Review · CALIFORNIA

Long Beach: Private Sailboat Rental with Licensed Captain

★ 4.9 · 19 reviews 2 hours Operated by Jolly Sailing · Bookable on GetYourGuide
Book on GetYourGuide →

Sunset feels better from the water. This private Long Beach sailboat charter gives you two quiet hours along the Southern California coast, with a licensed captain at the helm and room for up to six people. I like the small private-group format, since you are not sharing the boat with strangers, and I like the freedom to bring your own drinks and appetizers.

Captain Max earns repeated praise for his friendly service, clean sailboat, and smooth handling. The boat also comes with pillows, blankets, cupholders, a Bluetooth speaker, binoculars, and a bathroom. The main drawback is time: two hours can feel short, especially if you want a relaxed sail, a swim at Island White, and sunset photographs in one outing.

I also like that this is not only a sit-back-and-watch activity. You can ask the captain to teach you some sailing basics or take the helm yourself. Just keep in mind that the boat is not suitable for people with mobility impairments, people over 264 pounds, or people over age 95.

Key things to know before you book

Long Beach: Private Sailboat Rental with Licensed Captain - Key things to know before you book

  • Private boat for up to six: The $425 rate covers the group, not each person, making it good value when the boat is full.
  • Captain Max is a popular choice: Multiple bookings single him out for warm hospitality, a clean boat, and a smooth ride.
  • Bring your own refreshments: Food and drinks are not included, but you can bring favorite beverages and appetizers.
  • Island White offers a swim stop: You may have the chance to get in the water, depending on timing and conditions.
  • Golden hour is the best time for photos: A later departure lets you pair the marina cruise with sunset light.
  • Plan extra time for parking: Summer weekend parking at Shoreline Village can take patience.

Setting out from Shoreline Village Drive

Long Beach: Private Sailboat Rental with Licensed Captain - Setting out from Shoreline Village Drive

Your meeting point is 423 Shoreline Village Drive, beside the yellow building called Shenanigans Irish Pub. If you drive, use the Shoreline Village Parking Lot and allow extra time during summer weekends, when finding a space may take longer than expected.

When you reach Shenanigans, call the captain at +1 562-304-5632. The captain will come up to meet you and guide you down the gangway to the boat. This is a simple arrangement, but it is worth saving the number before you arrive. You do not want to be standing by the pub, searching through emails with one hand and watching the clock with the other.

The boat has a bathroom, which matters on a two-hour outing, especially if you are bringing children or planning to enjoy drinks on board. Pillows and blankets add comfort, and the Bluetooth speaker lets you set the mood with your own music.

The boat is designed for a private group of up to six. That number is important. Six people gives you the strongest value, while a smaller group pays more per person for the same charter. At full capacity, $425 works out to about $71 per person before any extra costs. For a birthday, anniversary, family outing, or small work gathering, that is a reasonable price for a private boat and captain.

More Swim and Beach Sailing Trips in the USA:

Leaving the marina for Long Beach Harbor

Long Beach: Private Sailboat Rental with Licensed Captain - Leaving the marina for Long Beach Harbor

The first part of the ride takes you through Long Beach Harbor. This is a good time to settle in, look around, and let the captain explain what you are seeing. The outing is not built around a long list of formal sightseeing stops. Its appeal is the change of pace: you leave the pavement behind and see the harbor from the deck of a sailboat.

I like this kind of start because it gives you time to adjust to the boat before the open-water portion. You can enjoy the marina views, take photos, and get comfortable with the layout. The captain handles the navigation, but you can also ask for sailing instruction and try the sail or helm if conditions allow.

That option makes the charter more engaging than a simple boat ride. If you have always wanted to learn how a sailboat responds to wind, this is a low-pressure chance to ask questions and try a few basics. If your group prefers a quiet afternoon, simply let the captain work while you relax with a drink.

The pace is intended to be calm. Several bookings describe the ride as smooth, and Captain Max is often praised for showing people around while keeping the mood easy. That balance suits a mixed group, since one person can take photos, another can listen to music, and another can enjoy the sailing without needing to manage the boat.

Coastline views, ocean spray, and wildlife

Long Beach: Private Sailboat Rental with Licensed Captain - Coastline views, ocean spray, and wildlife

Once you are out on the water, the main attraction is the view. You get broad sights of the Southern California coastline, with Long Beach Harbor offering a different angle than you see from shore. The boat places you close enough to feel the ocean spray while still giving you space to sit back.

The experience description points to dolphins and seals as possible wildlife sightings. These are not guaranteed, so I would treat them as a bonus rather than the purpose of the trip. Bring the supplied binoculars, keep your camera ready, and enjoy the ride even if the animals stay out of sight.

The boat’s slower sailing pace also helps you notice small details. On land, a coastline can become background scenery. From the water, the horizon, changing light, and movement of the boat become the activity. You are not rushing between attractions, which is exactly why this works well for a special occasion or an afternoon with friends.

The supplied blankets and pillows are useful here. Conditions can feel cooler on the water than they do beside the harbor, particularly as the sun drops. You should still dress for a breezy boat ride, but having extra layers on board makes the sunset portion more comfortable.

Island White and the optional swim

Long Beach: Private Sailboat Rental with Licensed Captain - Island White and the optional swim

Island White is the place to consider if you want more than a scenic ride. The charter includes the chance to jump in for a swim, adding a playful break to an otherwise restful outing.

The exact amount of time available for swimming depends on your departure time, sailing conditions, and how much of the two-hour charter you want to spend reaching the area and returning. If swimming is your main goal, mention it early to the captain. If sunset photography matters more, you may prefer to keep the boat moving and save time for the final light.

This is one reason the two-hour limit deserves attention. You can fit a marina cruise, coastal views, wildlife watching, a swim, and sunset photos into the outing only if the timing works well. The boat does not promise that every part will receive equal time.

For a relaxed swim, an afternoon departure may make more sense. For photographs and a romantic setting, book a later start. Ask yourself what you want the charter to feel like before choosing the time. A group celebrating a birthday may want a little swimming and music, while a couple or small team may care more about a calm sunset sail.

More Private Sailing Charters in the USA:

Golden hour from the deck

Long Beach: Private Sailboat Rental with Licensed Captain - Golden hour from the deck

The late charter is especially appealing for photographs. The warm light of golden hour can make the coastline, harbor, and open water look more dramatic, and the boat gives you a natural setting for group pictures.

A Polaroid photo is included, which gives you a physical keepsake rather than only phone pictures. You can also use your own camera or phone, and the captain can help create the right moment if the group is taking photos together.

Captain Max received specific praise for helping make a sunset charter feel special. One birthday outing included parents and children, while another group planned its ride around sunset pictures after a long week. That tells you something useful about the atmosphere: this is not a loud party boat built around crowds. It works better for a small group that wants conversation, scenery, and a little celebration.

Bring a light jacket even on a warm day. The included blankets are helpful, but you will enjoy the last part of the sail more if you are not shivering while trying to hold a camera steady.

What to bring for a comfortable two hours

Long Beach: Private Sailboat Rental with Licensed Captain - What to bring for a comfortable two hours

Food and drinks are not included, so plan your own refreshments. Bring items that are easy to manage on a moving boat, such as small appetizers and drinks with secure lids. The boat has cupholders, according to the experience details, which helps, but you should still pack carefully.

A small cooler may be useful, though the supplied information does not confirm storage space, so keep your setup modest. The goal is to enjoy the boat, not turn the deck into a picnic table covered with bags and containers.

I would bring:

  • Drinks and simple appetizers
  • A light jacket or warm layer
  • Sunscreen and a hat for afternoon departures
  • A phone or camera for coastal and sunset photos
  • Swimwear and a towel if you plan to enter the water
  • A playlist for the Bluetooth speaker

You do not need to bring binoculars, blankets, or pillows because those are provided. The bathroom on board also means you do not need to treat the trip as a boat ride with no facilities.

How Captain Max shapes the experience

Long Beach: Private Sailboat Rental with Licensed Captain - How Captain Max shapes the experience

The captain matters a great deal on a private charter. You are spending two hours in a small space, and the right captain can make the ride feel personal without taking over the outing.

Captain Max is repeatedly praised for hospitality, smooth sailing, and showing people around Long Beach. His role includes handling the boat, but he can also teach you sailing tips and tricks if you want a more hands-on experience.

That flexibility is valuable. You can make this a quiet scenic ride, a casual celebration, a beginner sailing lesson, or a sunset photo session. The basic boat and route remain similar, but your group gets to shape the mood.

The captain also decides how the outing responds to conditions. Rain or heavy winds may lead to a reschedule or cancellation. That is a sensible safety measure, but it means you should keep some flexibility in your plans. You will be contacted if weather forces a change and asked how you want to proceed.

The two-hour limit and the best departure time

Long Beach: Private Sailboat Rental with Licensed Captain - The two-hour limit and the best departure time

The biggest practical question is timing. Two hours is enough for a pleasant sail, but it is not a full afternoon on the water. One booking specifically wished the charter lasted three hours, which is understandable if you want every feature included.

Choose your departure based on your priority:

  • Afternoon: Best for a relaxed ride, coastal views, and a better chance of fitting in a swim.
  • Late afternoon: A good compromise between daylight, harbor scenery, and changing light.
  • Sunset: Best for photographs, birthdays, anniversaries, and a more romantic mood.

A sunset departure may be the most memorable, but it can also feel compressed if you expect a long swim or want to spend lots of time learning to sail. I would choose sunset for a celebration and afternoon for a more active outing.

The boat ride itself is the point, so you should not judge the charter only by the number of sights covered. It is a short, private escape rather than a full-day sailing expedition.

Who will enjoy this Long Beach charter

Long Beach: Private Sailboat Rental with Licensed Captain - Who will enjoy this Long Beach charter

I would recommend this experience for couples, families, close friends, and small groups marking a special occasion. The private format lets you choose the music, bring your own refreshments, and set the pace without adapting to strangers.

It is also a good choice if you want something more personal than a large sightseeing cruise. The chance to try the helm, use binoculars, spot wildlife, and stop for a swim gives the outing some variety.

Families should consider the two-hour duration and the boat setting. Younger children may enjoy the movement, wildlife, and swimming opportunity, while older children may like trying the helm with the captain’s guidance. The data does not specify a minimum age, so ask before booking if that matters for your group.

This is not the right choice for anyone with mobility impairments, anyone over 264 pounds, or anyone over age 95. The meeting point includes a gangway, and the activity takes place on a sailboat, so confirm that everyone in your party can board safely.

Is the $425 price worth it?

At first glance, $425 may seem high for two hours. The calculation changes when you fill the boat. Six people bring the cost to roughly $71 each, and that includes the sailboat, licensed captain, Polaroid photo, speaker, binoculars, pillows, blankets, and onboard bathroom.

The private setting is the main value. You are paying for control over the company, music, refreshments, and mood, not simply for transportation from one point to another. For a birthday or anniversary, the private boat can feel more meaningful than several separate tickets on a larger vessel.

The value is weaker for a very small group that does not care about privacy or a captain-led experience. You also pay extra for food and drinks, and two hours may not satisfy you if you want a long swim or a serious sailing lesson.

I think the full-group price is fair for a special outing. I would book it when the occasion matters, when you can bring five or six people, or when a quiet sunset on the water is exactly what you want.

Should you book this Long Beach sailboat?

Book it if you want a private, easygoing boat ride with a friendly captain, sunset views, and the freedom to bring your own drinks. Captain Max’s repeated praise, the comfortable equipment, and the option to try sailing yourself make this more personal than a standard harbor cruise.

Think twice if you need more than two hours, want a guaranteed wildlife encounter, or plan to spend most of the trip swimming. For the best balance, fill the boat, bring simple refreshments, allow extra time for summer parking, and choose your departure based on your main goal.

For a small celebration, a sunset sail is the strongest choice. For swimming and a slower afternoon, book earlier. Either way, Long Beach looks different from the water, and that change of viewpoint is the real reason to go.

FAQ

How much does the private sailboat charter cost?

The charter costs $425 for a private group of up to six people.

How long is the boat ride?

The charter lasts two hours.

Is a licensed captain included?

Yes. A licensed captain operates the sailboat, and you may also ask for sailing tips or try the sail and helm.

Can I bring food and drinks?

Yes. Food and drinks are not included, but you may bring your own beverages and appetizers.

Where do I meet the captain?

Meet at 423 Shoreline Village Drive, beside the yellow building called Shenanigans Irish Pub. Call +1 562-304-5632 when you arrive, and the captain will come meet you.

Can I cancel the booking?

You can cancel up to 24 hours in advance for a full refund. You can also reserve now and pay later.

More like this

Private Sailing Charters, compared.

The full Private Sailing Charters list →
Private Day Sailing Boat Charter
★★★★★★★★★★5.0· 662 reviews

Private Day Sailing Boat Charter

Read our review →
Los Gigantes Whale Watching Charter by Sail Boat
★★★★★★★★★★5.0· 608 reviews· from $90

Los Gigantes Whale Watching Charter by Sail Boat

Read our review →
Private Sailboat + Captain for a Day Experience
★★★★★★★★★★5.0· 582 reviews

Private Sailboat + Captain for a Day Experience

Read our review →
Private sailing tour of Bacalar Lagoon
★★★★★★★★★★5.0· 403 reviews

Private sailing tour of Bacalar Lagoon

Read our review →
Barcelona Private Sailing Tour with Drinks for Family and Friends
★★★★★★★★★★5.0· 389 reviews· from $151

Barcelona Private Sailing Tour with Drinks for Family and Friends

Read our review →
Fort Lauderdale Sailing Charter
★★★★★★★★★★5.0· 387 reviews· from $150

Fort Lauderdale Sailing Charter

Read our review →
Scroll to Top

Every kind of day on the water

Pick a rig, a coast or an afternoon.