Planning your spring break in San Diego this year? If you’re looking for a fun, memorable activity for the whole family, we’ve got you covered.
San Diego is known for its beautiful beaches, vibrant downtown, and endless sunshine, but one of the best ways to experience the city is from the water.
This spring break, step aboard a sailboat and see San Diego from a whole new perspective.
Set Sail with Sail San Diego
Join us for an unforgettable family-friendly sailing adventure in San Diego. Our private sailing charters offer the perfect way to relax, explore the coastline, and enjoy time together on the water.
From the deck of your sailboat, you’ll take in iconic views of downtown San Diego, the harbor, and Coronado Island.
We offer several San Diego sailing experiences, including:
- Morning sails
- Midday sails
- Sunset sails
- Whale watching charters
Our charters depart seven days a week with multiple departure times throughout the day, making it easy to fit sailing into your spring break itinerary.
Even better? Every charter includes cold drinks and light snacks, so you can simply relax and enjoy your time on the water.
We’re located on the scenic Shelter Island, in the beautiful Point Loma neighborhood, where you’ll experience the laid-back Southern California lifestyle before you even step aboard.
Which Sailing Charter Is Right for You?
No matter your schedule or travel style, we have a sailing experience that’s perfect for your family. The best part? All ages are welcome.
Morning Sail:
Start your day on the water.
- 2 hours on the water
- Leisurely sail around San Diego Bay
- Cold drinks included + snacks
- Available as a ticketed or private charter
Midday Sail:
Our local favorite and one of the best times of day to sail.
- 3 hours on the water
- Peak sailing conditions
- Opportunity to spot active wildlife
- Beverages (beer, sodas, water) and light snacks included
- Sail through the bay and into the open ocean
- Book a ticketed sail (1-6 passengers) or book a private boat (12-22 passengers)
Sunset Sail:
Our top-selling experience.
- 3 hours on the water during golden hour
- Stunning San Diego sunset views
- Enjoy happy hour from the water
- See the downtown skyline from your own sailboat
- Book a ticketed sail (1-6 passengers) or book a private boat (12-22 passengers)
Whale Watching Sail:
A more intimate whale watching experience than traditional tours.
- 3.5 hours on the water
- Small-group sailing adventure
- Opportunity to see migrating whales and other marine life
- When conditions allow, we sail without using the motor for a quiet, peaceful experience
- Book a ticketed sail (1-6 guests) or book a private boat (up to 12 passengers).
Why Sailing Is One of the Best Spring Break Activities in San Diego
Still deciding how to spend your spring break? Here are a few reasons sailing should be at the top of your list.
Incredible Sunset Views
The western side of Point Loma is famous for its spectacular sunsets. Watching the sun dip below the horizon from a sailboat is truly unforgettable.
Active Marine Wildlife
The waters around San Diego are full of marine life. During your sail, you may spot dolphins, sea lions, seabirds, and seasonal whales.
Calm, Protected Waters
San Diego Bay offers calm and protected waters, making it perfect for relaxing, family-friendly sailing experiences.
What to Do After Your Sail?
Once you’re back on land, there are plenty of great spots nearby to continue your San Diego experience.
Grab Fresh Seafood
A local favorite, and the spot we recommend to our guests, is Mitch’s Seafood.
This casual waterfront restaurant is known for its incredibly fresh seafood and authentic local vibe.
Enjoy a Famous Mai Tai
Looking for a fun, happy hour spot? Head over to Bali Hai Restaurant for their legendary Mai Tais and panoramic views of the harbor.
Stay Nearby on Shelter Island
If you’re still searching for the perfect place to stay during spring break in San Diego, several great hotels are located right on Shelter Island, including:
Make This Spring Break Unforgettable
If you’re planning spring break in San Diego, don’t miss the chance to experience the city from the water.
Sailing offers the perfect mix of relaxation, adventure, and incredible scenery, making it a must-do family activity this spring break.
We’d love to welcome you aboard and help make this spring break one for the books!
