San Diego Cruises, Sailing & Water Tours

Private Sailing Charter on San Diego Bay

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural …More

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural...

3 hours Free Cancellation
4.9 (50)
from
$499
GoCar & Speedboat Land and Sea Adventure in San Diego

THIS TOUR CAN ACCOMMODATE LARGER PARTIES - ALL YOU NEED TO DO IS MAKE SEPARATE RESERVATIONS FOR PARTIES OF 3 OR MORE. GoCar SpeedBoat Combo …More

Likely to Sell Out
Likely to Sell Out

THIS TOUR CAN ACCOMMODATE LARGER PARTIES - ALL YOU NEED TO DO IS MAKE SEPARATE RESERVATIONS FOR PARTIES OF 3 OR MORE. GoCar SpeedBoat Combo...

2 to 4 hours Free Cancellation
4.6 (16)
from
$164
Historic Bay Cruise Aboard 1914 Pilot boat with General Admission

Launched in 1914 to her removal from regular service in 1996, the Pilot enjoyed an active career as San Diego’s chief pilot craft – assisting …More

Launched in 1914 to her removal from regular service in 1996, the Pilot enjoyed an active career as San Diego’s chief pilot craft – assisting...

45 minutes Free Cancellation
4.7 (12)
from
$38
Spectacular Sunset Sail on San Diego Bay

A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group limited to six people, local captain sharing stories, hands-on sailing, and unforgettable vistas …More

A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group limited to six people, local captain sharing stories, hands-on sailing, and unforgettable vistas...

2 hours Free Cancellation
5.0 (41)
from
$150
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
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
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
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
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
Private Sunset Sail on San Diego Bay with Champagne

What makes this experience truly unique is the combination of refined European luxury and a relaxed, intimate atmosphere. You will be sailing aboard a beautifully …More

What makes this experience truly unique is the combination of refined European luxury and a relaxed, intimate atmosphere. You will be sailing aboard a beautifully...

2 hours 30 minutes Free Cancellation
5.0 (1)
from
$975
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 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
3-Hour Guided Whale and Dolphin Watching Experience in San Diego

Get arms-reach away from whales and dolphins on a year-round ocean safari! With fun, fast 6 - 10 passenger boats, these are the most exclusive …More

Likely to Sell Out
Likely to Sell Out

Get arms-reach away from whales and dolphins on a year-round ocean safari! With fun, fast 6 - 10 passenger boats, these are the most exclusive...

3 hours Free Cancellation
4.9 (57)
from
$169
San Diego Harbor Cruise on the Largest Catamaran in San Diego

Enjoy a San Diego harbor cruise on San Diego's largest and newest catamaran yacht. We provide our guests with a unique way to splash by …More

Likely to Sell Out
Likely to Sell Out

Enjoy a San Diego harbor cruise on San Diego's largest and newest catamaran yacht. We provide our guests with a unique way to splash by...

2 hours 30 minutes Free Cancellation
4.9 (55)
from
$55
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
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
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
Glow Electric Boat night date experience in San Diego Bay

We’re excited to introduce our 60-minute Glow Boat Experience on Electric Boats — a romantic night date in San Diego Bay. The boats glow beautifully …More

We’re excited to introduce our 60-minute Glow Boat Experience on Electric Boats — a romantic night date in San Diego Bay. The boats glow beautifully...

1 hour Free Cancellation
4.9 (24)
from
$70
City Cruises San Diego: Gourmet Dinner Cruise & Skyline Views

Experience a spectacular San Diego evening from the comfort of a comfortable and spacious yacht. Sit down to a delicious plated dinner at your private …More

Experience a spectacular San Diego evening from the comfort of a comfortable and spacious yacht. Sit down to a delicious plated dinner at your private...

2 hours 30 minutes Free Cancellation
4.2 (298)
from
$151
Private Morning Sail in San Diego up to 12 guests $975

This private morning sail is a great way to start the day. Mornings are best to go see San Diego's wildlife because there is little …More

This private morning sail is a great way to start the day. Mornings are best to go see San Diego's wildlife because there is little...

2 hours 30 minutes Free Cancellation
5.0 (34)
from
$81
Spectacular Afternoon Sail on San Diego Bay

A unique two-hour sailing Experience aboard our 35-foot sailboat, Luna. Limited to six people. Watch for playful dolphins, sea lions, and pelicans. Get hands-on or …More

A unique two-hour sailing Experience aboard our 35-foot sailboat, Luna. Limited to six people. Watch for playful dolphins, sea lions, and pelicans. Get hands-on or...

2 hours Free Cancellation
5.0 (24)
from
$150

Frequently Asked Questions

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

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