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All USA Sailing Tours

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Schooner Appledore Day Sail with Full Bar in Key West - Starting at William Street and the Key West Seaport

Key West Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Key West, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Schooner Appledore Day Sail with Full Bar in Key West

★ 5.0Schooner Appledore Day Sail with Full Bar in Key West89 reviews

Key West: Sunset Sail + Reef Snorkel & Sandbar - Sand Key Reef: the main snorkeling stop

Key West Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Key West, Sailing and Snorkeling Trips in the USA, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Key West, Sunset Sailing Cruises in the USA, Swimming and Beach Sailing Trips, Tour Reviews, USA Sailing Tours

Key West: Sunset Sail + Reef Snorkel & Sandbar

★ 5.0Sunset Sail + Reef Snorkel & SandbarFrom $14329 reviews

Key West Historic Schooner When And If Sunset Cruise - Finding the boat at Perry Marina

Historical Tours, Key West Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Key West, Sunset Sailing Cruises in the USA, Tall Ship and Schooner Sailing, Tall Ship Sailing in Key West, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Key West Historic Schooner When And If Sunset Cruise

★ 5.0Key West Historic Schooner When And If Sunset Cruise114 reviews

Private Key West Sunset Sail - Finding High Tide at 202 William Street

Key West Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Key West, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Private Key West Sunset Sail

★ 4.5Private Key West Sunset Sail49 reviews

Bimini Charters - Private Luxury Catamaran 3-hr Sunset Sails - Meeting at 6840 Front Street

Catamaran Sailing Trips, Catamaran Sailing Trips in the USA, Key West Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Key West, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Bimini Charters – Private Luxury Catamaran 3-hr Sunset Sails

★ 5.0Bimini Charters – Private Luxury Catamaran 3-hr Sunset SailsFrom $1373 reviews

Private 90-Minute Harbor Sailing Charter in Key West - Boarding early and preparing for the sail

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in the USA, Key West Sailing Tours, Private Sailing Charters, Sailing Tours, Tour Reviews, USA Sailing Tours

Private 90-Minute Harbor Sailing Charter in Key West

★ 5.0Private 90-Minute Harbor Sailing Charter in Key West18 reviews

Bimini Charters - Private 3hr Catamaran Charters, Sail & Snorkel - Sailing the Key West coastline

Catamaran Sailing Trips, Catamaran Sailing Trips in the USA, Key West Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Key West, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Bimini Charters – Private 3hr Catamaran Charters, Sail & Snorkel

★ 5.0Bimini Charters – Private 3hr Catamaran Charters, Sail & Snorkel26 reviews

Key West's Favorite Afternoon Dolphin Sail - The dolphin search and what you might see

Key West Sailing Tours, Sailing Tours, Tour Reviews, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Key West’s Favorite Afternoon Dolphin Sail

★ 4.5Key West’s Favorite Afternoon Dolphin SailFrom $59136 reviews

Key West Wreckers Race Aboard Schooner America 2.0 - Setting sail with Schooner America 2.0

Key West Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Key West, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Key West Wreckers Race Aboard Schooner America 2.0

★ 5.0Key West Wreckers Race Aboard Schooner America 2.0From $1119 reviews

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast - Getting Ready for the Water

Key West Sailing Tours, Morning, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Key West, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

★ 4.5Key West Morning Snorkel Sail with Mimosas and Gourmet BreakfastFrom $4980 reviews

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak - The Key West National Wildlife Refuge

Canoes & Kayaks, Key West Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Key West, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Key West, Tall Ship Sailing in the USA, Tour Reviews, Tours, USA Sailing Tours

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

★ 5.0Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak93 reviews

Key West Night Cruise aboard Schooner America 2.0 - Stargazing With a Laser Pointer

Dinner and Evening Sailing Cruises, Key West Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Key West, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Key West Night Cruise aboard Schooner America 2.0

★ 5.0Key West Night Cruise aboard Schooner America 2.0From $833 reviews

Key West Nighttime Full Moon Sail - Boarding at 202 William Street

Key West Sailing Tours, Sailing Tours, Tour Reviews, USA Sailing Tours

Key West Nighttime Full Moon Sail

★ 5.0Key West Nighttime Full Moon SailFrom $837 reviews

Sails to Rails Museum Admission - The Maggie Atwell House is the most distinctive stop

Key West Sailing Tours, Museums, Sailing Tours, Tour Reviews, USA Sailing Tours

Sails to Rails Museum Admission

★ 4.5Sails to Rails Museum AdmissionFrom $1010 reviews

Day Sailing Adventure in the Florida Marine Sanctuary - Captain Mike and the stories behind Chao Lay

Key West Sailing Tours, Sailing Tours, Tour Reviews, USA Sailing Tours

Day Sailing Adventure in the Florida Marine Sanctuary

★ 5.0Day Sailing Adventure in the Florida Marine SanctuaryFrom $12030 reviews

Champagne Dolphin Sail and Reef Snorkel - Beginning at 7001 Shrimp Road

Key West Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Key West, Sailing and Snorkeling Trips in the USA, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Key West, Tour Reviews, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA, Wine Tours

Champagne Dolphin Sail and Reef Snorkel

★ 5.0Champagne Dolphin Sail and Reef SnorkelFrom $1085 reviews

Discover Maine's Coastal Charms: Half-Day Scenic Sail - Maine’s longest sandy beach and the wildlife watch

Half-Day, Sailing Tours, Tour Reviews, USA Sailing Tours

Discover Maine’s Coastal Charms: Half-Day Scenic Sail

★ 5.0Discover Maine’s Coastal Charms: Half-Day Scenic SailFrom $2593 reviews

Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion - Wood Island Lighthouse and the Saco Bay Islands

2-Hour Experiences, Sailing Tours, Tour Reviews, Tours, USA Sailing Tours

Sail Away: Explore Maine’s Coastal Beauty on a 2-Hour Excursion

★ 5.0Sail Away: Explore Maine’s Coastal Beauty on a 2-Hour ExcursionFrom $13942 reviews

Golden Hour Escape: Private Sunset Sail in Coastal Maine - Watching the sun settle over Saco Bay

Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Golden Hour Escape: Private Sunset Sail in Coastal Maine

★ 5.0Golden Hour Escape: Private Sunset Sail in Coastal Maine20 reviews

Luxury Catamaran Sailing Charters in Maine - Watching for whales, seals, and bald eagles

Catamaran Sailing Trips, Catamaran Sailing Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Luxury Catamaran Sailing Charters in Maine

★ 5.0Luxury Catamaran Sailing Charters in MaineFrom $13585 reviews

Private Sail Around New York City and The Statue of Liberty - Manhattan skyline from the Hudson River

Sailing Tours, Tour Reviews, USA Sailing Tours

Private Sail Around New York City and The Statue of Liberty

★ 5.0Private Sail Around New York City and The Statue of Liberty7 reviews

Private Sunset Sail of NYC Skyline and Statue of Liberty - One World Trade Center and the meaning of lower Manhattan

Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Private Sunset Sail of NYC Skyline and Statue of Liberty

★ 5.0Private Sunset Sail of NYC Skyline and Statue of Liberty2 reviews

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles - Looking along the coast from Makapu‘U Point

Honolulu Sailing Tours, Island Hopping Sailing Trips, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, Tours, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

★ 5.0Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles3 reviews

Full Day Oahu Bike, Hike, Sail and Snorkel Combo - The five-mile bike ride: scenic, easy, and not a workout

Cycling Tours, Full-Day, Hiking & Trekking, Honolulu Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Full Day Oahu Bike, Hike, Sail and Snorkel Combo

★ 4.5Full Day Oahu Bike, Hike, Sail and Snorkel ComboFrom $29233 reviews

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel - Viewpoints Above Honolulu

Cycling Tours, Honolulu Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

★ 4.5Half Day Oahu Combo Adventure: Bike, Sail and SnorkelFrom $19668 reviews

Rosé Golden Hour Sunset Sail - Two hours of golden-hour sailing

Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Rosé Golden Hour Sunset Sail

★ 5.0Rosé Golden Hour Sunset Sail12 reviews

2-Hour Rosé Luxury Day Sail - Broad Creek and the Lowcountry views

2-Hour Experiences, Sailing Tours, Tour Reviews, USA Sailing Tours

2-Hour Rosé Luxury Day Sail

★ 5.02-Hour Rosé Luxury Day Sail2 reviews

Private Sailing Charter and Guided Tour - Boarding at 715 North Holiday Drive

Guided, Private Sailing Charters, Sailing Tours, Tour Reviews, Tours, USA Sailing Tours

Private Sailing Charter and Guided Tour

★ 5.0Private Sailing Charter and Guided Tour3 reviews

2.5 hr Sailboat Tour aboard Orion's Child - Starting at Main Street in Fort Myers Beach

Sailing Tours, Tour Reviews, Tours, USA Sailing Tours

2.5 hr Sailboat Tour aboard Orion’s Child

★ 5.02.5 hr Sailboat Tour aboard Orion’s ChildFrom $13071 reviews

Key West Sail and Snorkel Day Trip from Fort Lauderdale - Free time around Key West

1-Day Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Key West Sail and Snorkel Day Trip from Fort Lauderdale

★ 3.0Key West Sail and Snorkel Day Trip from Fort LauderdaleFrom $14915 reviews

6-Hour Sailing Charter from Fort Lauderdale - Starting at 10:00 am on New River

Private Sailing Charters, Sailing Tours, Tour Reviews, USA Sailing Tours

6-Hour Sailing Charter from Fort Lauderdale

★ 5.06-Hour Sailing Charter from Fort LauderdaleFrom $7503 reviews

Sailing Adventures 3-Hour Activity in Destin - What the first minutes on the water feel like

3-Hour Experiences, Sailing Tours, Tour Reviews, USA Sailing Tours

Sailing Adventures 3-Hour Activity in Destin

★ 5.0Sailing Adventures 3-Hour Activity in Destin5 reviews

Sunset Sail and Dolphin/Manatee watch in Daytona Beach - A 90-minute sail on the Halifax River

Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Swimming and Beach Sailing Trips, Tour Reviews, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Sunset Sail and Dolphin/Manatee watch in Daytona Beach

★ 4.5Sunset Sail and Dolphin/Manatee watch in Daytona BeachFrom $7916 reviews

Astonishing Scavenger Hunt: Columbus Sails East - Starting on East Long Street

Sailing Tours, Tour Reviews, USA Sailing Tours

Astonishing Scavenger Hunt: Columbus Sails East

★ 4.0Astonishing Scavenger Hunt: Columbus Sails EastFrom $123 reviews

Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago - Navy Pier from the lake side

Private Sailing Charters, Sailing Tours, Tour Reviews, USA Sailing Tours

Private Sailing on Beautiful Lake Michigan – Navy Pier, Chicago

★ 5.0Private Sailing on Beautiful Lake Michigan – Navy Pier, Chicago70 reviews

Serene Private Sunset Sail on Lake Michigan - Navy Pier, Chicago - Chicago’s skyline from the lake

Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Serene Private Sunset Sail on Lake Michigan – Navy Pier, Chicago

★ 5.0Serene Private Sunset Sail on Lake Michigan – Navy Pier, Chicago27 reviews

Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail" - Boarding at 600 East Grand Avenue

Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Sail on Tall Ship Windy, join us for our “Chicago Skyline Sail”

★ 5.0Sail on Tall Ship Windy, join us for our “Chicago Skyline Sail”From $9120 reviews

Chicago's Fireworks Show aboard Tall Ship Windy! - Fireworks with the skyline behind them

Sailing Tours, Show, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Chicago’s Fireworks Show aboard Tall Ship Windy!

★ 5.0Chicago’s Fireworks Show aboard Tall Ship Windy!From $11314 reviews

Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB - Setting out from 17 Lockwood Drive

Charleston Sailing Tours, Sailing Tours, Sailing Yacht Charters, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB

★ 5.0Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB55 reviews

Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique - Setting Out From 17 Lockwood Drive

Charleston Sailing Tours, Historical Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, Tours, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique

★ 5.0Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique42 reviews

Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering - Passing the Charleston Battery and antebellum homes

Charleston Sailing Tours, Morning, Sailing Tours, Tour Reviews, Tours, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering

★ 5.0Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering40 reviews

Private Sailing Charter with Captain, BYOB - The Charleston Battery comes first

Charleston Sailing Tours, Private Sailing Charters, Sailing Tours, Tour Reviews, USA Sailing Tours

Private Sailing Charter with Captain, BYOB

★ 5.0Private Sailing Charter with Captain, BYOB64 reviews

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Sailing Tours2055 Sunset Sailing Cruises476 Catamaran Sailing Trips228 Island Hopping Sailing Trips229 Sailing and Snorkeling Trips214 Bay, Harbour and Coastal Sailing234

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