Free cancellation

Private San Diego Sailing Cruise on a Classic Yacht for Small Groups

★ 5.0 (85 reviews) · By Sail Liberty

Escape the crowds and enjoy a more intimate sailing experience with the San Diego Sailing Cruise Small Group 6 Guests Classic Yacht. With just six guests aboard a classic 41-ft Friendship sloop, you'll feel like you're on a private yacht rather than a typical tour boat.

Captain Phil, a USCG-licensed skipper with 55 years of sailing experience, will take you out on San Diego Bay for a relaxing, personalized adventure. Whether you opt for an afternoon sail or stay for a breathtaking sunset, this cruise offers stunning views of the city skyline, Coronado Bridge, and the USS Midway, all without rushing or scripted narration.

Enjoy complimentary craft beer, California white wine, soft drinks, and snacks as you soak in the scenery. This experience is perfect for couples and travelers seeking an authentic, uncrowded way to explore San Diego’s waters.

Frequently asked questions

How long is the sailing cruise?

Each sailing experience lasts approximately 2.5 hours.

What is included in the cruise?

Your ticket includes soda, bottled water, snacks, beer, and white wine.

Is the boat accessible for all guests?

Yes, the yacht is wheelchair accessible, and infants or small children can ride in a pram or stroller.

Can I choose between an afternoon or sunset sail?

Absolutely. You can opt for a daytime cruise with open skies or a sunset sail to see the city lights come alive.

Do I need to pay for parking?

Paid marina parking is available at the departure point.

Is gratuity included?

No, gratuity for the captain is appreciated but not included in the price.

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 2.5 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 2.5 hours
Languages English
Group size Up to 6 guests
Ages allowed Infants (0–1), Children (2–17), Adults (18–90)
Accessibility Wheelchair accessible; Infants and small children can ride in a pram or stroller

What's included

Included

  • Soda/Pop
  • Bottled water
  • Snacks
  • Beer, White Wine

Not included

  • Gratuities
  • Parking

Itinerary

  1. Stop 1 Pass by

    Sail around the Star of India, the world's oldest active sailing ship, docked at the Maritime Museum of San Diego.

  2. Stop 2 Pass by

    Pass under the bow of the USS Midway aircraft carrier for a close-up view of this historic vessel and the aircraft exhibits at the Midway Museum.

  3. Stop 3 Pass by

    Enjoy views of Seaport Village, a lively waterfront area with shops, dining, and entertainment, perfect for a leisurely stroll or a quick bite.

  4. Stop 4 Pass by

    Explore Coronado Island’s beaches, historic Hotel del Coronado, and charming shops in Coronado Village. Outdoor activities like biking and kayaking are also options.

  5. Stop 5 Pass by

    Drive over the iconic Coronado Bridge, offering panoramic views of the city skyline, bay, and naval ships.

  6. Stop 6 Pass by

    Pass by the Rady Shell at Jacobs Park, a stunning waterfront concert venue with views of the bay and skyline, hosting performances by the San Diego Symphony.

  7. Stop 7 Pass by

    View the San Diego Convention Center, a modern waterfront venue hosting major events, with scenic outdoor spaces and easy access to downtown.

Meeting point & pickup

Meet at the starting point

Our departure point is located at:
Safe Harbor Sunroad Marina
955 Harbor Island Drive, San Diego, 92101.
Gate #1 Docks A-D

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Cancellation & confirmation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • 100% refund if cancelled at least 1 day before
  • 0% refund if cancelled within 1 day
  • May be cancelled due to bad weather
  • May be cancelled if there are not enough travelers

Instant confirmation

Your booking is confirmed immediately after checkout.

From $125.00 per person

Infant Age 0–1
0
Child Age 2–17
0
Adult Age 18–90
1
  • Free cancellation
  • Secure checkout with our booking partner

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