Adventure Collective
Sailing & Swimming with Sterling Sails in San Diego - San Diego

Sailing & Swimming with Sterling Sails in San Diego

San Diegoeasy

Difficulty

easy

Duration

3 hours

Fitness Level

Suitable for most fitness levels; minimal physical effort required beyond comfortable swimming and light paddling.

Overview

Discover the thrill of sailing combined with a refreshing swim on Shelter Island. Sterling Sails offers a laid-back, family-friendly water adventure ready for your next outing in San Diego. Dive into the city’s coastal lifestyle today!

San Diego, California

3 hour Sail & Swim

Private Charter • Up to 6 People • All Ages • Everything included

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About This Adventure

Experience the best of both worlds with a 1.5-hour sailing adventure followed by an hour of refreshing swimming in Shelter Island. Enjoy paddle boarding, complimentary snacks, and drinks while relaxing on board. This unique outing combines relaxation and fun, making it a memorable day on the water for everyone!

Spend 1.5 hours sailing and 1 hour swimming in Shelter Island

Duration

3 Hours

About

Some people want to sail, some want to jump in the water. You don't have to choose. You can do both! We even have paddle boards available for you to play with in the water!

Included

  • Soda, water, champagne, and snacks are available (gluten-free and vegan snack options).
  • There is a refrigerator, a restroom, and speaker on board.
  • There are plates, cups, hand sanitizer, and bottle openers available for use.

Not Included

Towels, Tips

Important

All children ages 12 and under must wear a lifejacket on board at all times.

Adventure Tips

Dress for comfort and sun protection

Bring lightweight, sun-safe clothing, a hat, and sunscreen for a worry-free day on the water.

Arrive early to enjoy the best views

Getting to the dock early allows you to settle in and start your sail with ample time for photos.

Secure personal belongings

Use waterproof bags or secure pockets to keep valuables safe while swimming or paddleboarding.

Hydrate regularly during the trip

Bring extra water to stay refreshed while enjoying the sun and ocean breeze.

Local Insights

Wildlife

  • pelicans
  • sea lions

History

Shelter Island has been a hub for boating and maritime activities since the early 20th century, making it a historic spot for water recreation.

Conservation

Sterling Sails emphasizes eco-friendly practices by maintaining marine safety standards and encouraging responsible water use to preserve San Diego’s coasts.

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Adventure Hotspots in San Diego

Frequently Asked Questions

Recommended Gear

Swimsuit

Essential

Worn during swimming and paddleboarding to stay comfortable and dry quickly.

summer specific

Sunscreen

Essential

Protects your skin from UV rays during exposure to the sun on deck and in the water.

spring/summer specific

Hat and sunglasses

Essential

Helps shield your face and eyes from direct sunlight.

spring/summer specific

Water shoes or flip-flops

Useful for walking around the dock or on rocky beaches, providing comfort and grip.

all seasons specific