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All listings near me

Find Sailing Charters Near You

4.8
(5,038 Reviews)

Page 5 of 10 • 240 listings

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Tours in Stamford · 6 guests

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

4.9
Superowner
$225+/hour
Sail From Northport or Huntington, NY
Sailing in Huntington · 12 guests

Sail From Northport or Huntington, NY

4.8
Superowner
$150/hour
Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT
Sailing in Westport · 12 guests

Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT

4.7
Superowner
$200/hour
Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
Sailing in Salisbury · 4 guests

Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0
$160/hour
Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
Sailing in Salisbury · 2 guests

Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

5.0
$85/hour
Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB
Sailing in Charleston · 6 guests

Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB

5.0
Superowner
$240/hour
Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
$240/hour
3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston

New
$250/hour
Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston

New
$250/hour
Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston

5.0
$250/hour
Luxury 42ft Catamaran Sailing Charter in Charleston Harbor
Sailing in Mount Pleasant · 6 guests

Luxury 42ft Catamaran Sailing Charter in Charleston Harbor

5.0
Superowner
$235+/hour
Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard
Sailing in Mount Pleasant · 100 guests

Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard

New
$375/hour
Sunday Mimosa Brunch Sail: Shared Sail with Brunch Bites Included
Sailing in Mount Pleasant · 100 guests

Sunday Mimosa Brunch Sail: Shared Sail with Brunch Bites Included

New
$375/hour
Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday
Sailing in Mount Pleasant · 100 guests

Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

5.0
$375/hour
Private Charter Charleston Harbor Sail - 55ft Catamaran with Bar Onboard
Sailing in Mount Pleasant · 100 guests

Private Charter Charleston Harbor Sail - 55ft Catamaran with Bar Onboard

New
$1,625+/hour
FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr
Sailing in Folly Beach · 6 guests

FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

5.0
$200/hour
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
$190/hour
Sailing The Edge of America - Folly Beach
Sailing in Folly Beach · 6 guests

Sailing The Edge of America - Folly Beach

5.0
$200/hour
Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views
Powerboats in Folly Beach · 6 guests

Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views

New
Superowner
$150/hour
Well Appointed Beneteau 32, Folly Beach, SC
Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0
$190/hour
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
Sailing in Folly Beach · 6 guests

🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

5.0
Superowner
$300/hour
Sail the Adirondack Mountain Lakes
Sailing in New York · 4 guests

Sail the Adirondack Mountain Lakes

New
$160/hour
36ft Custom Catamaran Charter - Private Cruise for Up to 24 Guests
Sailing in Hilton Head Island · 24 guests

36ft Custom Catamaran Charter - Private Cruise for Up to 24 Guests

New
$725+/hour
27ft Stiletto Sailboat SE Private Sailing Experience - Salt Marsh Charter
Sailing in Hilton Head Island · 6 guests

27ft Stiletto Sailboat SE Private Sailing Experience - Salt Marsh Charter

New
$136+/hour

Local Sailing Reviews

  1. NE

    Nicole

    🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

    The absolute highlight of our Charleston trip! Captain Ryan took us on the most beautiful route and brought us to No Name Beach, which honestly felt like our own little private paradise. The weather wasn’t even a picture-perfect sunny day, and it truly didn’t matter one bit. It was one of those days where you just keep thinking, How is this real life, every moment was core memory worthy. Ryan went above and beyond the entire day. He pulled out a huge float for the girls to jump off of, taught us all about the water and the area, and even let the girls help sail the boat. They learned how to blow the conch shell horn to call in the dolphins (which they took VERY seriously 😂 and it actually seemed to work), lounged in the hammock over the water, and basically decided they had become actual sailors. Ryan treated our 9 year-old girls like absolute royalty. They were completely obsessed with him, the boat, the dolphins, the beach…pretty much everything. And they genuinely felt so special, as did us older girls!

  2. MC

    Mia

    Sail From Northport or Huntington, NY

    Captain Mark hosted us for my boyfriend’s surprise birthday party. Mark was extremely easy to plan with, accommodatingly sailed out of a more convenient port for us, and took us to two swim spots! The day was described as “the best outing ever” by many of our friends.

  3. AJ

    Aaron

    Sail From Northport or Huntington, NY

    Great captain, great experience. First time sailing for me and felt as comfortable as ever. Seamlessly kept me informed on the goings on with sailing so I felt at peace knowing what was happening. The boat was comfortable and safe. Captain mark was accommodating and friendly, good heart, good vibes! You'd be lucky to Have Captain Mark!

  4. LT

    Louis

    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

    We had a great cruise on the sound. Marco was very personable and made sure everyone was comfortable and safe. I would highly recommend his boat. It is very well maintained and in excellent condition.

  5. KF

    Kyleigh

    Sailing The Edge of America - Folly Beach

    I would highly recommend a boat trip with Capt. Jerry! The boat is beautiful and Jerry was so accommodating. I used the boat for some engagement pictures and it truly could not have been better!

  6. JS

    Jimmy

    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

    Marco is amazing and does a great job keeping us entertained in great conversations and education. TY Marco for a great team event!