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All listings near me

Find Cruising Catamaran Rentals Near You

4.8
(1,403 Reviews)

Page 1 of 10240 listings

Sailing Catamaran along Chicago's Lakefront 6ppl $300hr. Captain included.
Sailing in Chicago · 6 guests

Sailing Catamaran along Chicago's Lakefront 6ppl $300hr. Captain included.

5.0
Snoozed - Active 02 Jan 2026
$450hr up to 13 passenger sailing charter! Must hire Captain from list.
Sailing in Chicago · 13 guests

$450hr up to 13 passenger sailing charter! Must hire Captain from list.

5.0
Snoozed - Active 02 Jan 2026
Fountain Pajot Astrea Luxury 42' Catamaran for Charter
Sailing in Toronto · 18 guests

Fountain Pajot Astrea Luxury 42' Catamaran for Charter

5.0
$59+/hour
Beautiful Trimaran for 10 People in Toronto
Sailing in Toronto · 12 guests

Beautiful Trimaran for 10 People in Toronto

5.0
$280/hour
A Tropical Experience on a Massive Sailing Trimaran
Sailing in Toronto · 12 guests

A Tropical Experience on a Massive Sailing Trimaran

4.9
$315/hour
Instant Book
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
Sailing in Oxon Hill · 6 guests

Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise

5.0
$240/hour
Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Edgewater · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$425/hour
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0
$450/hour
Instant Book
New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
Sailing in Annapolis · 13 guests

New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

New
$1,100/hour
50ft Catamaran Charter with Water Toys - Annapolis, MD
Sailing in Annapolis · 12 guests

50ft Catamaran Charter with Water Toys - Annapolis, MD

5.0
$450/hour
FOUNTAINE PAJOT HELIA 44 CATAMARAN
Sailing in Annapolis · 12 guests

FOUNTAINE PAJOT HELIA 44 CATAMARAN

New
$400+/hour
Enjoy Spacious Sailing with our Large Catamaran on the Beautiful Hudson River!
Sailing in New York · 12 guests

Enjoy Spacious Sailing with our Large Catamaran on the Beautiful Hudson River!

5.0
$624+/hour
Instant Book
40 ft Luxury Catamaran Sailing Yacht in Charleston
Sailing in Mount Pleasant · 6 guests

40 ft Luxury Catamaran Sailing Yacht in Charleston

5.0
Superowner
$300/hour
Sunday Funday Mimosa Bar Shared Sail– Ultimate Brunch on the Water! Catamaran
Sailing in Mount Pleasant · 100 guests

Sunday Funday Mimosa Bar Shared Sail– Ultimate Brunch on the Water! Catamaran

New
$135/hour
Charleston Luxury Shared Sunset Sail - 50ft Catamaran Enjoy the Bar
Sailing in Mount Pleasant · 100 guests

Charleston Luxury Shared Sunset Sail - 50ft Catamaran Enjoy the Bar

New
$225/hour
Private Events Charleston's Luxury 50ft Catamaran w/Bar Party Sail
Sailing in Mount Pleasant · 100 guests

Private Events Charleston's Luxury 50ft Catamaran w/Bar Party Sail

New
$1,600+/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
Best of 2025
$200/hour
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
Best of 2025
$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
$250/hour
A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups
Sailing in Sag Harbor · 25 guests

A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups

5.0
$850/hour
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 6 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
$750/hour
Elegant 43ft Catamaran: Experience Boston Harbor in Style!
Sailing in Boston · 6 guests

Elegant 43ft Catamaran: Experience Boston Harbor in Style!

5.0
$170+/hour
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
$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

Local Cruising Catamaran Reviews

  1. SB

    Susan

    $450hr up to 13 passenger sailing charter! Must hire Captain from list.

    I would absolutely recommend everything about this experience. The boat was beautiful and very spacious. Captain Russell was wonderful to work with, very professional and a great communicator. Captain Brian was excellent at navigating wind and choppy water and was so much fun to have aboard with our group. Thank you again for a wonderful time!

  2. MD

    Morgan

    $450hr up to 13 passenger sailing charter! Must hire Captain from list.

    Captain Russell was fantastic! When the weather for our original charter date didn't work out, he was extremely proactive in reaching out and getting ti rescheduled asap. On the day of the charter itself, the whole experience was seamless and the group had a fantastic time. They would definitely do it again!

  3. Josh

    Josh

    $450hr up to 13 passenger sailing charter! Must hire Captain from list.

    My friends and I have chartered a few boats here in Chicago, but this was by far the best experience we have had. We actually had to reschedule our initial cruise last minute due to bad weather. The boat owner, Russel, was very communicative and made the best of the not-so-great situation. He graciously offered to allow for our group to enjoy the boat for a lesser amount of time and stay at the dock. We were also able to reschedule for the following week and go out with Captain Brian at that time. Our group had such an amazing time during both sessions. We certainly had some strong personalities in the bunch (myself included) and Captain Brian was such a great sport. He was very professional but also blended in so well with our group that he was like another guest. We will without a doubt be reaching out to Russel & Captain Brian again for future events. Thank you both for making this such an unforgettable experience for us and our guests.

  4. NS

    Nitya

    Beautiful Trimaran for 10 People in Toronto

    Chris and Rob are simply amazing ! They showed us the best time on the boat. They had all services available on board to heat food and store our stuff. The boat was clean, spacious and both, Chris and Rob, were very attentive to make sure we had everything we needed to enjoy our experience. I'm coming back to these guys each time i want a sailing experience ! Highly recommend these guys

  5. JB

    Janis

    Beautiful Trimaran for 10 People in Toronto

    Many thanks to Chris and Rob for an amazing, chill adventure. We had to book this last minute but they were very accommodating and even went above and beyond all expectations. My only regret was not booking this experience sooner with your boat and crew. Thanks again! All the best, JB

  6. Emma

    Emma

    Beautiful Trimaran for 10 People in Toronto

    We had a lovely evening on the catamaran with Captain Chris and the crew! I was a bit chaotic with organizing with Chris for confirming dates/times/number of people joining as it was for a bachelorette. Chris was extremely patient and accommodating throughout the whole experience. The boat was beautiful and we were taken to lovely locations for beautiful views. I have already recommended this experience to many people!