Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!

Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!

With Captain

100% refund within 5 days of your trip
  • Looks Good

    This date is available.

Classic Westsail sailing vessel set up for true wind-powered cruising, suited to relaxed, traditional under-sail outings on San Diego’s bay and nearby waters.
Trips include a dedicated captain, so guests can relax and enjoy the traditional sailing experience without needing any prior boating skills.
Renters say this listing is great for:
SightseeingSunset CruisingCouplesRelaxation
Was this useful?
AI Overview

Owner's Description

The Best San Diego Boating is a true Sailing Experience, so catch the breeze... "Riding the waves in style: setting sail with serenity. Powerboats? They're for the fast lane, LOUD and BOUNCY!!. Sailing is Pure bliss." Craving a one-of-a-kind ocean adventure? Look no further! Plan your PRIVATE Sail Tour on our spacious and stable American ‘CLASSIC’ monohull sailboat. Plenty of room for everyone to explore. Our vessel features a traditional ‘BOW SPRIT’ platform, offering a unique stand-over-water experience reminiscent of the ‘Titanic’ movie. Create memories of a lifetime with us! Price includes Captain and fuel, but does not include gratuity, which is much appreciated :) *Special discounts may apply. You never know if you don't ask, we may say YES!!!

Optional Add-ons

These options can be added during checkout.

Weekend Sunset Times

$20 per person

Kelly

Kelly

10 total bookings
Capacity
6 guests
Sailing
Cruising Monohull
  1. Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!
  2. Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!
  3. Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!
3 photos have been added by reviewers who booked this listing.
Kelly

Kelly

10 total bookings

Features & Details

  • Westsail
  • 43’ Sailboat
  • Capacity: 6 people max

Safety Equipment

Life Jackets (1)

Guest Amenities

BBQ
Oven
Toilets (1)

Leisure & Entertainment Equipment

Bluetooth
Sound System

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

Street Address For Arrival

955 Harbor Island Drive
San Diego, California, 92101
United States
Departure Location

Departure Location

Same as Street Address

Cancellation Policy

Free cancellation up to 5 days before your trip.

Additional Terms & Information

If canceled due to small craft advisory weather or other safety concerns, you will be refunded or offered another date

Similar Listings

12 passengers:  Explore San Diego Bay on a Luxury Sailing Catamaran
Sailing in San Diego · 12 guests

12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

5.0
$330/hour
Come sail away on this Jeanneau 58' Sailboat in San Diego
Sailing in San Diego · 6 guests

Come sail away on this Jeanneau 58' Sailboat in San Diego

4.8
$400/hour
42ft Catalina MkII Sailing Yacht in The San Diego Bay, California
Sailing in San Diego · 6 guests

42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

5.0
$285/hour
Premium Sunset Sailing on a True WestSail 43ft Yacht
Sailing in San Diego · 6 guests

Premium Sunset Sailing on a True WestSail 43ft Yacht

5.0
$200/hour
Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!
Sailing in San Diego · 6 guests

Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!

5.0
$450/hour
With Captain
  • Hourly Only
  • With Captain Only