San Diego Cruises, Sailing & Water Tours

67 Results
San Diego Whale Watching Cruise

Whale watching season is all year long in San Diego! Our team at Next Level Sailing provides the optimal experience with guides so experienced we …More

Likely to Sell Out
Likely to Sell Out

Whale watching season is all year long in San Diego! Our team at Next Level Sailing provides the optimal experience with guides so experienced we...

4 hours Free Cancellation
4.8 (2,472)
from
$85
San Diego Seal Tour

Hop aboard San Diego’s only amphibious Sea and Land Adventure for an unforgettable 1 hour and 45 minute tour that combines city sights with aquatic …More

4.8 (1,368)

San Diego Seal Tour

Hop aboard San Diego’s only amphibious Sea and Land Adventure for an unforgettable 1 hour and 45 minute tour that combines city sights with aquatic...

1 hour 45 minutes Free Cancellation
4.8 (1,368)
from
$56
San Diego Harbor Speed Boat Adventure

Rev up your excitement with a one-of-a-kind San Diego Speed Boat Adventure! Captain your own speed boat on a guided, narrated tour of San Diego …More

Rev up your excitement with a one-of-a-kind San Diego Speed Boat Adventure! Captain your own speed boat on a guided, narrated tour of San Diego...

2 hours Free Cancellation
4.9 (750)
from
$89
Sunset Sail Along the San Diego Skyline

Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from …More

Likely to Sell Out
Likely to Sell Out

Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from...

2 hours Free Cancellation
4.9 (658)
from
$99
Small-Group San Diego Sunset Sailing Excursion

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat …More

Likely to Sell Out
Likely to Sell Out

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat...

3 hours Free Cancellation
5.0 (638)
from
$127
Small-Group San Diego Afternoon Sailing Excursion

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends …More

Likely to Sell Out
Likely to Sell Out

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends...

3 hours Free Cancellation
5.0 (568)
from
$116
Deluxe Sunset & Day Sail Small Group

Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect for up to six passengers. Glide through calm waters as …More

Likely to Sell Out
Likely to Sell Out

Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect for up to six passengers. Glide through calm waters as...

2 hours 30 minutes Free Cancellation
5.0 (371)
from
$119
2.5-Hour Small-Group Catamaran Sail with Drinks

Experience the ultimate San Diego sailing adventure with a spacious catamaran cruise, offering your choice of a relaxing daytime sail or a breathtaking sunset sail. …More

Likely to Sell Out
Likely to Sell Out

Experience the ultimate San Diego sailing adventure with a spacious catamaran cruise, offering your choice of a relaxing daytime sail or a breathtaking sunset sail....

2 hours 30 minutes Free Cancellation
5.0 (370)
from
$119
Top Rated San Diego Sunset Sail Classic Yacht 6 Guests

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with …More

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with...

2 hours 30 minutes Free Cancellation
5.0 (359)
from
$125
San Diego Whale/Dolphin Watching Cruise Aboard Luxury Vessel

Venture into the vibrant waters of San Diego with us, the premier destination for unforgettable whale and dolphin encounters. Aboard the comfortable 82-foot vessel, Peregrine, …More

Venture into the vibrant waters of San Diego with us, the premier destination for unforgettable whale and dolphin encounters. Aboard the comfortable 82-foot vessel, Peregrine,...

3 hours 30 minutes Free Cancellation
4.9 (352)
from
$76
Gondola Cruise through the Coronado Cays

The Gondola Company is your Passport to Italy. Indulge in all the magic and tradition of Venice right here in San Diego as you gently …More

Likely to Sell Out
Likely to Sell Out

The Gondola Company is your Passport to Italy. Indulge in all the magic and tradition of Venice right here in San Diego as you gently...

50 minutes Free Cancellation
4.9 (258)
from
$39
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat …More

This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat...

2 hours Free Cancellation
4.9 (204)
from
$119
2-Hour Private Sailing Experience in San Diego Bay

Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing …More

Likely to Sell Out
Likely to Sell Out

Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing...

2 hours Free Cancellation
5.0 (188)
from
$675
San Diego Shore Excursion: San Diego Seal Tour

While you’re in port in San Diego, explore the city by both land and sea on the San Diego Seal Tour. On an amphibious vehicle …More

While you’re in port in San Diego, explore the city by both land and sea on the San Diego Seal Tour. On an amphibious vehicle...

1 hour 45 minutes Free Cancellation
4.9 (187)
from
$56
Daytime Sailing Along San Diego's Skyline

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor …More

Likely to Sell Out
Likely to Sell Out

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor...

2 hours Free Cancellation
5.0 (161)
from
$99
Whale and Dolphin Watching in San Diego

Step aboard our 22' Zodiac expedition style boat and immerse yourself with wildlife all around you. Our Captains are fun loving, knowledgeable and respectful. We …More

Likely to Sell Out
Likely to Sell Out

Step aboard our 22' Zodiac expedition style boat and immerse yourself with wildlife all around you. Our Captains are fun loving, knowledgeable and respectful. We...

3 hours Free Cancellation
4.9 (156)
from
$149
2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks

With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on …More

Likely to Sell Out
Likely to Sell Out

With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on...

2 hours 30 minutes Free Cancellation
5.0 (114)
from
$119
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with …More

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with...

2 hours 30 minutes Free Cancellation
5.0 (85)
from
$125
Deluxe Day Sail in San Diego

Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego …More

Likely to Sell Out
Likely to Sell Out

Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego...

2 hours 30 minutes Free Cancellation
5.0 (82)
from
$119
Private Sunset Sail in San Diego up to 12 guests

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to helping families create unforgettable memories. Our vessel is thoughtfully designed to be …More

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to helping families create unforgettable memories. Our vessel is thoughtfully designed to be...

2 hours 30 minutes Free Cancellation
5.0 (73)
from
$85
Private Day Sail in San Diego up to 12 guests

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San …More

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San...

2 hours 30 minutes Free Cancellation
5.0 (70)
from
$81

Frequently Asked Questions

These answers are based on answers previously given to Key West Private Charters customers' questions.

Recent tour reviews
Activity name

San Diego Tours
Attractions
Guides
Calendar