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05/25/2024  ± 1 day
All listings in California

Incredible sailboat rentals in California, United States.

Page 1 of 7161 listings

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey
Sailing in Marina del Rey · 4 guests

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

5.0
Superowner
$120-$140hour
😍Experience Peace and Tranquility 😍🍷🍾
Sailing in Coronado · 4 guests

😍Experience Peace and Tranquility 😍🍷🍾

5.0
$100hour
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Tiburon · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

5.0
$149person
Beautiful Professionally Maintained Lagoon 42 Sailing Catamaran
Events in Marina del Rey · 12 guests

Beautiful Professionally Maintained Lagoon 42 Sailing Catamaran

5.0
$105-$370hour
Award winning 41' Hunter Sailboat
Sailing in Marina del Rey · 12 guests

Award winning 41' Hunter Sailboat

5.0
$260-$300hour
30ft Catlina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catlina Sailboat Charter in Alameda CA

5.0
$115hour
34' Hunter Sailing in San Diego!
Sailing in Coronado · 8 guests

34' Hunter Sailing in San Diego!

5.0
$50hour
Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe $500
Sailing in Placer County · 4 guests

Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe $500

5.0
$200hour
Cruise with Catalina 25 Sailboat in Alameda California
Sailing in Alameda · 4 guests

Cruise with Catalina 25 Sailboat in Alameda California

4.8
$80hour
Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey
Sailing in Marina del Rey · 6 guests

Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

5.0
Superowner
Best of 2023
$160-$175hour
3 hour Sailing Experiences on North Lake Tahoe - $600
Sailing in Placer County · 6 guests

3 hour Sailing Experiences on North Lake Tahoe - $600

4.9
$200hour
All inclusive crewed yacht charter 58'Luxury Catamaran in Long Beach, California
Sailing in Long Beach · 12 guests

All inclusive crewed yacht charter 58'Luxury Catamaran in Long Beach, California

5.0
Superowner
Best of 2023
$800hour
Excellent yacht for the SF Bay!   Wind power/green clean fun! In Richmond, CA
Sailing in Richmond · 6 guests

Excellent yacht for the SF Bay! Wind power/green clean fun! In Richmond, CA

5.0
$140-$215hour
Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!
Sailing in San Francisco · 8 guests

Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!

5.0
$250-$300hour
Beautiful Jeanneau 58' Sailboat in Marina del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Jeanneau 58' Sailboat in Marina del Rey

4.6
$400hour
PARTY BOAT CATAMARAN AND CRUISES TO CATALINA
Sailing in Long Beach · 12 guests

PARTY BOAT CATAMARAN AND CRUISES TO CATALINA

4.9
Superowner
$99person
Instant Book
La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California
Sailing in Oceanside · 6 guests

La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

5.0
$150hour
Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey
Sailing in Marina del Rey · 6 guests

Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey

5.0
Superowner
$137-$145hour
Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark
Sailing in Marina del Rey · 6 guests

Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

5.0
Superowner
$155hour
Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay

5.0
$120hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200hour
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

4.9
$99person
Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles
Sailing in Marina del Rey · 12 guests

Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles

5.0
Best of 2023
$300-$390hour
55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.
Sailing in Marina del Rey · 12 guests

55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.

5.0
Best of 2023
$265hour

Sailing Reviews in California

  1. SW

    Szeyin

    Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

    Both Captain Gustavo and Nikki were kind, attentive and communicative. Prior and during our trip, making sure we were prepared and knew our directions to the MDR area. They were knowledgeable about both land and sea in the area we were sailing in and to. Our small group was fortunate as the sea was calm during our trip and both Gustavo and Nikki made sure we were comfortable. It was an important and memorable trip. If you are looking for an experience and a trip to remember - give this duo a try. We are glad we did.

  2. SM

    Stella

    San Diego Bay Sailing Experience

    We were a group of 8 and did a 2hr sail and had the BEST time! The captain did a great job keeping us happy and entertained. Even a bit of windy and overcast weather didn't spoil our fun. Definitely a highlight of the trip -- highly recommend!

  3. AC

    Alexis Loren

    PARTY BOAT CATAMARAN AND CRUISES TO CATALINA

    David was so accommodating, friendly and kind! He made sure that we saw dolphins and sea lions on our way back to dock the boat. He helped us get in the water to swim, paddleboard and ise the floatie. It was such a great experience that we even extended our time by a half hour. Was definitely worth it!

  4. HL

    Hannah

    Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles

    We had an exceptional experience renting a boat with Calico Charters for my fiancé's residency graduation. The boat was in great condition and well-maintained. The trip was smooth and enjoyable, thanks to our knowledgeable and professional captain. He shared interesting facts throughout the journey, which added a delightful touch to the trip. The entire process, from booking to docking, was seamless and efficient. We highly recommend this boat rental service for anyone seeking a memorable and hassle-free boating experience.

  5. Kaitie

    Kaitie

    Beautiful Professionally Maintained Lagoon 42 Sailing Catamaran

    We had an amazing time with Captain Sebastian celebrating my 30th birthday. The boat was gorgeous and we were able to swim and relax on the boat. Would recommend to anyone who wants to enjoy the sea!

  6. SD

    Stacey

    Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

    My husband, son and I had a beautiful sunset sail with Matt. It was lovely. He even let them steer the boat, that was pure happiness! Thank you for making our first night of vacay wonderful!