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Top Tips for Private Sailing Tours

Sailing on a personal charter in Wailea, HI is a lot of fun, especially if you’re a beginner without your own boat. These exclusive luxury cruises give you a custom itinerary and an intimate atmosphere to relax and unwind. But how do you choose the perfect private sailing tour? Here are some tips you can use to make the best decision.

Define Your Budget For a Private Charter

Before you start looking at private sailing tours, it’s important to know how much you want to spend. This can serve as a general guide to help you choose between companies, boats, and tours. There are many things that can affect the cost of your trip, including the length of the boat tour, the type of vessel, and the number of people in your group. You’ll also want to consider the tipping culture in Hawaii and factor that into the total amount of money you want to reserve for your cruise.

Once you have an idea of how much you’re willing to spend, you can start looking at specific tours. This will help you narrow down your options and find a tour that’s right for you.

Consider the Type of Vessel

One of the most important decisions to make is the type of vessel you want to take for your Wailea, HI boat tour. There are a variety of vessels available, from small yacht charters to large catamarans. Each type of vessel has its own guidelines, advantages, and costs, so it’s important to consider each feature before making your final choice.

Small yacht charters are typically more intimate and relaxed, while large catamarans can be more spacious and luxurious. You should also consider your group size and any special amenities you want during your Hawaii chartering experience.

Decide on Your Itinerary

Another important factor to consider when choosing a private sailing tour is the itinerary. There are a variety of activities available, from short day trips to longer multi-day excursions. Some tours focus on relaxation, while others include activities such as swimming, snorkeling, and hiking. When you book a private sailing tour, the company will work with you to create a custom itinerary based on your group’s interests. Check the source of any excursions to make sure they’re legitimate and plan your outings ahead of time to find an itinerary that’s right for your group’s interests and needs.

Choose Your Dates

Choosing dates for your yacht sailing tour in Wailea, HI can be tricky. You’ll need to take into account the availability of the captain and crew as well as what the weather conditions will be in your desired destination during that time. For example, if you’re planning to sail in hurricane-prone areas, you’ll want to avoid booking a private catamaran during Hawaii’s hurricane season.

Generally speaking, it’s best to book your tour several months in advance to get the best possible price and amenities. However, you can flag down good last-minute deals sometimes, so it’s always worth checking with tour operators.

Top sailing tour charters company in Wailea.

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a small boat in a large body of water
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Benefits of Snorkeling

There are numerous benefits of snorkeling with a tour group in Maui. Whether you are on vacation, or you live on the island, a snorkeling tour allows you to experience the joys of the ocean and improve your personal health. Snorkeling does more than give you a good workout, burn calories, and improve fitness.

When you take a snorkeling tour, you will discover an exercise that is great for your lungs, but easy on your joints at the same time. You’ll get the full experience of seeing the beautiful underwater landscape, all while having a tour of people with you if you have any problems or questions.

If you experience a lot of stress and anxiety in your life, a trip snorkeling can help you feel calm and relaxed. Snorkeling offers you an immersive experience and one that takes you out of your daily routine. If you struggle with cardiovascular health, snorkeling is an excellent way to boost your cardiovascular strength. You’ll get a good workout, and be able to improve your breathing ability over time. Lung capacity is important when you are snorkeling, and you will see your lung capacity improve once you get into the activity more regularly. Whether you have been having a bad day, or you are looking for a way to improve your mood, snorkeling is an excellent option for you to consider.

If you have never been snorkeling before, understand that you will get the guidance and support you need when you go on a snorkeling tour. You don’t have to be a professional in order to get the benefits of snorkeling, and you will have a wonderful trip when you give snorkeling a try.

Snorkeling Tours in Maui – See the Magical World Under the Surface.

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Best Maui private charter snorkeling tour and whale watching.

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Luxury Wailea-Makena snorkel cruise.

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Whale-watching belongs on your Hawaii bucket list, whether you live in the area or you are visiting with family. Whale-watching excursions give you the opportunity to observe whales and other sea animals in their natural habitat while enjoying the incredible views and fresh air of the Pacific Ocean.

Getting ready for your first whale-watching trip in Wailea-Makena? We’ve put together a list of what to bring (and what not to bring) to make it easy and stress-free.

What to Wear

Dress in layers for your excursion; it’s always cooler on the water than it is on the island. Wear a hat to protect yourself from the sun. During cooler months in the spring and fall, consider a beanie to keep your ears warm and gloves to keep your hands warm. Finally, wear safe, comfortable shoes with a rubber sole.

What to Bring

You might choose to bring one or more of the following items to your whale-watching excursion with Kai Kanani in Maui:

  • sunglasses to help prevent glare and squinting
  • binoculars so you can see animals that are far from the boat
  • a camera to capture once-in-a-lifetime views
  • sunscreen to prevent sun exposure/sunburn
  • snacks, lunch, or dinner, depending on the time of day
  • a plastic water bottle to stay hydrated

We respectfully request that our guests do not bring tobacco, alcohol, or marijuana products on the whale-watching tour.

If you haven’t booked your whale-watching tour yet, you can do that right on our site using the Book My Tour button in the upper right.

Whale Watching in Maui – We know the best spots.

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Top-rated whale watch cruise in Wailea.

The best place to whale watch in Kihei is in our catamaran at sunset.

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a whale jumping out of the water
a large body of water

Wailea, Hawaii

A private sailing tour in Wailea, HI is the perfect way to travel and see the world from a new perspective on your vacation. Wailea is a beautiful township in southern Maui with some of the best shorelines the island has to offer. The area is small and personal, with around 6,000 residents, and originally began as a fishing settlement. The name Wailea, HI translates to the phrase water of Lea. Lea is a Hawaiian goddess worshiped by canoe builders whose name also means gladness, pleasure, or joy. Now, this area’s economy is primarily funded by tourist resorts and cattle ranches.

Polo Beach is located on the Wailea-Makena coastline and is the town’s crown jewel, having earned the title of one of America’s Best Beaches. The super-fine sand and crisp blue water are perfect for snorkeling, swimming, and boating. The ‘Āhihi-Kīna‘u Natural Area Reserve is just a few miles away from the coast and boasts an expansive coastal lava field at Keoneʻōʻio Bay, where you can see old eruptions from the Haleakalā volcano. Wailea, HI is also home to world-class dining, shopping, and golf on the Blue, Gold, and Emerald courses at the Wailea Golf Club.

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