North America Sailing Vacations

North America Sailing Travel Guide

• North America Overview
• North America Hotels
• North America Attractions
• North America Feature Articles
• North America Vacation Rentals

Other Guides for North America

Active and Adventure Guide
• Aerial Sports
• Biking
• Caving and Canyoneering
• Climbing
• Hiking and Backpacking
• Paddling
• Skiing
• Snow Sports
• Beach Guide
  • Kiteboarding
  • Sailing
  • Scuba Diving
  • Snorkeling
  • Surfing
  • Windsurfing
• Family Guide
• Parks and Outdoors Guide
  • Camping
  • Fishing
  • Horses and Riding
  • Nature
  • Road and Rail Journeys

Top Sailing Destinations In North America

• Martha's Vineyard, MA
  
• San Diego, CA
  
• Hilton Head Island, SC
  
• Bellingham, WA
  
• Corolla, NC
  
• Port Townsend, WA
  
• Newport Beach, CA
  
• Popham Beach State Park, ME
  
• San Juan Islands, WA
  
• Siesta Key, FL
  

Travel Guides In North America

• Fort Myers, Sanibel and Captiva, FL
  • Family Guide
• San Diego, CA
  • Beach Guide
  • Family Guide
• Berkshires, MA
  • Active and Adventure Guide
  • Family Guide
• Kauai, HI
  • Beach Guide
  • Family Guide
• Santa Barbara, CA
  • Beach Guide
  • Family Guide
• St. Louis, MO
  • Family Guide
• Yellowstone National Park, WY
  • Parks and Outdoors Guide
  • Active and Adventure Guide
  • Family Guide
• Pere Marquette River, MI
  • Parks and Outdoors Guide
• San Simeon Beach State Park, CA
  • Beach Guide
• Scarborough, ME
  • Beach Guide

World Sailing Regions

• Caribbean
• Central America
• North America

Beach Travel Destinations

• United States
  • Mid-Atlantic
  • Mountain West
  • Northeast
  • Pacific Coast
  • Southeast
• Caribbean
  • Anguilla
  • Antigua and Barbuda
  • Aruba
  • Bahamas
  • Barbados
  • British Virgin Islands
  • Cayman Islands
  • Dominica
  • Dominican Republic
  • Grenada
  • Jamaica
  • Netherlands Antilles
  • Puerto Rico
  • St. Kitts and Nevis
  • St. Vincent and the Grenadines
  • Turks and Caicos
  • U.S. Virgin Islands
• Central America
  • Belize
  • Costa Rica
  • Honduras
  • Nicaragua
  • Panama

North America Sailing Destinations

• United States

Feature Articles

• Acadia National Park
  outside
  Set Sail on Maine's Rocky Coast
• Cabo? Sure. But Not That Cabo.
  outside
  La Ventana and Los Barriles
• Avast Ye, Matey — Find Your Own Damn Cove
  outside
  The Maine coast has more landmarks than names. Much to the delight of possessive types.
• O My Preppy Soul!
  outside
  Hours from anywhere but on the edge of nowhere, the rough Down East passages welcome the well heeled and unpedigreed alike
• Treasure Island
  outside

Trip Ideas

• True North: Active Safaris across Alaska

Practical Advice

• A Sailing Primer
  Sail through the planning of a windswept vacation
• The Bareboat Way of Knowledge
  outside
  Learning to become the captain of your own fate.

GORPTravel Trips

• 
  Sailing in Newfoundland - Fjords, Bays and Tickles
  Canadian Sailing Expeditions
  from $1303, 4-10 days
  This place is a land like no other. It's the far east of the western world, with thousands of islands, coves, guts and bays that exude a strange and...
  
• 
  Maine: Coastal & Island Exploring
  Country Walkers
  from $2298, 5 days
  The presence of the sea - its eternal, rhythmic crashing against a craggy shore - provides the staging for our Maine encounter. Perhaps nowhere else...
  
• 
  Alaska & Russia Voyage: In Harriman’s Wake
  Adventure Life Voyages
  from $17149, 25 days
  In 1899, America's most powerful railroad mogul, Edward Henry Harriman, organized and funded what was to become the most significant scientific...
  
• 
  Sailing in Nova Scotia - Lighthouses & Coastal Colours
  Canadian Sailing Expeditions
  from $2106, 7-10 days
  Nova Scotia, the "sea bound coast" is a perfect cruising destination. Dotted with mysterious coastal islands, and ubiquitous long sandy beaches, an...
  
• 
  Sailing in Quebec - The Gateway to the New World
  Canadian Sailing Expeditions
  from $2106, 7-10 days
  Affectionately known as la belle province ("the beautiful province"), Quebec is where this historic journey takes place. We begin in the winding...
  

• See All North America Articles »
• See All Sailing Articles »

Attractions

Recommended for:

Good For SAILING

Beach Expert Rating

5.0 out of 5

Traveler Rating

Not Yet Rated

Recommended for:

Good For SAILING

Beach Expert Rating

5.0 out of 5

Traveler Rating

Not Yet Rated

Recommended for:

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Hotels

GOOD FOR SAILING

Azul Key West
907 Truman Avenue
Key West , FL

Hotel Class: Not Yet Rated

Beach Expert Rating

5.0 out of 5

Traveler Rating

Not Yet Rated

Recommended for:

• View More Photos

from: $189

GOOD FOR SAILING

Casa Monica Hotel, a Kessler Hotel
95 Cordova Street
St Augustine, FL

Hotel Class:

Beach Expert Rating

5.0 out of 5

Traveler Rating

Not Yet Rated

Recommended for:

• View More Photos
• Virtual Tour

from: $194

GOOD FOR SAILING

Clearwater Beach Marriott Suites on Sand Key
1201 Gulf Boulevard
Clearwater Beach, FL

Hotel Class:

Beach Expert Rating

5.0 out of 5

Traveler Rating

Not Yet Rated

Recommended for:

North America Sailing Destinations

North America Beach Travel Guides

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