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Beyond San Diego

Sunset Sail Along the San Diego Skyline

Recommended by 98% of travelers
Badge of Excellence
San Diego, USA
High interest
Booked 3 times today.
  • 2 hours (approx.)
  • Mobile ticket

Why travelers loved this

4.9
·
· Nadiya_G ·
Aug 2026
It was amazing experience. Great atmosphere, romantic views and sunset. Loved this vibe. We took a lot of pictures. Tasted wine, chatted with other guests, leaving friendly note at the end. It was very special time)
· JOSE_I ·
Aug 2026
Fantastic experience. Beautiful views, relaxed/chilled atmosphere. Only 6 people. You feel you are sailing with a friend. Complementary glass of white wine. Perfect sunset/afterrnoon.

Overview

Set sail at one of the best times of day—sunset—during this San Diego Bay cruise. Board a comfortable sailing yacht and cruise along San Diego's coastline, taking in views of the scenic waterfront, military vessels, and historical landmarks. Catch sight of marine life and enjoy spectacular photo ops. Gorgeous sunset views and comfortable bean bag seating makes this tour a great choice for travelers celebrating a special occasion.
  • Sail the calm waters of San Diego Bay at sunset aboard a sailing yacht
  • A small-group tour capped at six people for a personalized experience
  • Unobstructed views of San Diego's skyline from a boat on the bay
  • Ideal for travelers or couples celebrating a special occassion

What's Included

  • Experienced sail yacht Captains
  • Comfortable bean bags on deck
  • Bathroom on board
  • Cushions and blankets
  • Food and snacks are not offered. Guests are welcome to bring any food and drinks you'd like.

Meeting and Pickup

Meeting point

  • 945 Harbor Island Dr, San Diego, CA 92101, USA

    We meet at Gate 1 Docks A-D. A map & video directions can be found on our website, you can find that link on your Viator ticket under "Special Instructions." Arrive 20 minutes early so you have time to find the gate. We are unable to hold the boat if your running late.

End point

This activity ends back at the meeting point.

Itinerary

USS Midway Museum (Pass By)

Maritime Museum of San Diego (Pass By)

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Infants must sit on laps
  • Most travelers can participate
  • Refunds will not be issued if tour/activity is missed due to late or non-arrival of cruise ship or flight.
  • Our office hours are 12pm until the sunset sail departure. Leave a voice or text message outside of those hours and we will get back to you.
  • Be sure to follow the link under "Special Instructions" on your Viator ticket after booking for a detailed map, photos, directions & video of our meeting point.
  • This is a shared experience.
  • Minimum drinking age is 21 years.
  • Each person regardless of age MUST have a ticket due to strict Coast Guard regulations. This includes infants of any age. Extra person's regardless of age that arrive and put us over our passenger limit will be denied boarding.
  • We sail as scheduled in the event of light rain.
  • We are located at Safeharbor Sunroad Marina, 945 Harbor Island Dr. San Diego, CA 92109. We will meet at Gate 1 Docks A-D
  • We cannot guarantee seperate reservations will be on the same boat due to strict coast guard capacity safety rules. to ensure your entire party sails together, only make 1 reservation for your entire group.
  • This tour/activity will have a maximum of 6 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)
Gallery picture 2 (from a traveler's review)
Gallery picture 3 (from a traveler's review)
Gallery picture 4 (from a traveler's review)
Gallery picture 5 (from a traveler's review)

Featured review

Patti_T
Derek was as awesome Captain. The cruise was marvelous with a great view of the sunset. I highly recommend this cruise. It was the highlight of our trip!!!

Reviews

4.9
based on 652 reviews
Total reviews and rating from Viator & Tripadvisor
Sort by: Most insightful

Loved It

Crystal_H, Sep 2026
The Captain was awesome. Laid back and super cool vibe. The weather was nice amd the vibe was great. Nice boat too! It was an intimate setting, great for a small group. Loved it!

Fantastic cruise

Lonnie_L, Sep 2026
Beautiful sunset cruise, we could sit anywhere and the captain got us in perfect position for some amazing photos. He even had some wine which was a nice touch. Would highly recommend!!

A lovely evening on the...

marybeth_s, Sep 2026
A lovely evening on the water. We saw a beautiful sunset complete with the lowering of the colors of the naval aircraft carrier. Captain Aaron provided all the makings of a relaxed vibe.

Sunset perfection

Bertika_Q, Aug 2026
The sunset cruise with Aaron Berco was AWESOME! He made it so accommodating with adult beverages and just stopping for the right pics. Highly recommend!!!

55th Birthday Sail

Tina_P, Aug 2026
The captain was kind and knowledgeable it was a small comfortable group. Although, we were advised no food would be provided and we could bring our own, the captain provided water and wine. I felt safe and comfortable. One thing I’d like to mention is I am a diabetic and during the last 30 minutes of the sail I experienced a sugar drop which could be dangerous for me. I was asking if anyone had any thing sweet, the captain stopped his duties and searched the bottom cabinet to see if there was anything. He also dropped us off at the dock off his usual return route at a nearby restaurant so I could get some food. I really appreciate him being kind, helpful and compassionate. Overall, my experience with Viator and Captain Skipper was awesome and it was a birthday to remember! Thank you Captain Skipper 😊 Would definitely plan more sailing excursions when in San Diego

Great night with Captain...

Robert_S, Aug 2026
Great night with Captain Patrick. He was fun and fully engaged with us. Not a lot of wind but we made a nice trip around the bay.

A evening Cruise

Jim_H, Aug 2026
We felt very comfortable and safe on our cruise. We had 4 people to share the boat with. The Captain was easy to talk with and very knowledgeable. She pointed out the Sea Lions and gave us some fun info regarding how they live, what they eat etc. What a very fun way to get out on the water and experience San Diego from a different angle. Just a very lovely evening sipping wine and sailing enjoying the beauty of the water. We came away feeling very relaxed and happy with our choice.

It was amazing...

Nadiya_G, Aug 2026
It was amazing experience. Great atmosphere, romantic views and sunset. Loved this vibe. We took a lot of pictures. Tasted wine, chatted with other guests, leaving friendly note at the end. It was very special time)

Good and enjoyable experience

Srinath_D, Aug 2026
Seeing San Diego coast line from the ocean side is good. You spend couple of hours on the water. In Summers this sunset timing is perfect. Captain Derek was friendly, welcoming and knowledgeable. In the end people make all the difference.

This was such an amazing...

Amanda_K, Aug 2026
This was such an amazing excursion, highly recommend! The captain was very sweet and knowledgeable and the cruise around the bay was one of the most relaxing experiences ever.

Fantastic experience....

JOSE_I, Aug 2026
Fantastic experience. Beautiful views, relaxed/chilled atmosphere. Only 6 people. You feel you are sailing with a friend. Complementary glass of white wine. Perfect sunset/afterrnoon.

Response from Host, Aug 2026

Thank you for sailing with us Jose! We love making new friends at sea!

This is my 2nd time using...

Marlen_R, Jul 2026
This is my 2nd time using them and it’s always an amazing experience. I will definitely keep using them in the future.

Response from Host, Jul 2026

Thank you for sailing with us again Marlen! Don't forget to use our returning sailor discount code: LETSGOSAILING on our website next time for 10% off!

Very laid back...

Chuck_L, Jul 2026
Very laid back experience. They made things easy and straightforward and the sail itself was amazing. Captain Derrick was great and added a lot to the experience as well.

Response from Host, Jul 2026

Thank you for sailing with us Chuck!

Sunset skies, balmy breeze and new friends

Rebecca_B, Jul 2026
Our Captain, Derick, was a great host. Introduced us to all and offered plentiful wine. Had an excellent tour and learned some new SD bay facts, even though we’re familiar with the area. The most fun was the banter with new friends. Thanks Derek for a professional sail and best wishes in the future. .

Response from Host, Jul 2026

Captain Derek is the best and we're lucky to have him on board! Thank you for sailing with us Rebecca!

Great trip great...

Tyler_B, Jul 2026
Great trip great experience seen sea lions, and they’re actually active and a beautiful sunset 10/10 recommend!!! Captain Spike was a great guide!!

Response from Host, Jul 2026

Stoked you saw Sea Lions Tyler! Thank you for sailing with us!

Derrick was a fantastic...

Pam_I, Jun 2026
Derrick was a fantastic captain. I enjoyed learning about sailing and his experiences. Great evening.

Response from Host, Jul 2026

So glad you had a great time sailing Pam!

Wonderful sailing experience with our family

EmmyJune_C, Jun 2026
The owner was amazing and accommodated us on a different day for sailing when our little daughter had a bad cough. He was kind and understanding. The actual sailing trip was so beautiful and fun. Our captain Adam was great. Small groups and so professional. Thank you for a great outing !

Response from Host, Jul 2026

So glad you were able to spend some quality time on the water with the family!

Serene sail in bay

Susan_S, Jun 2026
Skilled skipper single-handled departure and return to slip. Sailing in harbor was serene, no real wind.

Response from Host, Jul 2026

Thank you for sailing with us Susan!

Sailboat sunset cruise

Lafleche_B, Jun 2026
This 2 hour cruise was so tranquil and peaceful. Our guide Adam was the kindest and humblest man. He really made our sail worth it. To top it off the cruise ended with an unexpected firework show on the navy ship. So cool to see from the water. I would definitely recommend this sail to everyone. Thanks again Adam for being so sweet and generous.

Response from Host, Jul 2026

Love it when the Midway has a fireworks show! It's rare! Thank you for sailing with us!

Make sure you get there...

Mariah_F, Jun 2026
Make sure you get there early in case you have a hard time finding the dock. Great views of downtown and the coast. There was complementary wine and we saw a sea lion! Definitely recommend.

Response from Host, Jun 2026

Thank you for sailing with us Mariah!

Terrific, personable...

John_H, Jun 2026
Terrific, personable captain. So, great experience with him. But 3 total sodas and some water for 4 people (we don’t drink alcohol). Bean bags provided so old and worn out that beans were leaking out (fixed with masking tape by captain). Very uncomfortable.

Response from Host, Jun 2026

Thank you for sailing with us John! We encourage all guests to bring any food and drinks they would like as we don't provide food and drinks on board, as shown in our listing.

Fun evening

Aaron_S, Jun 2026
Great relaxing sail wothban experienced captain and minimal guests. It was fun and beautiful. We will definitely try this again and hopefully get another sunset. I like that we went to the point Loma side and not the usual downtown busy area.

Response from Host, Jun 2026

There is so much to see all around the bay! Thank you for your 5 star review Aaron!

Lovely Evening

Mary_G, May 2026
Derrick was an excellent Captain It was a beautiful evening really enjoyed the sail. Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxx

Response from Host, Jun 2026

Glad you had a great time Mary!

The end of a perfect vacation

Patrice_F, May 2026
What an amazing adventure. We loved our captain. He was very knowledgeable about the area and boat. Very relaxing experience and I loved being under sail.

Response from Host, Jun 2026

Nothing better than sails up in a nice breeze! Thank you for sailing with us!

Great and smooth...

George_E, May 2026
Great and smooth experience and would recommend it to anyone who wants to try it out and see how it works out for you.

Response from Host, May 2026

Thank you for sailing with us George!

This was a very pleasant,...

Christian_C, May 2026
This was a very pleasant, relaxing way to see the San Diego skyline and some playful dolphins besides. We had a great time.

Response from Host, May 2026

Dolphins are the best! So stoked you saw some on your sail!

Great experience! Super...

DREW_S, May 2026
Great experience! Super peaceful to be out on the water and our captain was awesome! Would recommend!

Response from Host, May 2026

Thank you for sailing with us Drew!

We had a great time on...

Jenna_W, May 2026
We had a great time on our little boat with our captain Adam! Weather was subpar but that didn't stop us! The blankets on board were so helpful. Highly recommend!

Response from Host, May 2026

Thank you for sailing with us Jenna! Stoked Captain Adam showed you a great time on the water!

Sailing in the Bay

Scott_F, May 2026
Nice a calm sail boat ride with a great captain. The gentle cruising in the bay was a perfect way to enjoy the sunset

Response from Host, May 2026

Thank you for your 5 star review Scott!

Nice way to end our vacation

Steven_S, May 2026
Dress warm! The water and air temperature are cooler than you think. With a limit of 6 passengers it's a cozy ride. A chance to converse with others who are probably from far away. The captain knows the boat well and is very capable of sailing it alone. They provided wine (and snacks I think). City skyline is beautiful and several interesting sights to see. It was a good time!

Response from Host, May 2026

Thank you for your amazing review Steven! So glad you had good time!
Member Pricing
From

$94.05

per person
Was $99.00(-5%)

up to 24 hours before the experience starts (local time)

Book ahead!
On average, this is booked 16 days in advance.

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