Sailing offers a unique way to experience the beauty and diversity of landscapes in the U.S. and Canada. Whether you’re navigating the tranquil waters of a sheltered bay or challenging the open sea, these destinations provide something for every sailor, from beginners to seasoned mariners. In this guide, we will explore some of the best sailing destinations across the U.S. and Canada, along with the cost of sailing in these regions and essential specifications you should be aware of before embarking on your journey.
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1. The Florida Keys, U.S.
Overview
The Florida Keys are a world-renowned sailing destination, offering warm waters, steady winds, and breathtaking scenery. The Keys stretch from Miami to Key West, with numerous anchorages and marinas along the way. The area is ideal for both day sails and extended cruising.
Sailing Highlights
- Key West: Famous for its sunsets and vibrant nightlife.
- Marathon: A great stopover for provisions and exploring the Seven Mile Bridge.
- John Pennekamp Coral Reef State Park: A must-see for snorkelers and divers.
Costs and Specifications
- Mooring Fees: $20-$40 per night depending on the location and season.
- Charter Costs: Bareboat charters start at around $2,500 per week for a 40-foot sailboat.
- Best Time to Sail: November to April.
2. San Juan Islands, Washington, U.S.
Overview
The San Juan Islands, located in the Pacific Northwest, are a haven for sailors seeking a mix of adventure and tranquility. The archipelago consists of over 170 islands, with Orcas Island and San Juan Island being the most popular.
Sailing Highlights
- Friday Harbor: A charming port town on San Juan Island with plenty of amenities.
- Orcas Island: Offers excellent hiking opportunities, including the climb to Mount Constitution.
- Whale Watching: The area is one of the best places to spot orcas in the wild.
Costs and Specifications
- Mooring Fees: $25-$50 per night.
- Charter Costs: Bareboat charters start at $3,000 per week for a 35-40 foot sailboat.
- Best Time to Sail: May to September.
3. Chesapeake Bay, Maryland/Virginia, U.S.
Overview
Chesapeake Bay is the largest estuary in the U.S., offering a vast expanse of navigable waters. The region is steeped in maritime history, with numerous historic towns, secluded anchorages, and wildlife.
Sailing Highlights
- Annapolis: Known as the “Sailing Capital of the U.S.,” Annapolis is home to the U.S. Naval Academy and a bustling sailing community.
- St. Michaels: A picturesque town with a rich history and maritime museum.
- Tangier Island: A remote island with a unique culture and dialect.
Costs and Specifications
- Mooring Fees: $20-$45 per night.
- Charter Costs: Bareboat charters start at $2,000 per week for a 35-foot sailboat.
- Best Time to Sail: May to October.
4. Newport, Rhode Island, U.S.
Overview
Newport is a historic sailing destination, famous for hosting the America’s Cup for many years. The waters around Newport offer challenging sailing conditions, making it a favorite among experienced sailors.
Sailing Highlights
- Narragansett Bay: Offers excellent sailing with numerous anchorages and scenic views.
- Newport Harbor: Known for its grand mansions and rich maritime history.
- Block Island: A popular destination for day trips, offering beautiful beaches and hiking trails.
Costs and Specifications
- Mooring Fees: $40-$60 per night.
- Charter Costs: Bareboat charters start at $2,800 per week for a 40-foot sailboat.
- Best Time to Sail: June to September.
5. Lake Huron’s North Channel, Ontario, Canada
Overview
The North Channel of Lake Huron is one of the finest freshwater cruising grounds in the world. It offers pristine wilderness, clear waters, and a multitude of islands to explore.
Sailing Highlights
- Manitoulin Island: The largest freshwater island in the world, offering secluded anchorages and quaint towns.
- Baie Fine: A fjord-like bay with crystal-clear waters and stunning landscapes.
- Little Current: The gateway to the North Channel, offering amenities and a welcoming community.
Costs and Specifications
- Mooring Fees: $20-$30 per night.
- Charter Costs: Bareboat charters start at around $2,200 per week for a 35-foot sailboat.
- Best Time to Sail: July to August.
6. Georgian Bay, Ontario, Canada
Overview
Georgian Bay, known as the “Sixth Great Lake,” offers over 30,000 islands to explore, making it a paradise for sailors. The area is known for its rugged beauty, with granite cliffs, pine forests, and clear waters.
Sailing Highlights
- Parry Sound: A popular starting point with several marinas and amenities.
- Beausoleil Island: A beautiful island in the Georgian Bay Islands National Park.
- The Thirty Thousand Islands: A maze of islands offering endless exploration opportunities.
Costs and Specifications
- Mooring Fees: $25-$40 per night.
- Charter Costs: Bareboat charters start at $2,500 per week for a 35-foot sailboat.
- Best Time to Sail: June to September.
7. The British Virgin Islands, U.S. & Canada
Overview
Although technically part of the Caribbean, the British Virgin Islands (BVI) is a premier sailing destination often included in North American itineraries. The BVIs are famous for their consistent trade winds, sheltered waters, and a variety of islands to explore.
Sailing Highlights
- The Baths on Virgin Gorda: Famous for its granite boulders and crystal-clear waters.
- Jost Van Dyke: Known for its lively beach bars and stunning anchorages.
- Anegada: A flat coral island with pristine beaches and excellent snorkeling.
Costs and Specifications
- Mooring Fees: $30-$50 per night.
- Charter Costs: Bareboat charters start at $3,500 per week for a 40-foot sailboat.
- Best Time to Sail: November to April.
8. Puget Sound, Washington, U.S.
Overview
Puget Sound, located in the Pacific Northwest, is a stunning region for sailing, offering a mix of urban and wilderness experiences. The waters are generally calm, making it an excellent choice for sailors of all skill levels.
Sailing Highlights
- Seattle: A vibrant city with numerous marinas and sailing clubs.
- Blake Island: A state park with beautiful anchorages and hiking trails.
- Port Townsend: A historic town known for its wooden boats and maritime festivals.
Costs and Specifications
- Mooring Fees: $20-$40 per night.
- Charter Costs: Bareboat charters start at $2,800 per week for a 35-foot sailboat.
- Best Time to Sail: May to September.
Essential Sailing Gear and Costs
Before setting sail, it’s important to have the right gear. Here’s a list of essential items and their approximate costs:
- Life Jackets (PFDs): $50-$150 each.
- Marine GPS/Chartplotter: $300-$2,000.
- VHF Radio: $100-$300.
- Sailing Gloves: $20-$50.
- Foul Weather Gear: $200-$600.
- Anchor and Chain: $150-$500.
- Dock Lines: $20-$50 each.
Conclusion
Sailing in the U.S. and Canada offers an incredible range of experiences, from the tropical waters of the Florida Keys to the rugged beauty of Georgian Bay. Each destination has its own unique charm, and with proper planning, you can make the most of your sailing adventures. Whether you’re chartering a boat or bringing your own, understanding the costs, local regulations, and sailing conditions will ensure a safe and enjoyable trip.
So, hoist the sails, catch the wind, and explore some of the best sailing destinations these two countries have to offer!
Happy Boating!
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