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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,078 Reviews)

Page 38 of 39916 listings

VIKO 30 Premium Sailing Yacht In Deale, MD
Sailing in Deale · 5 guests

VIKO 30 Premium Sailing Yacht In Deale, MD

New
$925/day
Yacht Charter in Split Lagoon 46 Catamaran
Sailing in Florida · 13 guests

Yacht Charter in Split Lagoon 46 Catamaran

New
$802+/hour
Sailing Catamaran Adventures 50' Catamaran La Paz, BCS MX (6 Cabin, Max 12 Pass)
Sailing in Las Garzas · 12 guests

Sailing Catamaran Adventures 50' Catamaran La Paz, BCS MX (6 Cabin, Max 12 Pass)

New
$332/hour
Able Custom 42' Chartered Sailing Experience in Stonington, CT
Sailing in Stonington · 3 guests

Able Custom 42' Chartered Sailing Experience in Stonington, CT

New
$200+/hour
Beach Monohulls Rental in Saboga, Panama
Sailing in Contadora · 5 guests

Beach Monohulls Rental in Saboga, Panama

New
$50/hour
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
$1,200+/hour
Sail on the Potomac in Washington, DC aboard the 28ft Hunter Sailboat
Sailing in Washington · 6 guests

Sail on the Potomac in Washington, DC aboard the 28ft Hunter Sailboat

New
$280/hour
34ft Sailing Yacht in Annapolis, Maryland
Sailing in Annapolis · 4 guests

34ft Sailing Yacht in Annapolis, Maryland

New
$250/hour
Karisma 45 ft Sun Odyssey Jeanneau
Sailing in Galveston · 6 guests

Karisma 45 ft Sun Odyssey Jeanneau

5.0
Snoozed - Active 02 Jun 2026
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 Oct 2026
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 Oct 2026
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 Oct 2026
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
Cartagena Sunset & Bay Tour on a Large 38 feet Luxury Boat (Private Tour)
Powerboats in Cartagena · 16 guests

Cartagena Sunset & Bay Tour on a Large 38 feet Luxury Boat (Private Tour)

5.0
Snoozed - Active 02 Aug 2026
46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica
Sailing in Playa Flamingo · 40 guests

46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica

5.0
Snoozed - Active 02 Nov 2026
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 Jul 2026
Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina
Sailing in Redondo Beach · 6 guests

Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina

5.0
Snoozed - Active 02 Sep 2026
26ft Beach Cat Private Charter in Savannah GA *COI Vessel
Powerboats in Savannah · 17 guests

26ft Beach Cat Private Charter in Savannah GA *COI Vessel

5.0
Snoozed - Active 31 May 2026
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 31 Jul 2026
Private Sailing Charter on Martha's Vineyard
Sailing in Tisbury · 6 guests

Private Sailing Charter on Martha's Vineyard

5.0
Snoozed - Active 02 Jul 2026
Axe 1 Center Console Boat Rental in Montego Bay, Jamaica
Events in Montego Bay · 8 guests

Axe 1 Center Console Boat Rental in Montego Bay, Jamaica

New
Snoozed - Active 03 Sep 2026
Catamaran boat Party La Paz
Events in Zona Comercial · 12 guests

Catamaran boat Party La Paz

New
Superowner
Snoozed - Active 03 Oct 2026
42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland
Sailing in Oakland · 12 guests

42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland

New
Snoozed - Active 25 May 2026
The Gallivanders Ultimate Sailing Adventure
Sailing in Nassau · 12 guests

The Gallivanders Ultimate Sailing Adventure

New
Snoozed - Active 03 Jan 2027

Sailing Reviews in United States

  1. 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.

  2. 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!!!

  3. 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.

  4. 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!

  5. 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.

  6. MR

    Madeline

    Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

    My friends and I felt like we were sailing on the French Riviera. Best birthday ever aboard Captain Jim’s stunning sailboat with 5 friends. Captain Jim was delightful and so hospitable, letting us go for a dip during our 3 hour tour. A+ snack selection. Loved that he had such a good speaker set up and comfy seating. It was such a memorable experience, I hope to sail with him again! Would recommend to any and all, it’s an absolute must!!!