Page 8 of 15
summary and thumbnails  description and thumbnails
Sort By  
Imagine Sailing Tours | San Francisco, California | Sailing

Imagine Sailing Tours

San Francisco, California
Confusion Sportfishing Charters | Winthrop Harbor, Illinois | Sailing

Confusion Sportfishing Charters

Winthrop Harbor, Illinois
Eco Dive Center | Culver City, California | Sailing

Eco Dive Center

Culver City, California
Hawaii Yachts | Honolulu, Hawaii | Sailing

Hawaii Yachts

Honolulu, Hawaii
Free Spirit Yacht Cruises | Chicago, Illinois | Sailing

Free Spirit Yacht Cruises

Chicago, Illinois
A Floribbean Water Experience | Coconut Grove, Florida | Sailing

A Floribbean Water Experience

Coconut Grove, Florida
Waterhorse Charters | San Diego, California | Sailing

Waterhorse Charters

San Diego, California
Maui Yacht Charters | Kailua Kona, Hawaii | Sailing

Maui Yacht Charters

Kailua Kona, Hawaii
Playin' Hooky Charters | Chicago, Illinois | Sailing

Playin' Hooky Charters

Chicago, Illinois
Tiama Sailing Adventures | Santa Cruz, California | Sailing

Tiama Sailing Adventures

Santa Cruz, California
Magic Yacht Charters | Richmond, British Columbia | Sailing

Magic Yacht Charters

Richmond, British Columbia
San Francisco Sailing Co | San Francisco, California | Sailing

San Francisco Sailing Co

San Francisco, California
Fort Lauderdale Air Tours | Fort Lauderdale, Florida | Sailing

Fort Lauderdale Air Tours

Fort Lauderdale, Florida
Ocean Adventures Charter Co. Ltd. | Vancouver, British Columbia | Sailing

Ocean Adventures Charter Co. Ltd.

Vancouver, British Columbia
Santa Barbara Sailing Center | Santa Barbara, California | Sailing

Santa Barbara Sailing Center

Santa Barbara, California
Aolani Catamaran Sailing | San Diego, California | Sailing

Aolani Catamaran Sailing

San Diego, California

Add Your Travel Services and Accommodations

Create a listing on RealAdventures and be seen by millions of travelers making plans for their next vacation.


More Sailing Around the World (show all)
Felucca 5 Days | Aswan & luxor, Egypt | Sailing

Felucca 5 Days

Aswan & luxor, Egypt
Holiday and Cruise in the Maldives | Male, Maldives | Sailing
Nooranma Travel Maldives | Male, Maldives | Sailing

Nooranma Travel Maldives

Male, Maldives
MV Carina | Male, Maldives | Sailing

MV Carina

Male, Maldives
Luxury Super Yacht in Maldives, Sea Jaguar | Male, Maldives | Sailing
SEATREK, Sailing Adventures Indonesia | Abadi, Indonesia | Sailing
Top Listings in North America (show all)
Make Us Your Campground Headquarters Enjoythe Area | Poplar Bluff, Missouri | Campgrounds & RV Parks

Make Us Your Campground Headquarters Enjoythe Area

Poplar Bluff, Missouri
Campgrounds & RV Parks
Girls Day Luxury Spa & Fitness Adventures | Clearwater Beach, Florida | Day Spa

Girls Day Luxury Spa & Fitness Adventures

Clearwater Beach, Florida
Day Spa
West Hill House B&b | Warren, Vermont | Bed & Breakfasts

West Hill House B&b

Warren, Vermont
Bed & Breakfasts
Alberta Fly Fishing | Coleman, Alberta | Fishing Trips

Alberta Fly Fishing

Coleman, Alberta
Fishing Trips
Captain Jot Owens | Wrightsville Beach, North Carolina | Fishing Trips

Captain Jot Owens

Wrightsville Beach, North Carolina
Fishing Trips
The Corners Mansion -  A Bed And Breakfast Inn | Vicksburg, Mississippi | Bed & Breakfasts

The Corners Mansion - A Bed And Breakfast Inn

Vicksburg, Mississippi
Bed & Breakfasts
Bill Laflamme | Sidney , Maine | Fishing Trips

Bill Laflamme

Sidney , Maine
Fishing Trips
A Wild Purple Ranch & Retreat | Tucson, Arizona | Vacation Rentals

A Wild Purple Ranch & Retreat

Tucson, Arizona
Vacation Rentals
Lakefront Escape  At Lake Ripley Lodge Grand Porch | Cambridge, Wisconsin | Bed & Breakfasts

Lakefront Escape At Lake Ripley Lodge Grand Porch

Cambridge, Wisconsin
Bed & Breakfasts
Half Day To 3 Day Offshore Overnight Trips | Orange Beach, Alabama | Fishing Trips

Half Day To 3 Day Offshore Overnight Trips

Orange Beach, Alabama
Fishing Trips


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.

  • Bed & Breakfasts
  • Campgrounds & RV Parks
  • Hotels & Resorts
  • Vacation Rentals
  • ATV Riding & Jeep Tours
  • Bike Tours
  • Bungee Jumping
  • Cave Exploration
  • Hang Gliding & Paragliding
  • Hiking & amp;Trekking
  • Horseback Riding & Dude Ranches
  • Hot Air Ballooning
  • Jet Skiing
  • Kayaking & Canoeing
  • Motorcycle Tours
  • Paragliding
  • Rafting Trips
  • Rock Climbing
  • Sailing
  • Scuba Diving & Snorkeling
  • Skydiving
  • Storm Chasing
  • Surfing
  • Tubing
  • Water Parks
  • Water Skiing & Jet Skiing
  • Windsurfing
  • Cruises
  • Yacht Charters
  • Fishing Trips
  • Hunting Trips
  • Fitness & Weight Loss
  • Health Spas & Retreats
  • Spiritual
  • Yoga
  • Adult
  • Arena/Stadium
  • Auto Racing
  • Bars
  • Casinos & Gambling
  • Couples
  • Dance Clubs
  • Educational
  • Go Karting
  • Golf
  • Kids
  • Miniature Golf
  • Monuments
  • Museums
  • Music Venue
  • Night Clubs
  • Parks & Forests
  • Performing Arts
  • Sports Bar
  • Theme Park
  • Tickets
  • Water Parks
  • Birdwatching
  • Camel Riding
  • Eco Tours
  • Llama Trekking
  • Whale Watching
  • Wildlife & Safari Tours
  • Archaeology
  • Artisan & Trade Workshops
  • Cooking Classes & Wine Tasting
  • Cultural Experience
  • Folk Medicine
  • Gold Prospecting
  • Language Schools
  • Museums & Art Galleries
  • Personal Growth
  • Photography Workshops
  • Summer Camps & Programs
  • Survival Training
  • Tennis Lessons
  • Volunteer Vacations
  • Wine Tasting
  • Bicycle Rentals
  • Canoe & Kayak Rentals
  • Car Rentals
  • Jetski & Watercraft Rentals
  • Motorcycle Rentals
  • RV Rentals
  • Sail
  • Sailboat & Yacht Rentals
  • Dog Sledding
  • Skiing & Snowboarding
  • Snowmobiling
  • Snowshoeing
  • X-Country Skiing
  • Scenic Flights
  • Sight-Seeing Tours
  • Train Tours
  • Car & Van Shuttle Service
  • Destination Weddings
  • Passenger Ferry
  • Passport & Visas
  • Reservations
  • Tourism Center
  • Travelers Checks


Sailing Vacations in North America | Trips, Rentals & Lessons

Browse incredible sailing vacations & trips in North America, take a lesson or rent your own sail boat. Browse our sailing options in North America and plan your vacation. Also of Interest: boat charter | charter sailing | charter yacht | private sail | private sailing |