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Stamford to Orient Point by boat

Stamford to Orient Point

Distance - 63.5 Nm

Avg Speed
5 kts
10 kts
20 kts
30 kts
Time Estimate
12 hours, 42 minutes
6 hours, 21 minutes
3 hours, 11 minutes
2 hours, 7 minutes
Stamford to Orient Point

Stamford to Orient Point

Pilotage Plan: Stamford, CT to Orient Point, NY

Trip Overview
This captivating journey along the Long Island Sound leads you from the historic harbor of Stamford, Connecticut, to the serene shores of Orient Point, New York. Approximately 50 nautical miles, this route is perfect for cruisers looking for a blend of safety and beauty. As you navigate these waters, be prepared for stunning coastal scenery, craggy shorelines, and vibrant marine life.

Section 1: Leaving Stamford

As you cast off from Stamford, it’s crucial to get a good look at your surroundings. Keep an eye on the marked navigational aids, particularly the green and red buoys guiding you out of the harbor. Wait for the right tide and wind conditions—strong northerly winds can create uncomfortable seas as you head east.

Before departing, ensure you are familiar with the local regulations. Stamford has specific no-wake zones in its harbor, particularly near docks and marinas.

Section 2: Norwalk Islands

Once you've cleared the harbor, set your course toward the Norwalk Islands. This archipelago is your first opportunity for a safe harbor should the weather unexpectedly worsen. Head to Sheffield Island; it offers a chance to anchor in a protected cove and explore its lighthouse and nature trails. Always be mindful of the numerous rocks and shoals surrounding the islands—make good use of detailed charts and your GPS.

Section 3: South of the Sound - Westport to West Beach

Continuing eastwards, the coast of Westport comes into view. This area is picturesque, representing classic New England boating. While you won’t anchor here, it’s a good spot to cruise slowly and enjoy the waterfront homes and scenic views.

As you proceed, keep an eye out for Saugatuck Point, fill your gaze with its charming beach and recreational areas. Make sure to adhere to the local speed limits, especially during busy hours when boats are coming in and out.

Section 4: Native American Historic and Scenic Waters

As you venture onwards, you're now along the coast of Southport and Fairfield, which boast rich history. You may choose to take a detour into Fairfield Harborfor a brief respite if conditions change. The harbor offers good shelter, and you'll find inviting restaurants and local shops.

Section 5: Entering Long Island Sound

As you cross into open waters of the Long Island Sound, be cautious of larger vessels that frequent the area. Always stay aware of the traffic lanes and maintain a lookout for the Long Island Sound subway route.

The Execution Rocks Lightbecomes an important navigational aid as you approach, providing visual guidance. Be very mindful of the tidal currents here, which can be swift and change suddenly.

Section 6: The Approach to Orient Point

As you draw nearer to Orient Point, prepare for the magnificent sight of the lush green land dividing the Peconic Bay from the open waters of the Sound. This point is well-marked, and the light at Orient Point is a key aid in your navigation.

You’ll also find Orient Harbor, where you could take a break if necessary. The charming village offers visitor services, restaurants, and opportunities for excursions to the nearby wineries or bike rentals.

Final Considerations

This route requires proficient boat handling skills, attention to local marine traffic, and knowledge of tides and currents. Given its length and the potential for sudden squalls, it’s prudent to check the weather conditions frequently using a reliable boating app—Savvy Navvy is highly recommended for its user-friendly charts and real-time weather updates.

Even for seasoned sailors, the Long Island Sound can present challenges, so maintaining vigilance at all times is essential for a smooth and enjoyable journey.

As you navigate this picturesque route, remember that safety always comes first because enjoyable boating is best done with a good plan in place. Happy sailing!

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