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All listings near me

Find Sailing Charters Near You

4.9
(4,920 Reviews)

Page 8 of 10240 listings

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
Lazy Daze Catamaran Dolphin Cruise
Sailing in Panama City Beach · 32 guests

Lazy Daze Catamaran Dolphin Cruise

New
$374/hour
47’ Beneteau Sailing Adventure with Dolphin Sightseeing
Sailing in Panama City Beach · 12 guests

47’ Beneteau Sailing Adventure with Dolphin Sightseeing

New
$460/hour
52’ Privateer Catamaran Dolphin Cruise, Shell Island Adventure
Sailing in Panama City Beach · 78 guests

52’ Privateer Catamaran Dolphin Cruise, Shell Island Adventure

New
$1,950/hour
Footloose Catamaran Snorkel and Dolphin Cruise
Sailing in Panama City Beach · 38 guests

Footloose Catamaran Snorkel and Dolphin Cruise

New
$634/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
Clean Modern Sailboat - Private Sailing Experience
Sailing in Pensacola · 6 guests

Clean Modern Sailboat - Private Sailing Experience

New
$207/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
Grand Soleil 43 Sailing Experience in Québec City for 5 Guests
Sailing in Desjardins · 5 guests

Grand Soleil 43 Sailing Experience in Québec City for 5 Guests

New
$181/hour
32ft Classic Sailing Charter on Swedish Sloop for 6 Guests
Sailing in Rockland · 6 guests

32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

5.0
$113+/hour
★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
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
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
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
$59/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

Local Sailing Reviews

  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. Becca

    Becca

    Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

    Amazing in every way! Kip & Elizabeth were so kind and accommodating. We got to relax, snorkel, and even saw some dolphins which made the trip extra memorable. Kip was always responsive to messages and the process couldn’t have been more seamless from start to finish. Couldn’t recommend enough!

  3. AP

    Albalia

    Morgan 382 Sailboat for charter in Pensacola, Florida

    We shared our 24th wedding anniversary with Robert and Carly in their beautiful boat. The only thing we regret is not doing this sooner because they are amazing and it is an experience to cherish. You guys are the best and we will definitely be back! Looking forward for that paella next time! Thank you!!!

  4. Megan

    Megan

    32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

    We had a wonderful sail with Linda on her beautiful boat! It was a really lovely afternoon on the water. The communication about where to meet and weather conditions was clear and easy. She had excellent knowledge of the area as well as great sailing tips. We would book with Linda again!

  5. JP

    Jose

    32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

    This experience has been such an amazing swelling ride for our family. Linda has made this trip even special for accommodating with our needs. She has been a great captain from the start to end. Her gorgeous boat was spectacular! We highly recommend Linda for others to experience a moment to remember. Thank you, Linda for everything. We will be back next year!

  6. PM

    Philip

    32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

    Linda is a top-notch captain and wonderful company on a day of sailing. My family of four had a full day of sailing on beautiful Penobscot Bay and Linda was a great teacher for me and my kids who aspire to have a boat of our own some day. Plus she made a delicious lunch for us. Thanks Linda! We'll do it again!