We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

All listings near me

Find Sailing Charters Near You

4.9
(4,276 Reviews)

Page 7 of 10240 listings

Sail World-Famous Newport & Narragansett Bay Aboard Tartan 34 Classic
Sailing in East Providence · 6 guests

Sail World-Famous Newport & Narragansett Bay Aboard Tartan 34 Classic

4.0
$200hour
42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260hour
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$290hour
Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht
Sailing in Newport · 6 guests

Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

5.0
$200hour
Private Sailing Charter Newport, Bristol RI | Captain and Crew
Sailing in Newport · 6 guests

Private Sailing Charter Newport, Bristol RI | Captain and Crew

New
$120-$175hour
Instant Book
41' Catana Cruising Catamaran for Charter in Newport, RI
Sailing in Newport · 6 guests

41' Catana Cruising Catamaran for Charter in Newport, RI

5.0
$290hour
43' Sailboat, Bristol RI & Beyond
Sailing in Bristol · 6 guests

43' Sailboat, Bristol RI & Beyond

New
$199hour
Private Sailing Charter Bristol/ Newport RI | Captain and Crew
Sailing in Bristol · 6 guests

Private Sailing Charter Bristol/ Newport RI | Captain and Crew

New
$120-$175hour
Instant Book
Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston
Sailing in Boston · 6 guests

Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

New
$500hour
Sunset Sail Buzzards Bay in a Classic Sloop!
Sailing in Fairhaven · 4 guests

Sunset Sail Buzzards Bay in a Classic Sloop!

New
$150hour
30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida
Sailing in Fernandina Beach · 6 guests

30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida

4.8
$300hour
Spend the Day on Buzzards Bay - Sail on a J/105 or Cruise on a Dyer 29 Powerboat
Sailing in Mattapoisett · 6 guests

Spend the Day on Buzzards Bay - Sail on a J/105 or Cruise on a Dyer 29 Powerboat

New
$70person
Private Charters on Classic 80' Schooner yacht in Salem, Massachusetts
Sailing in Salem · 6 guests

Private Charters on Classic 80' Schooner yacht in Salem, Massachusetts

5.0
$498-$550hour
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$150hour
Sunfish Sailboat on Merrymeeting Lake in New Hampshire
Sailing in New Durham · 2 guests

Sunfish Sailboat on Merrymeeting Lake in New Hampshire

5.0
$61-$95day
60' Cruising Monohull Ketch in Vineyard Haven, MA
Sailing in Tisbury · 12 guests

60' Cruising Monohull Ketch in Vineyard Haven, MA

5.0
$200-$275hour
Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!
Sailing in Gloucester · 6 guests

Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!

New
$175-$225hour
Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!
Sailing in Gloucester · 60 guests

Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!

New
$1,150-$1,300hour
Sail with us aboard ARTEMIS in Gloucester MA and New England
Sailing in Gloucester · 6 guests

Sail with us aboard ARTEMIS in Gloucester MA and New England

5.0
$250hour
Sailing Adventure Aboard 44' Hunter Sailboat
Sailing in New Castle · 6 guests

Sailing Adventure Aboard 44' Hunter Sailboat

New
$175-$220hour
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0
$150hour
2019 HOBIE MIRAGE ADVENTURE ISLAND SAILBOAT IN JACKSONVILLE
Sailing in Jacksonville · 2 guests

2019 HOBIE MIRAGE ADVENTURE ISLAND SAILBOAT IN JACKSONVILLE

New
$40hour
Private Sunset Cruise (2-Hours) in Destin, Florida
Powerboats in Destin · 6 guests

Private Sunset Cruise (2-Hours) in Destin, Florida

5.0
$175hour
3-Hour Daytime Cruise in Destin, Florida
Sailing in Destin · 6 guests

3-Hour Daytime Cruise in Destin, Florida

5.0
$150hour

Local Sailing Reviews

  1. Lauren

    Lauren

    Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

    Wonderful time out on the water with Captain Bill! Very accommodating, kind and knowledgeable. Weather wasn’t cooperative but he was able to be flexible and come up with an alternative itinerary. Definitely recommend!

  2. MM

    Martez

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    Captain Anthony created a wonderful experience for my family -- fun stories and sailing tutorials for the kids and knowledge information about sailing physics and "hands on" experience for the adults. A masterful conversationalist and a natural with people of all ages. Truly a gentleman and a terrific sailor. We highly recommend him to parties of all types, but especially families.

  3. MB

    Matt

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    Couldn’t be happier with our experience with Tony and Parker. Easy communication, and Tony is a great host. We had so much fun, saw the beauty of Newport by boat, and even got some fun history lessons. Will definitely be booking with Tony again next time we’re in Newport!

  4. MS

    Mitchell

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    Captain Tony and Parker were excellent! We had an incredible day out on the water, even with some rough wind. Not only did they provide an awesome experience and we’re incredibly accommodating to our itinerary requests, they even taught us a thing or two about sailing. I’d definitely recommend them and hope to charter them again in the future!

  5. BM

    Brian

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    such an incredible experience. tony was an excellent host and captain. the boat was beautiful as was the scenery while we sailed. tony was attentive, funny, and communicative during the entire process. i would highly recommend him and Affinity" to all. you will not be disappointed.

  6. EO

    ERNESTO

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    The Captain contacted me immediately after i posted my interest on the app. Exchanged a couple of messages and i arranged the payment through the app, which was efficient and secure. The day of the sail we were met right on time and took only a short walk to get on the boat. Once we were aboard we sit back and enjoy the sail. We felt very comfortable and,above all, we felt safe as we knew we were in the good hands of an experienced sailor, which also happened to be a very friendly and interesting person. No doubt I will sail with him on my next visit to Newport.