This was my first trip to San Diego and first time sailing. Hands down this was the best part of the trip! The views and boat were beautiful to see, the drinks/snacks were delicious, and a baby whale even paid us a visit too. Read more…
Sunset Cruise in San Diego
Unforgettable San Diego Sunset Cruise — Sail in Style on the Bay
Family-Friendly Cruise
Unforgettable Sunset Sail
Small Tour Groups
Premium San Diego Sunset Sailing Adventure
Step aboard the beautifully restored vintage yacht “Liberty” for a sunset cruise like no other. Sink into cushioned seats, play your favorite tunes, and soak in the panoramic views of San Diego Bay as the sky turns gold. Want to be hands-on? Take the helm and feel the thrill of sailing under the guidance of Captain Philip, a U.S. Coast Guard Licensed Master with 45+ years of experience.
Our all-inclusive 2.5-hour cruise features complimentary beer, white wine, soft drinks, and snacks. Liberty’s gleaming wood accents, cozy cabin, and spotless facilities set the scene for an evening you’ll treasure. Whether you’re celebrating or simply unwinding, this is San Diego’s finest sunset cruise — and memories are guaranteed.
Why Guests Love Our Sunset Cruise
Point Loma Sunset
Watch vibrant colors streak the sky as the sun sets behind Point Loma.
Escape the Crowds
Only six guests per cruise—enjoy peace and privacy with no large tour groups.
Stunning Skyline Views
Glide across the harbor and see San Diego’s skyline at its most beautiful.
Wildlife Watching
Spot playful sea lions, dolphins, and local birds as you sail.
Transparent Pricing
Choose your ideal bay adventure:
- $135 per adult – shared cruise (up to 6 guests)
- $810 – private charter, exclusive for your group
Pricing includes all beverages, snacks, and a personalized sunset sailing experience.
Year-Round Sailing — Book Your Spot
Sailing Days: Thursday–Monday
Cruise Duration: 2.5 hours
Departure: Timed daily with sunset—see our booking calendar for exact times
Season: All year long
San Diego sunsets are beautiful year-round. For warmest evenings, try spring or summer; for vivid skies and tranquil waters, fall and winter are ideal.
Where to Board
Safe Harbor Sunroad Resort Marina
955 Harbor Island Drive, Docks A–D, San Diego, CA
View map
Please arrive 15 minutes early to ensure a smooth check-in.
What’s Included
Relax—everything you need is onboard:
- Complimentary soft drinks, bottled water, beer, and white wine
- Packaged snacks
- Bluetooth music system
- Cushioned seating, clean restrooms, and a welcoming captain
What to Bring
For the best experience, don’t forget:
- Light jacket for cool bay breezes
- Soft-soled shoes
- Sunglasses & sunscreen
- Hat or cap
- Your sense of adventure!
Reserve Your Private Sail
Why Choose Us?
With countless boat tours available, here’s why our sunset cruise stands out from the rest:
Sail on a One-of-a-Kind Yacht
Sail Liberty, a classic Friendship sloop you won’t find anywhere else in San Diego.
Small Group, Big Comfort
Just six guests for a relaxed, intimate vibe
Family-Owned & Local Expertise
- Support a small, family-run team passionate about sailing and San Diego’s bay.
Meet Your Captain
Captain Philip brings decades of local sailing knowledge, hospitality, and storytelling to every cruise.
A U.S. Coast Guard Licensed Master with more than 45 years of sailing experience on the Pacific Ocean and beyond.
Captain Philip is not just your guide, he’s your storyteller, navigator, and host.
When you sail with San Diego Sailing Adventures, you’re not just boarding a boat, you’re joining Captain Philip on a journey he’s genuinely passionate about.
Perfect for Every Occasion
Our sunset cruises are ideal for:
- Romantic dates or proposals
- Birthdays, anniversaries, and family outings
- Engagement photoshoots
- Relaxation and self-care
Want a private celebration? Book a private charter and let us help you create your dream sunset event on the water.
Trust & Peace of Mind
Your safety and satisfaction matter. If your cruise is canceled due to weather, you’ll receive a full refund or be rescheduled at your convenience. See our Contact Us page for details or to ask about special requests.
See Why Guests Consistently Rate Us 5-Stars
“Absolutely magical sunset experience! Captain Philip made us feel like family.” – Maria, San Diego
“The best way to see the bay—intimate, relaxing, and truly memorable!” – James, Mission Hills
Ready to Sail into the Sunset?
Don’t just watch the sunset—experience it from the deck of San Diego’s most charming yacht, with a glass of wine and the city skyline as your backdrop. Limited to just 6 guests per cruise. Book your spot now before we fill up!
Click the tabs to find out more info
Trip Details
Trip Details
Price
- $135 per adult
- $810 private
Departure time
Varies according to sunset, please see our booking calendar for up to date departure times
Meeting point
Safe Harbor Sunroad Resort Marina, 955 Harbor Island Drive Docks A-D
[ttbm-map term=”where-to-find-us”]
Season
All year round
Days
Thursday through to Monday
Duration
2.5 hours
Group size
Minimum 2, maximum 6
Included
- Soft drinks
- Water
- Packaged snacks
- White wine
- Beer
Not included
Gratuity
What to bring
- Light jacket
- Soft-soled shoes
- Hat/cap
- Sunglasses
- Don’t forget your sunscreen!
About your guide
U.S Coast Guard Licensed Captain with 35 years experience
Overview
Just before dusk, you will board our 1904-styled Friendship sloop. We will depart the dock, hoist the sails and take in the many sights and sounds of San Diego Bay such as the Maritime Museum ships, the Coronado Bridge, various military vessels. Feel free to take the helm and steer the boat, pull some ropes, or just sit back, relax and enjoy the soft breeze, the lapping sounds of the water, and the brilliant colors of the sunset.
Take Our Guests’ Word For It
Our ride with Captain Philip was great, he was very accommodating and allowed us to reschedule for the sunset ride as the afternoon weather wasn’t ideal. We had a great relaxing sail in the harbor and soaked in the views…
The weather was amazing and the quiet sail was just the environment for conversation and two years of catch up. The sights were so lovely seen from the bay. Can’t recommend this highly enough.
Phenomenal – Captain Phil is a master captain who provides a beautiful, safe, memorable, sailing experience in a unique, exquisitely maintained vintage sloop.
Amazing tour! We had a blast and couldn’t have asked for a better captain! Phil loves what he does and it shows! We learned so much about the area as well! Absolutely beautiful 🙂
Discover Our Other Adventures
Afternoon Sail
Private Charter
Frequently Asked Questions
Not at all! Whether you’re a seasoned sailor or it’s your first time on a boat, our sunset boat cruise is smooth, relaxing, and beginner friendly. Feel free to steer the boat or just sit back and enjoy the ride.
We provide a selection of drinks and snacks, but yes, you’re welcome to bring additional food, a special bottle of wine, or even a birthday cake for celebrations aboard your sunset yacht cruise.
Absolutely. With peaceful waters, glowing sunsets, and a charming yacht as your setting, this is one of the most romantic ways to celebrate a milestone in San Diego. Private charters are ideal for engagements and anniversaries.
San Diego usually offers perfect sailing weather, but if unsafe conditions arise (like heavy rain or high winds), we’ll reschedule your sunset tour or issue a full refund, your choice.
Yes! Many solo travelers join our shared sunset boat rides for a peaceful, social, and scenic experience. It’s a great way to meet like-minded people while enjoying the bay.
Yes! We have a Bluetooth speaker system onboard, so you can connect your playlist and set the mood for your evening cruise in San Diego.
Yes, our classic sailing yacht is equipped with clean, well-maintained facilities for your comfort during the cruise.
Spots fill up quickly, especially on weekends and during summer. So, we recommend booking at least 1–2 weeks in advance to secure your preferred date and departure time.
