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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,479 Reviews)

Page 41 of 41 • 973 listings

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
Snoozed - Active 02 Jan 2027
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
Snoozed - Active 02 Jan 2027
Efoiling at deer creek reservoir
Adventures in Salt Lake City · 1 guest

Efoiling at deer creek reservoir

5.0
Snoozed - Active 15 Jan 2027
Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana
Sailing in New Orleans · 6 guests

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

5.0
Snoozed - Active 02 Jan 2027
Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.
Sailing in Brooklyn · 6 guests

Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.

5.0
Snoozed - Active 02 Jan 2027
43' Beneteau Sailboat with Captain for 6 People in Bristol RI & Beyond
Sailing in Bristol · 6 guests

43' Beneteau Sailboat with Captain for 6 People in Bristol RI & Beyond

5.0
Snoozed - Active 01 May 2027
Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago
Sailing in Chicago · 6 guests

Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

5.0
Snoozed - Active 14 Jun 2027
Leopard 53 Power Catamaran (25-ft wide deck space)
Powerboats in Fort Lauderdale · 13 guests

Leopard 53 Power Catamaran (25-ft wide deck space)

New
Snoozed - Active 02 Apr 2027
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Sausalito · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

5.0
Snoozed - Active 02 Jan 2027
Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!
Sailing in Manhattan · 6 guests

Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

5.0
Snoozed - Active 09 May 2027
Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
Sailing in West Palm Beach · 12 guests

Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

5.0
Snoozed - Active 02 Feb 2027
The Gallivanders Ultimate Sailing Adventure
Sailing in Nassau · 12 guests

The Gallivanders Ultimate Sailing Adventure

New
Snoozed - Active 03 Jan 2027
Lagoon 420 Hybrid Eco Friendly Electric Catamaran
Sailing in Guna Yala Comarca · 4 guests

Lagoon 420 Hybrid Eco Friendly Electric Catamaran

New
Snoozed - Active 27 Mar 2027

Sailing Reviews in United States

  1. TF

    Todd

    Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

    This is the boat to book for a sweet sailing experience in Chicago. Super family friendly. Ocean-worthy vessel and Capt Bob and Gabby have been all over the hemisphere with it. They're more than willing to share as much knowledge as you'd like to know. I even pulled up the main sail! Bob and Gabby were great with our young children. Just wonderful people. Swimming spot they chose was excellent. If you're looking for the real deal, this is it. Loved hearing their stories about open ocean sailing and traversing the Caribbean Islands. Kids loved the aqua chair floaty. Worth every penny and more.

  2. NG

    Nate

    Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!

    The boat is amazing. The interior is a gorgeous wood finish and navigating the exterior of the boat was very doable for us! We had a blast on all sides of the boat. Jim was also an amazing host! Flexible and even though we were late he let us still get our full time on the water. Engaging when engaged with such great conversation, but willing to let us sit back and just hang out together. Highly recommend.

  3. TK

    Taylor

    Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!

    This was my second time booking Captain Jim’s sailboat for a photoshoot and it was a great experience- as always! He’s so kind, provides a great and professional experience. He always has snacks and drinks for myself and my clients - along with other great accommodations! Will definitely be booking again!!!

  4. TW

    Thomas

    Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

    Smooth sailing on a sunny afternoon; nothing but a balloon sail to cast you away along the beautiful Lake Pontchatrain coast way! Captain Jim provides a wonderful staycation that can’t be beat right here on the Northshore. His sailboat is a great way to go. Sailing on the lake at sunset in the moonlight is great for a fun relaxing afternoon.

  5. SG

    Sarah

    Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

    Jim was an amazing captain, the weather was on our side, and we couldn’t have asked for a better way to end our wedding night! He had snacks, water, chips, Gatorade, wine glasses, speakers, and MOST IMPORTANTLY, chairs for us to sit in ! It was an a amazing experience!

  6. MH

    Martin

    Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

    Captain Jim was terrific and we had a fantastic day on the lake. He was very thorough in explaining all of the safety requirements and we felt to be in good hands with him at the helm. We could not have had a better experience and will certainly be repeat customers. Many thanks to Captain Jim for making our excursion a memorable experience.