We Found These Experiences For You (28)
Private Morning Sail
2 Hour Sail • Great for Kids!
Plan an unforgettable experience! Duration 2 Hours • Departs at 10:00 AM Bareboat Charter Info: Following current Coast Guard regulations, your Bareboat Charter doesn't include a Captain. But don't worry, we have a list of skilled Licensed Captains familiar with our program and boats. Captains ...
San Diego
Private Tours
Sail San Diego
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Ticketed Morning Sail
2 Hour Sail • Great for Kids!
This trip is perfect for those of you who don’t have much time in San Diego but want to get out on the water. On this sail, you'll have the opportunity to get a glimpse of our beautiful city. This tour is a great option for families with younger kids. On our Ticketed Morning Sail, we never take ...
Ticketed Midday Sail
3 Hour Sail • Our Favorite
Catch the Wind. Spot Some Wildlife. Still Make Happy Hour. Peak Sailing Conditions: The wind’s up, the boat’s moving, and you’re getting the real sailing experience. San Diego at Its Best: Clear skies, wide-open water, and views you won’t get shoreside. Plenty of Time for More: A solid adventure ...
Private Midday Sail
3 Hour Sail • Our Favorite
Private Day Sail Duration 3 Hours • Departure Times Vary Throughout the Season Bareboat Charter Info: Following current Coast Guard regulations, your Bareboat Charter doesn't include a Captain. But don't worry, we have a list of skilled Licensed Captains familiar with our program and boats. ...
San Diego
Private Tours
Sail San Diego
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Ticketed Sunset Sail
3 Hour Sail • Likely to Sell Out!
Enjoy an evening on a spacious 40ft sailboat for a 3-hour San Diego Sunset Cruise. Taking a sunset sail may prove to be among the most romantic and relaxing moments of your day. San Diego sunset sails are very special here and are typically associated with calm ocean conditions, as the ocean breezes ...
San Diego
3 Hours • Departure times are adjusted to seas
Sail San Diego
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Private Sunset Sail
3 Hour Sail • Most Popular • Likely to Sell Out!
Sail into the beauty of a San Diego Sunset. Cruise along the coastline, feel the breeze, and witness the sky transform with vibrant colors. Our Sunset Sail offers a memorable and relaxing experience, perfect for a romantic evening or a peaceful escape.
San Diego
3 Hours
Private Tours
Sail San Diego
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Bachelorette Sail
All Inclusive Packages • All ages • 3 Hours
Wildly Fun and Unforgettable! Picture this: you're about to book an epic experience for your best friend's special day on a luxury sailboat, soaking up the San Diego sun and sea. It doesn't get much better than that! We've thrown epic bachelorette parties for countless guests, and ...
San Diego
3 Hours • Opt for Either Daytime or Sunset Dep
Sail San Diego
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Private Sailing Lessons
All Ages & Skill Levels Welcome! • 3 Hours
Discover the joy of sailing! Whether you're a rookie or a seasoned pro, our US Coast Guard Certified Captains are stoked to guide you through the thrilling world of sailing. All classes are private, so you can ride the waves at your own speed, with an experienced captain by your side. No sailing ...
San Diego
3 Hours
Private Tours
Sail San Diego
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Private All Day Sail
All Ages • 6 Hours • Up to 12 Passengers! • From $795 Private: 7 Guests
Maybe a few hours on the Bay just isn’t enough. With six hours on the water, you’ve got time to do it all – sail the coast, catch the wildlife, drop anchor and take a swim. Depart when you want and sail on your schedule. This is all about slowing down, stretching out, and giving you and your crew ...
San Diego
6 Hours
Private Tours
Sail San Diego
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Romance on the Bay
3-Hour Private Sail • Engagements • Proposals
About Celebrate your lives together on this private sailing experience. Set sail with just the two of you or include your friends, family & guests to join you. Duration 3 Hours - Set sail on a 3-hour Day Sail or Sunset Sail. Our departure times are adjusted to seasonal sunset patterns. Rates Private ...
San Diego
Private Tours
Sail San Diego
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4th Of July Sail
All ages • 2.5 Hours • Will Sell Out Fast!
Happy Birthday America! Secure your spot for an exclusive Private Sail and create lasting memories this Independence Day. All packages are private, ensuring a personalized experience for you and your guests. Choose from three departure times to make this 4th of July in San Diego your most memorable one ...
San Diego
2.5 Hrs
Private Tours
Sail San Diego
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Gift Card
Purchase a gift card for any monetary amount, and recipients can redeem for any of our offerings!
Purchase the perfect gift card with a value of your choosing!
San Diego
Gift Card
Sail San Diego
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Membership
Set Sail, Anytime You Want.
If you’re a seasoned sailor or you just want to enjoy the Pacific Ocean more often, our affordable membership program grants you access to our fleet and roster of captains. Members enjoy 20% off all public and private sailing options, sailing lessons, and retail purchases. 2 Free Public Sail Tickets ...
San Diego
Private Tours
Sail San Diego
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Ticketed Sail Gift Certificate
Purchase a gift certificate/voucher to be redeemed on a specific offering!
Purchase a fantastic gift or gifts: each gift certificate is the exact value of one of our offerings.
San Diego
Gift Card
Sail San Diego
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Private Midday Sail Gift Certificate
Purchase a Gift Certificate for a Private Midday Sail
Purchase a Gift Certificate for a Private Midday Sail - A Local Favorite Enjoy epic sailing conditions on the Midday Sail & active wildlife! Private Midday Sail Gift Certificates Include: Midday Sail (1-6 Guests) = $595 Midday Sail (7 Guests) = $550 + $150 Captain's Fee Midday Sail (8 Guests) ...
San Diego
Private Tours
Gift Card
Sail San Diego
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Private Morning Sail Gift Certificate
Purchase a gift certificate/voucher to be redeemed on a specific offering!
Purchase a fantastic gift or gifts: each gift certificate is the exact value of one of our offerings.
San Diego
Private Tours
Gift Card
Sail San Diego
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Private Sunset Sail Gift Certificate
Purchase a Gift Certificate for a Private Sunset Sail
Treat your loved one to a Private Sunset Sailing Experience on San Diego Bay Nothing Beats a San Diego Sunset except a San Diego Sunset Cruise. Private Sunset Sail Gift Certificates Include: Private Sunset Sail (1-6 Guests) = $595 Private Sunset Sail (7 Guests) = $550 + $150 Captain's Fee Private ...
San Diego
Private Tours
Gift Card
Sail San Diego
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Private All Day Sail Gift Certificate
Gift a 6-Hr All Day Sail
Purchase one of our All Day Sail Gift Certificates Maybe a few hours on the Bay just isn’t enough. With six hours on the water, you’ve got time to do it all – sail the coast, catch the wildlife, drop anchor and take a swim.
San Diego
Private Tours
Gift Card
Sail San Diego
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Private Whale Watching Gift Certificate
Purchase a gift certificate/voucher to be redeemed on a specific offering!
Purchase a fantastic gift or gifts: each gift certificate is the exact value of one of our offerings.
San Diego
Private Tours
Gift Card
Sail San Diego
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Private Sailing Lessons Gift Certificate
Purchase a gift certificate/voucher to be redeemed on a specific offering!
Purchase a fantastic gift or gifts: each gift certificate is the exact value of one of our offerings.
San Diego
Private Tours
Gift Card
Sail San Diego
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Birthday Sails Gift Certificate
Birthdays are better on the water
Purchase a gift certificate for a Birthday Sail Because birthdays are better on the water! This gift certificate is for a Private Birthday Sails: Private Birthday Sail (1-6 Guests) = $595 Private Birthday Sail (7 Guests) = $550 + $150 Captains' Fee Private Birthday Sail (8 Guests) = $640 + $150 ...
San Diego
Private Tours
Gift Card
Sail San Diego
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Romance on the Bay Gift Certificate
Purchase a romantic Proposal or Engagement Sail Gift Certificate
Purchase a gift certificate towards one of our Proposal & Engagement Sails! It doesn't get more romantic than this. Romance On The Bay Gift Certificates Include: Charters (1-6 Guests) = $595 Charters (7 Guests) = $550 + $150 Captain's Fee Charters (8 Guest) = $640 + $150 Captain's ...
San Diego
Gift Card
Sail San Diego
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Bachelor Sail
All Inclusive Packages • 3 Hours • Staring at $550
Wildly Fun and Unforgettable! We've thrown epic bachelor parties for countless guests, and we're here to make your life easy. Everything you need for a killer party is ready to roll when you arrive. Let the good times sail! Duration 3 Hours • Opt for Either Daytime or Sunset Departure
Birthday Sail
Set sail for your next trip around the sun
Birthdays are better on the water. Set sail for your next trip around the sun! Duration Morning Birthday Sail 2 Hours • Departs at 10:00 AM Midday Birthday Sail 3 hours • Departs at 12:30 PM Sunset Birthday Sail 3 hours • Departs at 4:30 PM More Info All beer, non-alcoholic drinks and snacks are ...
San Diego
2 & 3 Hour Sails
Sail San Diego
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The Mimosa Club
2-Hour Bottomless Mimosa Sail on San Diego Bay
Begin your weekend the San Diego way, sailing on calm waters with a mimosa in hand. This 2-hour morning sail is the perfect blend of relaxation and adventure. Enjoy the ocean breeze, sip bubbly with fresh juice, and soak up the calmest, most relaxing part of the day. Cheers to your new weekend ritual! ...
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