San Diego Sailing Adventures with Sterling Sails - San Diego

San Diego Sailing Adventures with Sterling Sails

San Diegoeasy

Difficulty

easy

Duration

2 hours

Fitness Level

Suitable for all fitness levels; mostly seated or relaxed standing during the sail

Overview

Set sail on San Diego Bay with Sterling Sails for a private 2-hour charter led by Captain Liz. Whether a sunset cruise or a special occasion, this trip delivers stunning vistas and local maritime history up close.

Details

San Diego Bay offers a vibrant maritime playground framed by the glowing city skyline, historic naval landmarks, and the endless Pacific horizon. Sterling Sails provides an intimate way to engage with this aquatic landscape aboard their immaculate sailboat, the Mojave. Located at Marina Cortez, this San Diego-based company specializes in private 2-hour sailing charters guided by the only female captain offering such experiences locally — Captain Liz. Her knowledge of the bay’s geography, history, and naval significance transforms a simple boat ride into a personalized waterfront journey.

Each cruising opportunity with Sterling Sails offers more than a sail; it's a rhythmic glide through landmarks like the USS Midway aircraft carrier, the iconic Hotel Del Coronado, and the bustling harbor where local wildlife frequently appears. The Mojave shines with its meticulously maintained wooden decks, crisp white sails, and an inviting atmosphere complemented by thoughtfully curated snacks and a sound system for guests to set their own soundtrack. Whether you’re seeking a romantic sunset proposal setting or a friendly gathering with family, Sterling Sails crafts a seamless, memorable experience.

The company’s reputation is built on Captain Liz’s warmth and professionalism, with guests lauding her engaging storytelling about the San Diego Bay’s maritime history and her personal sailing adventures. Sterling Sails isn’t just about transportation on water; it’s a direct connection to San Diego’s coastal environment that honors both the natural elements and local culture. Their carefully timed trips catch the fading sun or the shimmering city lights, making each voyage uniquely spectacular.

For travelers drawn to outdoor experiences that combine comfort, authenticity, and a touch of seaside magic, Sterling Sails offers a standout adventure on the water. This isn’t just a sail—it’s your front-row seat to San Diego’s coastal character, expertly captained and ready to welcome new guests.

Adventure Tips

Book Sunset Trips Early

Sunset slots fill up quickly; reserve ahead to secure the best views of San Diego’s waterfront glow.

Dress in Layers

Even in summer, breezes on the water can be cool—bring a light jacket or windbreaker.

Bring Motion Sickness Remedies

If new to sailing, consider motion sickness prevention for smoother comfort on the open bay.

Charge Your Phone

The captain often takes guest photos—make sure your phone battery is ready to capture the moment.

Local Insights

Hidden Gems

  • The less-trafficked coves near Harbor Island ideal for spotting sea lions resting on the rocks.
  • Views from the water of the historic Point Loma lighthouse, best seen up close by boat.

Wildlife

  • California sea lions which often sunbathe on floating docks.
  • Pelicans and cormorants diving for fish in the bay’s rich waters.

History

San Diego Bay has been a strategic naval port since the early 20th century, with landmarks like the USS Midway reflecting its military past.

Conservation

Sterling Sails prioritizes sustainable boating practices by minimizing fuel use and encouraging wildlife respect throughout the bay.

Frequently Asked Questions

Photography Tips

Best Times

Golden hour at sunset
Early morning light
Blue hour

Best Viewpoints

  • Aboard the Mojave looking toward downtown San Diego
  • Near the USS Midway aircraft carrier
  • In front of Hotel Del Coronado

What to Photograph

San Diego skyline
Historic ships and naval vessels
Sunset reflections on the water

Recommended Gear

Windbreaker or Light Jacket

Essential

Critical for staying warm and comfortable against coastal breezes during your sail.

all specific

Sunglasses

Essential

Protects your eyes from reflective sunlight bouncing off the water.

summer|spring|fall specific

Camera or Smartphone

Essential

For capturing scenic views and memorable moments aboard the Mojave.

all specific

Non-slip Footwear

Essential

Ensures stable footing on wet or uneven boat decks during your sail.

all specific

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