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Halloween

Halloween Spooky Sail

A 2.5-hour Halloween party on San Diego Bay: a costume contest, a Halloween-themed dance floor, themed drinks, treats, and maybe a few tricks.

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Tickets go fast for holiday cruises.

Excellent · 2,033 Google reviews

Guests in costume on Triton’s Halloween cruise
When Halloween2–4:30pm or 5–7:30pm
Where Shelter Island2700 Shelter Island Dr
How long 2.5 hoursTwo sailings
Dress code CostumesCostume contest on board
Bean bags and seating on Triton’s deck

Your Spooky Sail Includes

On board

  • Costume contest
  • Halloween-themed dance floor
  • Treats, and maybe a few tricks
  • 2.5 hours on San Diego Bay

At the bar

  • Halloween-inspired cocktails
  • Beer, wine and spirits
  • Bring your own snacks
Get ticketsDrinks sold separately.
Excellent ★★★★★ Based on 2,033 reviews Google
Google review by Marie McCarron Marie McCarronSunset Cruise G

Such a fun night with a wonderful attentive crew. The Yacht was immaculate and spacious. The highlight was the musical entertainment on board during our sunset cruise (besides the views).

Google review by Kathy KathyYacht Rental G

Absolutely amazing time! The crew was great as well!! Highly recommend!

Google review by Coranne Johnson Coranne JohnsonHarbor Cruise G

Beautiful view of the city and friendly staff

Google review by A F A FHarbor Cruise G

Great experience on the Triton catamaran! The afternoon voyage had live music and the drinks onboard didn’t disappoint. You can bring your own snacks and food as well. Bathrooms were very clean. The crew was super attentive and friendly.

Google review by Francesca Nantista Francesca NantistaHarbor Cruise G

Enjoyed our trip around the bay!

Google review by Julia Ozkaya Julia OzkayaHarbor Cruise G

If you want to say, 'Yes, I’m living in beautiful San Diego, enjoying the sailing, and appreciating every moment,' then reserve your spot on Triton Charters!

Google review by Nicole Carminucci Nicole CarminucciHarbor Cruise G

Boat crew was really nice and helpful. The live music was great vibes!

Google review by Margot Suarez Margot SuarezSunset Cruise G

Great experience!! I was showing my cousin around San Diego and booked the sunset tour. She was blown away at the experience! The boat was clean, with friendly crew and beautiful.

Google review by Felice Szeto-Wong Felice Szeto-WongYacht Rental G

We were worried it was going to rain on our sail date, but the clouds went away for a few hours so I could share the beautiful San Diego Bay with my coworkers who were in town (most from East Coast where it’s currently snowing and cold).

Google review by Sherri B Sherri BHarbor Cruise G

It was a great boat trip. Scenery was beautiful and the staff very friendly and helpful.

Sean W.Yacht Rental Yelp

Triton Charters is definitely the largest catamaran yacht rental I’ve done in San Diego. Crew was super awesome and the Captain provided us with a smooth sail start to finish. Wonderful!

Devon J.Yacht Rental G

We were looking for a large boat rental in San Diego and found Triton Charters. We had almost 100 people and there was plenty of seating and space. We will be back!

The Spookiest Sail in San Diego

Dress up

Costume Contest

Wear your best costume. The contest runs on every sail, so come ready to win.

Dance

A Halloween Dance Floor

Themed décor and music on the dance floor, with the bay all around you.

Drink

Themed Cocktails

  • Halloween-inspired cocktails
  • Beer, wine and spirits
  • Bring your own snacks
  • Treats on board

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Your 2.5 Hours on the Bay

The same route as our harbor cruise, from Shelter Island out past North Island, under the Coronado Bridge and home along the Embarcadero.

  1. Board at Shelter Island

    Arrive at least 30 minutes before departure. Meet the captain and crew, find a seat, and get your first drink from the bar.

  2. Sails up in the bay

    Out into open water off Shelter Island, where the crew raises the sail if the wind allows.

  3. Past the naval base

    Naval Air Station North Island, home port for aircraft carriers. Navy ships, helicopters overhead and naval operations up close, with the downtown skyline across the water.

  4. Under the Coronado Bridge

    Directly beneath it and back again — the photograph everyone takes, and the one worth taking.

  5. Turn south of the bridge

    Triton turns just past the Coronado Bridge for the run home. Sea lions and dolphins alongside the boat if you are lucky.

  6. Back to the dock

    Back along the Embarcadero past the USS Midway, Portside Pier and the Star of India.

Illustrated map of San Diego Bay, from Shelter Island to the Coronado Bridge
Map data © OpenStreetMap

That’s the cruise.

Two and a half hours on San Diego Bay.

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Take Our 3D Tour

Walk the decks before you book.

Halloween Cruise Questions

What times are the sails?

Two sailings: 2 to 4:30pm and 5 to 7:30pm.

Can we bring food?

Yes, bring your own snacks. Drinks come from the bar.

How long is the cruise?

Two and a half hours on San Diego Bay.

Where do we board?

At 2700 Shelter Island Dr, San Diego, CA 92106, on the commercial dock next to Sail San Diego. Please arrive 30 minutes before departure.

Can we bring our own drinks?

No. Triton has a full bar on board and outside drinks aren’t allowed. See the drink menu.

What payment do you accept?

All major credit and debit cards. We don’t accept cash or checks.

What is the cancellation policy?

For special and holiday ticketed events we need 72 hours’ notice. Cancel at least 72 hours before departure for a full refund; no refunds are issued within 72 hours of the start time. You can reschedule to a regular ticketed cruise instead, but we can’t refund the price difference.

Join the Spooky Sail

Costumes on, drinks up, and the bay after dark. Grab your tickets.

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Halloween Spooky Sail2–4:30pm or 5–7:30pm

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