Sailing Vacations in Florida | Trips, Rentals & Lessons

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Sun Dream Yacht Charters | Fort Lauderdale, Florida | Sailing

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More Sailing in United States (show all)

Adventure Charters and Dive | Moss Point, Mississippi | Sailing

Waterpoint Marina Party Boats and Lakeside Venue

Houston, Texas

Adventure Cat Sailing Charters

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From $40

Alaska Charter Yachts

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3-Hour sail Ltd. | Victoria, British Columbia | Sailing

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Sitka, Alaska

From $300

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Vancouver, British Columbia

From $251

Newport Beach Sailing Charters

Newport Beach, California

From $700

Pacific Yellowfin Private Charters

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From $62,845

Classic Harbor Line | Key West, Florida | Sailing

Sail the Maine Coast on the Schooner Stephen Taber

Rockland, Maine

From $550

Florida Yachts Charter | Saint Petersburg, Florida | Sailing

Vancouver Island Sailing School, lessons & courses

Island, British Columbia

Top Listings in United States (show all)

Alaska's Ridgewood Wilderness Lodge

Halibut Cove, Alaska
Vacation Rentals

From $1,500

Captain Martys Lake Texoma Fishing Guides

Gordonville, Texas
Fishing Trips

From $400

Guided Louisiana Trophy Alligator Hunts And More

Lake Charles, Louisiana
Hunting Trips

From $400

Whitewater Rafting, Jetboating, Adventure

Lewiston, Idaho
Youth Hostels

From $25

Historic Barn Inn Bed And Breakfast

Millersburg, Ohio
Bed & Breakfasts

From $169

Brigitte's Bavarian Bed & Breakfast

Homer, Alaska
Bed & Breakfasts

From $220

Tim Berg's Alaskan Fishing Adventures

Soldotna, Alaska
Fishing Trips

From $300

Small Group Grand Canyon Skywalk & Hoover Dam Tour

Las Vegas, Nevada
Sight-Seeing Tours

From $205

Lake Nottely Fishing Charter | Blairsville, Georgia | Fishing Trips

Marco Island Waterfront Fun Anglers Cove Resort

Marco Island, Florida
Vacation Rentals

From $1,100

Accommodations

Adventure Travel

Cruises

Personal Growth & Educational

Explore Over 100 Travel Categories To Find Your Next Amazing Vacation

With a diverse array of more than 100 travel categories and options, finding the ideal vacation is a breeze. Whether you are looking for a cozy cabins, luxurious resorts, thrilling adventure tours, or tranquil beach getaways, we have the perfect travel option waiting for you.

01Accommodations

02Adventure Travel

03Cruises

04Fishing & Hunting

05Health & Wellness

06Local Entertainment

07Nature & Wildlife

08Personal Growth & Educational

09Rentals

10Snow & Ski Vacations

11Tours

12Travel Services