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All listings near me

Find Sailing Charters Near You

4.9
(4,318 Reviews)

Page 8 of 10240 listings

3-Hour Daytime Cruise in Destin, Florida
Sailing in Destin · 6 guests

3-Hour Daytime Cruise in Destin, Florida

5.0
$150hour
4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!
Sailing in Destin · 6 guests

4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!

5.0
$150hour
The "Original Redneck Pontoon" Crab Island / Dolphin / Snorkeling Adventures
Powerboats in Destin · 6 guests

The "Original Redneck Pontoon" Crab Island / Dolphin / Snorkeling Adventures

New
$110hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$149hour
64' Roberts Sailing Ketch for Charter in Jacksonville Area
Sailing in Green Cove Springs · 6 guests

64' Roberts Sailing Ketch for Charter in Jacksonville Area

5.0
$138-$217hour
Full or Half Day Private Charter Aboard 50' Ohana in Panama City, Florida
Sailing in Panama City · 12 guests

Full or Half Day Private Charter Aboard 50' Ohana in Panama City, Florida

5.0
$299-$320hour
Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75hour
50 foot sailing yacht offering day and term charters out of Portland, Maine
Sailing in Portland · 6 guests

50 foot sailing yacht offering day and term charters out of Portland, Maine

New
$850day
Lake boat day! Enjoy beautiful Maine at the Lake!
Powerboats in Nobleboro · 8 guests

Lake boat day! Enjoy beautiful Maine at the Lake!

New
$245-$350day
50' Chris White Design, Cruising Catamaran rental in beautiful Ponce Inlet Florida.
Sailing in Ponce Inlet · 6 guests

50' Chris White Design, Cruising Catamaran rental in beautiful Ponce Inlet Florida.

5.0
$26person
32ft Classic Swedish Sloop Sailing Charter
Sailing in Rockland · 6 guests

32ft Classic Swedish Sloop Sailing Charter

5.0
$150hour
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 6 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175hour
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

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

Experience Maine on 65ft Classic Schooner Yacht

5.0
$65person
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
$110hour
Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana
Sailing in New Orleans · 6 guests

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

5.0
$110hour
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
$110hour
Tampa Bay - Clearwater Area with a perfect & elegant Carver Mariner 38 x 190$/h
Powerboats in Tampa · 12 guests

Tampa Bay - Clearwater Area with a perfect & elegant Carver Mariner 38 x 190$/h

New
$250hour
''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
$382hour
Silverwave 22' Pontoon Rental from Downtown Tampa Area /Sunset & Evening Cruises
Powerboats in Tampa · 12 guests

Silverwave 22' Pontoon Rental from Downtown Tampa Area /Sunset & Evening Cruises

4.8
$90hour
55ft "Poseidon SR" Sea Ray Flybridge Power MegaYacht Charter in Tampa, Florida
Events in Tampa · 13 guests

55ft "Poseidon SR" Sea Ray Flybridge Power MegaYacht Charter in Tampa, Florida

New
$801hour
9425 US Hwy 41 S, Riverview, FL 33578
Tampa · 3 guests

9425 US Hwy 41 S, Riverview, FL 33578

New
$60day
Sea Ray 270 SDX Luxury Deck Boat Rental in Riverview, Florida
Powerboats in Riverview · 10 guests

Sea Ray 270 SDX Luxury Deck Boat Rental in Riverview, Florida

New
$160hour
"Boldly Go" Yacht Charter in Tampa, FL
Sailing in Bay Pines · 6 guests

"Boldly Go" Yacht Charter in Tampa, FL

New
$202hour

Local Sailing Reviews

  1. DJ

    Darren

    52ft Shannon Cruising Monohull Rental in Lake Pontchartrain, Louisiana

    The working of the sails to listening to the captain about how the sailboat works was very interesting , enjoyed the whole experience on such a beautiful sail boat

  2. TW

    Thomas

    Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

    This is a very nice large boat which is very comfortable on the water. Look forward to sailing again with Captain Jim in a few weeks.

  3. AB

    Allison

    Morgan 382 Sailboat for charter in Pensacola, Florida

    The sailboat is beautiful & Robert and his wife were very friendly and hospitable. We had a wonderful time and the sunset views were beautiful!

  4. 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!!!

  5. MM

    Mike

    4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!

    Tracy & Ladd are true professionals, and a generally good time. The offering was exactly as presented and they catered to the specific requests we had. The boat is great and their knowledge of the area helped make this a fantastic afternoon on the water. I would highly recommend you book this if you are looking for a private charter in the Destin, FL area!

  6. Chrystelle

    Chrystelle

    64' Roberts Sailing Ketch for Charter in Jacksonville Area

    What a fun day we had! We chartered Tom’s magnificent sail boat for our daughter’s 18th birthday. She will definitely remember this special day forever! Tom, our captain was so easy going from the second we talked on the phone- great communication. We all had an amazing time especially our teenagers (from jumping off the boat to swinging off the boat like monkeys lol). I definitely recommend Nepenthe Sails and Tom (captain/owner). We have gained a new friend in the process! 😄