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Best results for

Sailing in Palm Harbor, FL

Showing 1-15 of 15 results
Private 40' Sailing Catamaran Charter in St. Petersburg

Private 40' Sailing Catamaran Charter in St. Petersburg

Private catamaran sailing with space to swim, paddle, and unwind

4.9 • 517 reviews
$2,916
Treasure Island Sunset Sailing Cruise

Treasure Island Sunset Sailing Cruise

Watch the Gulf sunset aboard a traditional schooner

4.9 • 209 reviews
$73/ person
4-5 Hour Private Daytime Sail in St. Petersburg

4-5 Hour Private Daytime Sail in St. Petersburg

Private daytime sail with dinghy access for island exploring

5.0 • 25 reviews
$1,356& up
Hernando Beach Sunset Cruise

Hernando Beach Sunset Cruise

Watch Gulf Coast skies change color from a 28-foot catamaran

5.0 • 20 reviews
$56/ person
Sunset Sailing Charter in St. Petersburg

Sunset Sailing Charter in St. Petersburg

Private 2-hour sunset sail with downtown St. Petersburg views

5.0 • 4 reviews
$559
Sunset Sailing Charter in St. Pete

Sunset Sailing Charter in St. Pete

Sail Tampa Bay at golden hour aboard a 40-foot luxury catamaran

4.9 • 517 reviews
$1,744
Gaff-Rigged Schooner Charter in Treasure Island

Gaff-Rigged Schooner Charter in Treasure Island

Sail Boca Ciega Bay on a private schooner with drinks and a restroom aboard

4.9 • 209 reviews
$1,836
Gulfport Sunset Sail Charter

Gulfport Sunset Sail Charter

Private evening sailing with sunset views across Tampa Bay

5.0 • 25 reviews
$1,356
3-Hour Daytime Sailing Cruise in St. Petersburg

3-Hour Daytime Sailing Cruise in St. Petersburg

Relax on a 3-hour sail with a U.S. Coast Guard–licensed captain from downtown St. Pete

5.0 • 4 reviews
$559
Private 48' Sailing Yacht Charter in St. Petersburg

Private 48' Sailing Yacht Charter in St. Petersburg

Private, wind-driven sailing aboard a 48-foot Jeanneau yacht

4.9 • 517 reviews
$1,705
Sunset Sailing Charter in Treasure Island

Sunset Sailing Charter in Treasure Island

Private evening sailing with sunset views on Boca Ciega Bay and the Gulf of Mexico

4.9 • 209 reviews
$1,836
Morning Sailing Cruise on Tampa Bay

Morning Sailing Cruise on Tampa Bay

Start the day aboard a classic yacht with optional sailing instruction

5.0 • 4 reviews
$480
Private 48' Sailing Yacht Charter in St. Petersburg

Private 48' Sailing Yacht Charter in St. Petersburg

Sail Tampa Bay aboard a private 48-foot Jeanneau yacht

4.9 • 517 reviews
$1,211
Private Sailing Charter in Treasure Island

Private Sailing Charter in Treasure Island

Sail Boca Ciega Bay and the Gulf while watching for dolphins

4.9 • 209 reviews
$792
Classic Schooner Sailing Cruise in Treasure Island

Classic Schooner Sailing Cruise in Treasure Island

Classic schooner sailing with open-deck Gulf views

4.9 • 209 reviews
$68/ person
Palm Harbor Things To Do
SailingBoat Tours135Fishing Charters54Kayaking Tours36Yacht Charters36
More
  • Boat Rentals31
  • Jet Skiing31
  • Dolphin Watching20
  • Bike Rentals15
  • Snorkeling15
  • Sunrise and Sunset Tours11
  • Ghost and Haunted10
Dinner Cruises
9
  • Ferries8
  • Helicopter Tours8
  • Paddleboarding7
  • Car Rentals5
  • Food Tours5
  • Scuba Diving5
  • Seasonal and Holiday5
  • Day Trips4
  • Surfing Lessons4
  • Tubing4
  • Horseback Riding3
  • Kiteboarding3