Book Your Next Sailing Adventure Call +1 619-297-7426

Rum Runner Sailing Trip

The Rum Runner’s Sail is a unique way to witness the San Diego Bay and investigate a few of San Diego’s favorite bar/restaurants and their signature drinks. We will make 2 stops at to spots and have a concoction at each, then sail off to investigate another of the Captain’s favorite haunts.

This is a great way to celebrate:

  • Bachelor/Bachelorette parties
  • Birthday parties
  • Anniversaries of any kind

Plus, you can check out some of San Diego’s premier restaurants with outstanding food and views.

The Rum Runner Cruise is a 3 ½ hour expedition! We’ll be sailing from our dock for parts unknown… ok, maybe they’re known but definitively notorious. Call us anytime for departure times and details! This is considered an awesome sail but we need at least 4 scallywags to book.

First, we’ll sail toward downtown San Diego and Coronado. We’ll make a stop at a local pub and inspire you with a classic, refreshing drink with a little Captain Morgan.

Rum RunnerNext, we’ll sail to two of three other bars: C- level lounge on Harbor Island (for a shot/drink to head off the spins) or, we can sail west to the “Bali Hai” for the world famous Mia Tia (for the brave at heart) or Jimmy’s world famous Gastro Pub where we’ll try not to get “3 sheets to the wind”.

After you’ve sampled your fill, we’ll sail back thru Smugglers Corridor to our slip to finish off one more successful Rum Run! A great time had by all!

So grab your friends and head out for an memorable adventure!

Bars are subject to change while on the trip, or maybe not. You’ll have to come with us to find out!

Cost $125.00 pp includes a drink at each bar, gratuity not included.
For the designated driver price is only $90 pp

Minimum 6 Guests if Sailing Friday, Saturday or Sunday
Minimum 4 Guest if Sailing Monday to Thursday

"We love groups of 6 or more and will accommodate you through our bareboat program. Call for details"

Rum Runner


2051 Shelter Island Drive, San Diego, CA 92106 | Call +1 619-297-7426 | Email:

Crafted with in San Diego by Creatively Disruptive © 2016