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Find Sailing Charters Near You

4.9
(4,941 Reviews)

Page 8 of 10240 listings

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!
Sailing in Gloucester · 6 guests

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

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

Sailing Adventure Aboard 44' Hunter Sailboat

5.0
$175+/hour
Sail & Stay in Nantucket – Private Charters + Overnight Aboard a Beneteau 36.7
Sailing in Nantucket · 6 guests

Sail & Stay in Nantucket – Private Charters + Overnight Aboard a Beneteau 36.7

New
$320+/hour
Take a Sunset Sail, or Sailing Lesson with Capt. Jack!
Sailing in Jacksonville · 4 guests

Take a Sunset Sail, or Sailing Lesson with Capt. Jack!

New
$300/hour
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
$150/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
 LOVELY 40FT SAILING CATAMARAN
Sailing in Pensacola · 6 guests

LOVELY 40FT SAILING CATAMARAN

New
$250/hour
Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75/hour
Day and term sailing charters out New Bedford, Massachusetts and Cape Cod.
Sailing in Portland · 6 guests

Day and term sailing charters out New Bedford, Massachusetts and Cape Cod.

New
$850/day
Enjoy beautiful Maine at Damariscotta Lake with Mariah SX19 Bowrider!
Powerboats in Nobleboro · 8 guests

Enjoy beautiful Maine at Damariscotta Lake with Mariah SX19 Bowrider!

New
$260+/day
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175/hour
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 4 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175/hour
Experience Maine on 65ft Classic Schooner Yacht
Sailing in Rockport · 30 guests

Experience Maine on 65ft Classic Schooner Yacht

5.0
$500/hour
Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!
Sailing in New Orleans · 6 guests

Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!

5.0
$110/hour
Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana
Sailing in New Orleans · 6 guests

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

5.0
$110/hour
52ft Shannon Cruising Monohull Rental in Lake Pontchartrain, Louisiana
Sailing in New Orleans · 6 guests

52ft Shannon Cruising Monohull Rental in Lake Pontchartrain, Louisiana

5.0
$110/hour
Acadia/Mount Desert Island Sail onboard the classic 46-foot sailing ketch
Sailing in Southwest Harbor · 6 guests

Acadia/Mount Desert Island Sail onboard the classic 46-foot sailing ketch

5.0
$290/hour
''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl
Events in Cape Canaveral · 11 guests

''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl

5.0
$382/hour
38ft Leopard Catamaran in Cape Canaveral
Sailing in Cape Canaveral · 6 guests

38ft Leopard Catamaran in Cape Canaveral

5.0
$250/hour
22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!
Powerboats in Bay Pines · 10 guests

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

4.7
$49/hour
Beautiful 45’ Sailboat - Private Charter
Sailing in Madeira Beach · 6 guests

Beautiful 45’ Sailboat - Private Charter

New
$225/hour
Beautiful 45’ Sailboat - Private Charter
Sailing in Madeira Beach · 6 guests

Beautiful 45’ Sailboat - Private Charter

New
$225/hour
40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay
Sailing in Saint Petersburg · 12 guests

40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay

New
$350+/hour
Luxury Bali 4.2 Catamaran | Private Charters in St. Pete
Sailing in Saint Petersburg · 6 guests

Luxury Bali 4.2 Catamaran | Private Charters in St. Pete

5.0
$170+/hour

Local Sailing Reviews

  1. SL

    Samantha

    Luxury Bali 4.2 Catamaran | Private Charters in St. Pete

    Words can’t explain how phenomenal our trip was on the boat and with Jonas and his captain Carlos. Professional when setting/booking and organizing the plans, timely with responses and boat from heaven!!! I will book with Jonas everytime and if you don’t you will surely miss out on a lifelong memory and experience in a clean, warm and friendly environment. Can’t wait to book again with you guys. They were also flexible with any requests.

  2. Emma

    Emma

    Luxury Bali 4.2 Catamaran | Private Charters in St. Pete

    Sure! Here’s a more concise version of the review: --- Our catamaran rental was wonderful! The boat had all the amenities, with clean restrooms and a spacious salon that made our experience comfortable. The quality music system added to the fun, letting us enjoy our favorite tunes while cruising. Jonas was amazing. He tailored the trip to our desires, ensuring we had the best possible time on the water. Highly recommend this experience for anyone looking to enjoy a fantastic day at sea!

  3. Andrea

    Andrea

    Luxury Bali 4.2 Catamaran | Private Charters in St. Pete

    Don’t hesitate, book now! We had an incredible day on Jonas’ boat and what a gorgeous boat. “Wow” was our first reaction. Tons of space and immaculate! We had everything we needed and more. We were very thankful for the nice towels provided and the huge fridge to keep our food and drinks. Wonderful crew, super friendly, knowledgeable and made us feel at home! Incredible boat! Incredible team! Incredible experience! Thank you again Jonas and crew! Can’t wait to book again ! 100/10 and 6 stars!

  4. stephen

    stephen

    Luxury Bali 4.2 Catamaran | Private Charters in St. Pete

    We had the BEST time. First off, Jonas is just an all around nice and polite and respectful and solid guy…As is captain Craig. I’ve rented several 60ft plus yachts before but this was by far the best experience. The catamaran is large and seemed like a home. There were multiple washrooms which were very clean. It’s obvious that Jonas takes a deep level of pride in the service he offers. While I only had a party of 2, the catamaran is probably capable of holding 2 dozen people. The boat is utterly amazing and offers spectacular views from anywhere. I thought that Jonas and captain Craig (captain make it happin' )were the best! we honestly had the most fun...truly one of the best days ever and they clearly went out of their way to make sure we had a great day. Everything they did was 10/10. Jonas is doing everything right and I will definitely come back! one day on the catamaran was by far well worth the drive down from Canada! 🇨🇦 Thank you for the time and experience! :)

  5. PA

    Poorna

    22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

    We had an amazing time on the pontoon boat, and it was a perfect experience for our family. The boat was clean, comfortable, and very well maintained. Richard was extremely friendly and took the time to explain everything clearly about the boat and the surroundings, which made us feel confident and relaxed. Life vests were available for everyone, which was especially reassuring for families with kids. The ride was smooth, enjoyable, and safe, allowing us to fully enjoy our time together. Overall, it was a fantastic family experience, and we truly appreciated Richard’s professionalism and kindness. Highly recommended for families looking for a fun and stress-free outing on the water!

  6. JG

    Jonathan