ...
41498P1
time

1 hour 30 minutes

time Free Cancellation
2,685
From
$44 /   Person
Fort Sumter Admission and Self-Guided To ...
Likely To Sell Out
77337P1
time

2 hours 15 minutes

time Free Cancellation
2,446
From
$40 /   Person
Charleston historical walking tour with ...
Likely To Sell Out
363957P1
time

2 hours 45 minutes

time Free Cancellation
926
From
$40 /   Person
Customers Who Bought This Tour Also Bought
Charleston’s Old South Carriage Histor ...
6656RIDE
time

1 hour

time Free Cancellation
8,329
From
$50 /   Person
Charleston's Pleasing Terrors Night-Time ...
174955P1
time

1 hour 30 minutes

time Free Cancellation
1,197
From
$30 /   Person
Downtown Charleston Food Tour
17255P1
time

2 hours 30 minutes

time Free Cancellation
1,167
From
$110 /   Person
Charleston See-It-All Sightseeing Bus To ...
48614P3
time

1 hour 30 minutes

time Free Cancellation
929
From
$41 /   Person
Undiscovered Charleston: Half Day Food, ...
Likely To Sell Out
135016P1
time

4 hours

time Free Cancellation
853
From
$250 /   Person
Charleston's Historic Residential Horse ...
7445P1
time

1 hour

time Free Cancellation
667
From
$50 /   Person
Charleston Water Taxi Cruise with Dolphi ...
87113P2
time

1 hour to 11 hours

time Non Refundable
648
From
$17 /   Person
Historic Charleston Walking Tour: Rainbo ...
23272P5
time

2 hours

time Free Cancellation
629
From
$40 /   Person
Charleston Horse & Carriage Historic Sig ...
7331P2
time

1 hour

time Free Cancellation
397
From
$45 /   Person
Boone Hall Plantation Admission & Tour w ...
48614P2
time

4 hours 30 minutes

time Free Cancellation
388
From
$78 /   Person
Private Luxury Sailing Charters, BYOB & ...
265456P1
time

2 hours 30 minutes

time Free Cancellation
336
From
$499 /   Group
Charleston’s Best Highlights: History, ...
90708P2
time

2 hours

time Free Cancellation
324
From
$25 /   Person
Recently Viewed
Private Custom Full-Day Highlights in Ri ...
38668P1
time

8 hours to 9 hours

time Free Cancellation
503
From
$254 /   Group
Hobart Signature Shore Excursion
New On TravelOne
5509618P1
time

6 hours

time Free Cancellation
0
From
$252 /   Person
Melbourne Tandem Skydive With Beach Land ...
Likely To Sell Out
18935P1
time

3 hours

time Free Cancellation
95
From
$325 /   Person
Marrakech sightseeing tour with driver
68801P62
time

4 hours

time Free Cancellation
14
From
$27 /   Person
Private Escape To The Atlas Mountains: A ...
29989P3
time

6 hours to 8 hours

time Free Cancellation
4
From
$190 /   Person
Connect with TravelOne
Louise Berg
Destination Expert
Customize Your Trip
TravelOne Subscribe
We organise unforgettable vacations.
Subscribe for trending deals.
© Copyright 2025 TravelOne Technologies Inc. | All Rights Reserved.
Visa Card Mastercard Maestro Amex Discover
TravelOne uses cookies to give you the best possible service. If you continue browsing, you agree to the use of cookies. More details can be found in our privacy policy.

Do you have a destination in mind, or should we recommend one?

Where do you want to go next?

Is this your first time visiting ?

When do you plan to travel?

Select the general vibe you're looking for on this trip

What theme best captures the vibe you want for this trip?

Choose your preferred travel flow

Customize your trip's activity flow

Who's traveling and how many of you?

Adults
Ages 12 or above
Child
Ages 8-12
Child
Ages 3-7
Infant
Ages 0-2
Women Only
Adults
Ages 12 or above
Child
Ages 8-12
Child
Ages 3-7
Infant
Ages 0-2
Women Only
Join A Group

What kind of accommodation do you prefer?

Preferred Star Rating?

Property Preference?

Property Location?

Preferred Hotel Chain?

Meal At The Hotel?

Choose Hotel Options

We’ll help find the meals that suit your taste

Which meal package would you like to choose?

What are your meal preferences?

Dining Style Preferences?

Cuisine Preferences?

Dining Atmosphere Preferences?

Preferred Meal Times?

Tell us how you’d like to travel between places

What are your preferences for Arrival/Departure Airport Transfers?

What are your preferences for internal transfers?

Select your preferred guide style

What kind of guide support do you prefer during your trip?

Preferred Language for Guide?

Preferred Type of Guide?

Group Size for Tours with Guides?

Desired Role of the Guide?

Specific Guide Personality/Style Preference?

Do you need dining recommendations/reservations support from the guide?

Let us know if you want flight assistance

What are your preferences for onward and return flights?

Cabin Class

Preferred Departure Time

Preferred Arrival Time

Preferred Airlines

What are your preferences for internal flight?

Cabin Class

Preferred Departure Time

Preferred Arrival Time

Preferred Airlines

What type of experiences do you seek while traveling?

Reset keyword
    Theme
    Adventure & Outdoor Activities
    Air & Water-Powered Thrill Rides
    Airboat Tours Flyboarding Jet Boat Rentals Jetpacks
    Climbing & Vertical Challenges
    Caving Climbing Ice Climbing Rock Climbing Sea Caving
    High-Adrenaline Aerial Adventures
    Air Tours Hang Gliding Heli-Hiking Helicopter Tours Helicopter Transfers Paragliding Parasailing Skydiving Ziplining
    Land-Based Extreme Driving
    4WD Tours ATV Tours Buggy Rentals Dune Bashing Go Kart Hummer Tours Motor Sports Motorcycle Tours Off-Road Tours Performance Car Driving Road Trip Vespa Rentals
    Sand & Desert Adventures
    Camel Rides Sandboarding
    Snow & Ice Adventures
    Dog Sledding/Mushing Husky Dog Tours Ice Fishing Ice Skating Snowboarding Snowmobiling Snowshoeing
    Unique & Unconventional Challenges
    Bungee Jumping Escape Rooms Flight Simulator Fun & Games Scavenger Hunts Shooting Shooting Ranges Tubing Zorbing
    Water & Surf Sports
    Freediving Kitesurfing Rafting Scuba Diving Surfing Lessons Wakeboarding Waterskiing White Water Rafting
    Theme
    Cruises & Water Journeys
    Classic & Scenic Cruises
    Canal Cruises Catamaran Cruises Dhow Cruises Gondola Cruises Sightseeing Cruises Water Tours
    Multi-Day & Extended Water Journeys
    Multi-day Cruises Ports of Call Tours Shore Excursions Worry-Free Shore Excursion
    Private & Adventure Boating
    Boat Rentals Power Boats Sailing
    Themed & Specialized Cruises
    Dinner Cruises Night Cruises Submarine Tours
    Unique & Alternative Water Travel
    Duck Boat Tours Ferry Services Pack Animal Tours Water Equipment Rentals Water Parks Water Transfers
    Theme
    Eco & Sustainable Travel
    Cycling & Eco-Friendly Transport
    Bike Rentals Bike Tours Cycling Cycling Classes E-Bike Tours
    Land-Based Exploration
    Hiking Tours Nature Walks Self-guided Tours Walking Tours
    Nature & Wildlife Conservation
    Eco Tours Nature and Wildlife Tours Wildlife Encounters Wildlife Watching
    Protected Natural Areas
    Involves Animals Involves Poverty Stricken Communities National Parks Nature Parks
    Sustainable & Responsible Travel
    Sustainable Tours Volunteer Tours
    Theme
    Food & Culinary Experiences
    Culinary Classes and Workshops
    Candy Making Classes Chocolate Tours Cocktail Tastings Mixology Classes Olive Oil Tasting Paella Making Classes Pasta Making Classes Pizza Making Classes Wine Making Workshops
    Dining Experiences and Meals
    Breakfast Brunch Dinner Dinner and Show Tickets Lunch Restaurants
    Food & Beverage Tours
    Beer & Brewery Tours Chocolate Tours Coffee & Tea Tours Culinary Tours Pastry Tours Sake Brewery Tour Sake Tasting Street Food Tours Taco Tours Wine Tours
    Food Tastings and Sampling
    Cocktail Tastings High Tea Olive Oil Tasting Sake Tasting Wine Tastings
    Food-Related Cruises
    Brunch Cruises Coffee Cruises Dinner Cruises Lunch Cruises
    Specialized Food Events
    Dining Experiences Dinner and Show Tickets
    Thematic Food Events & Experiences
    Donut Walking Tour Markets
    Theme
    Historical & Heritage Sites
    Classic & General History Tours
    Archaeology Tours Architecture Tours City Tours Cultural Tours Historical Tours
    Historical Landmarks & Sites
    Ancient Ruins Castles Tours Monuments and Memorials Religious Sites
    Industrial & Commercial History
    Factory Tours Plantation Tours
    Literature, TV & Film-Based Tours
    Game of Thrones Tours Harry Potter Tours Literary Tours TV Tours
    Museum & Cultural Institutions
    Attractions & Museums Museum Tickets & Passes Museums Planetariums
    Mystery & Dark History Tours
    Crime Tours Ghost Tours Underground Tours
    Observation & Structural History
    Classic Car Tours Observation Decks Skyscrapers & Towers
    Theme
    Local Culture & Traditions
    Art & Creative Workshops
    Art Classes Craft Classes Painting Classes Photography Tours Pottery Classes
    City Exploration
    Hop on Hop Off Buses Trolley Tours Tuk Tuk Tours
    Cultural & Heritage Experiences
    Costume Dress Up Experiences Cultural Tours Culture Fashion Shows Fashion Tours Lantern Festival
    Dance & Music Participation
    Dance Lessons Dance Shows
    Historical & Traditional Skills
    Archery Classes Swordsmanship Classes
    Language & Cultural Learning
    Language Classes Spanish Lessons
    Performing Arts & Live Shows
    Acoustic Concerts Ballet Tickets Ballroom Dance Shows Belly Dance Shows Broadway Shows Cirque du Soleil Shows Classical Concerts Classical Music Flamenco Performance Live Concerts Musicals Opera Performances Sufi Whirling Shows Tango Dance Shows Theater Shows Traditional Dance Performances
    Theme
    Luxury & Romantic Getaways
    Exclusive & VIP Experiences
    Once in a Lifetime Experiences Private and Luxury Viator Exclusive Tours Viator Experience Award 2022 Viator Experience Award 2023 Viator Experience Award 2024 Viator VIP Tours
    Private & Personalized Travel
    Private Day Trips Private Drivers Private Sightseeing Tours
    Romantic & Scenic Experiences
    Helicopter Tours Limousine Tours Luxury Car Tours Photo Shoots Romantic Tours Sunset Cruises
    Weddings & Special Celebrations
    Photo Shoots Wedding Ceremonies Wedding Packages Weddings & Celebrations
    Theme
    Nature & Scenic Experiences
    Adventure & Sports in Nature
    Horseback Riding Mountain Bike Rentals Mountain Bike Tours Sandboarding
    Boating & Cruises
    Glass Bottom Boat Tours Gondola Cruises Sailing
    Camping & Outdoor Stays
    Camping Honeymoon Packages
    Fishing & Marine Experiences
    Eco Tours Fishing Charters
    Hiking & Exploration
    Glacier Walks Hiking Tours National Parks Natural Attractions Nature Parks Nature Walks Outback Tours Parks
    Paddle & Active Water Sports
    Jet Ski Rentals Kayaking Tours Stand Up Paddleboarding
    Sky & Aerial Nature Experiences
    Hot Air Balloon Rides Northern Lights
    Underwater Exploration
    Scuba Diving Shark Diving Snorkeling Swim with Dolphins
    Wildlife Observation & Encounters
    Aquariums Bird Watching Dolphin Watching Safaris Shark Diving Swim with Dolphins Whale Watching Wildlife Encounters Wildlife Watching Zoos & Wildlife Parks
    Theme
    Nightlife & Festivals
    Dance & Cultural Party Experiences
    Disco Dance Shows Luaus Samba Dance Shows
    Festivals & Seasonal Celebrations
    Carnival Christmas Festivals Halloween Mardi Gras Oktoberfest Packages & Special Events
    Live Music & Performances
    Concerts Jazz Shows Live Concerts Music Tours Musical Shows Opera Performances R&B/Soul Concerts Rap & Hip-Hop Concerts Samba Dance Shows Theater Shows
    Nightlife & Entertainment
    Adults-only Shows Bar Tours Burlesque Shows Cabaret Casino Tours Comedy Shows Night Cruises Night Tours Nightlife Pub Tours
    Spectacle & Family-Friendly Entertainment
    Children’s Shows & Concerts Circus Shows Family-friendly Shows Fireworks Shows Shows
    Unique & Themed Experiences
    LGBT Friendly Tours Street Art Tour Theme Parks Universal Theme Parks
    Theme
    Seasonal & Holiday Trips
    Travel by Season
    Autumn / Fall Spring Spring Break Summer Winter Winter Sports
    Theme
    Spiritual & Religious Journeys
    Healing & Wellness Experiences
    Spas Thermal Spas & Hot Springs Yoga Classes
    Immersive Spiritual Experiences
    Light & Sound Shows
    Sacred & Religious Sites
    Religious Sites Religious Tours
    Spiritual & Cultural Rituals
    Easter Lunar New Year Sufi Whirling Shows
    Traditional & Cultural Bathing Practices
    Arab Baths Hammams & Turkish Baths Onsens
    Theme
    Sports & Active Travel
    Ball Sports
    Golf Tours & Tee Times Lacrosse Classes Softball Classes Tennis
    Combat & Tactical Sports
    Martial Arts Classes Paintball
    Extreme & Challenge-Based Sports
    Obstacle Courses
    Spectator Sports & Events
    Baseball Tickets Horse Racing Rugby Soccer Sporting Event Tickets & Passes
    Sports Training & Lessons
    Cycling Cycling Classes Sports Lessons
    Winter Sports
    Skiing Skiing Classes

    Choose your preferred travel flow