Private Guided Tours Just for you...
Your Private Ocean Adventures...Maui Style!
Paddleboard, Kayak, Snorkel, SUP Yoga and Whale Watch...
Customers love us.
Cathy N
Feb 21, 2026
I recently had the most amazing SUP whale watching tour with Peg from Paddle On Maui. Our voyage out to see humpback whales up close will be one of the most memorable experiences of my life! Peg provided awesome one-to-one guidance, and I felt safe and supported throughout the entire tour. Peg provided some super helpful coaching tips for paddle boarding on the ocean. We spotted whales a little while after moving off the shore. As we began to move towards them, Peg encouraged patience to wait for a whale to come to the surface. Her wisdom of the whales came though when she could see that they were directly below our paddle boards. She immediately handed me a mask so I could look over the side of the paddle board. I could not believe my eyes, seeing a whale floating deep below me in the clear water. (This is the advantage of going out on a SUP). A little while later, one of the whales surfaced right in front of me and swam right beside my SUP and performed a blow. It was both a little scary, but truly magical, Peg kept me calm the whole time. We watched the whales surface and dive, and Peg provided incredible videos both above and below the water. I am so grateful to have had this up-close and personal connection with humpback whales and could never have done it without booking with Paddle on Maui. I appreciated Peg's knowledge and expertise on whales; her passion for these beautiful creatures was evident. I will definitely book with Paddle On Maui in the future!!!
I recently had the most amazing SUP whale watching tour with Peg from Paddle On Maui. Our voyage out to see humpback whales up close will be one of the most memorable experiences of my life! Peg provided awesome one-to-one guidance, and I felt safe and supported throughout the entire tour. Peg provided some super helpful coaching tips for paddle boarding on the ocean. We spotted whales a little while after moving off the shore. As we began to move towards them, Peg encouraged patience to wait for a whale to come to the surface. Her wisdom of the whales came though when she could see that they were directly below our paddle boards. She immediately handed me a mask so I could look over the side of the paddle board. I could not believe my eyes, seeing a whale floating deep below me in the clear water. (This is the advantage of going out on a SUP). A little while later, one of the whales surfaced right in front of me and swam right beside my SUP and performed a blow. It was both a little scary, but truly magical, Peg kept me calm the whole time. We watched the whales surface and dive, and Peg provided incredible videos both above and below the water. I am so grateful to have had this up-close and personal connection with humpback whales and could never have done it without booking with Paddle on Maui. I appreciated Peg's knowledge and expertise on whales; her passion for these beautiful creatures was evident. I will definitely book with Paddle On Maui in the future!!!
David Maron
Jul 16, 2026
Wonderful time with the family and awesome staff! Our family, along with my sister's family, had an absolutely wonderful experience with Peg, Johnny, and Brittany during our paddleboarding adventure in Maui. From the moment we arrived, they were incredibly welcoming, patient, and enthusiastic, making everyone feel comfortable and confident on the water.They did an outstanding job teaching us how to paddleboard on the beautiful, warm waters of Maui. The entire experience was filled with laughter, fun, and unforgettable memories. As an added bonus, they brought snorkeling gear, and we had the opportunity to explore beneath the surface, where we were lucky enough to see several sea turtles and a variety of colorful tropical fish.One of the highlights was that their team took numerous photos throughout the experience, capturing so many special moments that we'll cherish for years to come.Peg, Johnny, and Brittany were not only exceptionally knowledgeable and informative but also outstanding instructors who genuinely cared about making sure everyone had a great time. Their positive attitudes and encouragement made the experience enjoyable for all ages and skill levels.We can't wait to do this again on a future trip to Maui and highly recommend them to anyone looking to learn a new skill while creating lasting memories in one of the most beautiful places in the world.
Wonderful time with the family and awesome staff! Our family, along with my sister's family, had an absolutely wonderful experience with Peg, Johnny, and Brittany during our paddleboarding adventure in Maui. From the moment we arrived, they were incredibly welcoming, patient, and enthusiastic, making everyone feel comfortable and confident on the water.They did an outstanding job teaching us how to paddleboard on the beautiful, warm waters of Maui. The entire experience was filled with laughter, fun, and unforgettable memories. As an added bonus, they brought snorkeling gear, and we had the opportunity to explore beneath the surface, where we were lucky enough to see several sea turtles and a variety of colorful tropical fish.One of the highlights was that their team took numerous photos throughout the experience, capturing so many special moments that we'll cherish for years to come.Peg, Johnny, and Brittany were not only exceptionally knowledgeable and informative but also outstanding instructors who genuinely cared about making sure everyone had a great time. Their positive attitudes and encouragement made the experience enjoyable for all ages and skill levels.We can't wait to do this again on a future trip to Maui and highly recommend them to anyone looking to learn a new skill while creating lasting memories in one of the most beautiful places in the world.

Jason G.
Jul 13, 2026
If you're looking for an amazing paddle board experience, look no further. Book now! Peg is the absolute best! Makena landing launch point is easily accessible and stunningly beautiful. Spending the morning on the water with Peg was one of the highlights of our trip to Maui!
If you're looking for an amazing paddle board experience, look no further. Book now! Peg is the absolute best! Makena landing launch point is easily accessible and stunningly beautiful. Spending the morning on the water with Peg was one of the highlights of our trip to Maui!
Kyle Muench
Jul 7, 2026
Great fun, great morning. Awesome pics.
Great fun, great morning. Awesome pics.
Ingelaurie Lisher
Jun 29, 2026
Peg was amazing! Loved that it was just my spouse, Peg and myself. She was very patient with us as beginners too. Thank you for a wonderful and unique experience.
Peg was amazing! Loved that it was just my spouse, Peg and myself. She was very patient with us as beginners too. Thank you for a wonderful and unique experience.
Riya Dang
Jun 10, 2026
We had an amazing time paddle boarding and snorkeling with Peg! It was our first time doing both activities, and Peg did a great job helping us feel comfortable and she taught us well! By the end of it, we were comfortable and had a nice little photoshoot and short history lesson of the island. She was also very accommodating when plans needed to change slightly and even gave us our photos for free for any inconvenience! Overall we had a great experience and I would recommend this tour to anyone who is a beginner or just trying out a new activity!
We had an amazing time paddle boarding and snorkeling with Peg! It was our first time doing both activities, and Peg did a great job helping us feel comfortable and she taught us well! By the end of it, we were comfortable and had a nice little photoshoot and short history lesson of the island. She was also very accommodating when plans needed to change slightly and even gave us our photos for free for any inconvenience! Overall we had a great experience and I would recommend this tour to anyone who is a beginner or just trying out a new activity!
Ann G
Jun 7, 2026
Peg made this trip so fun.She knows the water and we felt safe.
Peg made this trip so fun.She knows the water and we felt safe.
Nicole Martin
May 18, 2026
We had the best experience with Peg! Morning was perfect with sunshine, being on the water, and seeing turtles! Peg was a great teacher for beginner paddle boarders and took great pictures. Couldn’t recommend anyone better for a great paddle board experience in Maui.
We had the best experience with Peg! Morning was perfect with sunshine, being on the water, and seeing turtles! Peg was a great teacher for beginner paddle boarders and took great pictures. Couldn’t recommend anyone better for a great paddle board experience in Maui.
Kaan S
Mar 10, 2026
Peg was super helpful. We didn’t even have a tour booked with her or Paddle On. We rolled up at Makena Landing, gave her a call, and she just lent us a couple pairs of snorkels along with advice. Then she gave us the skinny on good equipment rentals and a great spot to the south for easygoing snorkeling. No money exchanged hands. She was just super kind and helpful because that’s how it is out here.
Peg was super helpful. We didn’t even have a tour booked with her or Paddle On. We rolled up at Makena Landing, gave her a call, and she just lent us a couple pairs of snorkels along with advice. Then she gave us the skinny on good equipment rentals and a great spot to the south for easygoing snorkeling. No money exchanged hands. She was just super kind and helpful because that’s how it is out here.
Dina
Mar 5, 2026
Just book it now. PaddleonMaui is responsible for probably one of the best days of our lives. They do other tours (that we will absolutely check out in the future) but we signed up for the private whale watch. They found us SO many whales that our tour time was extended free of charge just to be able to see them all. There were so many that I wished I had 360 degree vision. They sent us incredible photos afterwards that I plan on framing. Peg and her team are crazy knowledgeable and put safety above all - for both us and the wildlife. You won’t regret a day out with PaddleonMaui!
Just book it now. PaddleonMaui is responsible for probably one of the best days of our lives. They do other tours (that we will absolutely check out in the future) but we signed up for the private whale watch. They found us SO many whales that our tour time was extended free of charge just to be able to see them all. There were so many that I wished I had 360 degree vision. They sent us incredible photos afterwards that I plan on framing. Peg and her team are crazy knowledgeable and put safety above all - for both us and the wildlife. You won’t regret a day out with PaddleonMaui!
Cathy N
Feb 21, 2026
I recently had the most amazing SUP whale watching tour with Peg from Paddle On Maui. Our voyage out to see humpback whales up close will be one of the most memorable experiences of my life! Peg provided awesome one-to-one guidance, and I felt safe and supported throughout the entire tour. Peg provided some super helpful coaching tips for paddle boarding on the ocean. We spotted whales a little while after moving off the shore. As we began to move towards them, Peg encouraged patience to wait for a whale to come to the surface. Her wisdom of the whales came though when she could see that they were directly below our paddle boards. She immediately handed me a mask so I could look over the side of the paddle board. I could not believe my eyes, seeing a whale floating deep below me in the clear water. (This is the advantage of going out on a SUP). A little while later, one of the whales surfaced right in front of me and swam right beside my SUP and performed a blow. It was both a little scary, but truly magical, Peg kept me calm the whole time. We watched the whales surface and dive, and Peg provided incredible videos both above and below the water. I am so grateful to have had this up-close and personal connection with humpback whales and could never have done it without booking with Paddle on Maui. I appreciated Peg's knowledge and expertise on whales; her passion for these beautiful creatures was evident. I will definitely book with Paddle On Maui in the future!!!
I recently had the most amazing SUP whale watching tour with Peg from Paddle On Maui. Our voyage out to see humpback whales up close will be one of the most memorable experiences of my life! Peg provided awesome one-to-one guidance, and I felt safe and supported throughout the entire tour. Peg provided some super helpful coaching tips for paddle boarding on the ocean. We spotted whales a little while after moving off the shore. As we began to move towards them, Peg encouraged patience to wait for a whale to come to the surface. Her wisdom of the whales came though when she could see that they were directly below our paddle boards. She immediately handed me a mask so I could look over the side of the paddle board. I could not believe my eyes, seeing a whale floating deep below me in the clear water. (This is the advantage of going out on a SUP). A little while later, one of the whales surfaced right in front of me and swam right beside my SUP and performed a blow. It was both a little scary, but truly magical, Peg kept me calm the whole time. We watched the whales surface and dive, and Peg provided incredible videos both above and below the water. I am so grateful to have had this up-close and personal connection with humpback whales and could never have done it without booking with Paddle on Maui. I appreciated Peg's knowledge and expertise on whales; her passion for these beautiful creatures was evident. I will definitely book with Paddle On Maui in the future!!!
David Maron
Jul 16, 2026
Wonderful time with the family and awesome staff! Our family, along with my sister's family, had an absolutely wonderful experience with Peg, Johnny, and Brittany during our paddleboarding adventure in Maui. From the moment we arrived, they were incredibly welcoming, patient, and enthusiastic, making everyone feel comfortable and confident on the water.They did an outstanding job teaching us how to paddleboard on the beautiful, warm waters of Maui. The entire experience was filled with laughter, fun, and unforgettable memories. As an added bonus, they brought snorkeling gear, and we had the opportunity to explore beneath the surface, where we were lucky enough to see several sea turtles and a variety of colorful tropical fish.One of the highlights was that their team took numerous photos throughout the experience, capturing so many special moments that we'll cherish for years to come.Peg, Johnny, and Brittany were not only exceptionally knowledgeable and informative but also outstanding instructors who genuinely cared about making sure everyone had a great time. Their positive attitudes and encouragement made the experience enjoyable for all ages and skill levels.We can't wait to do this again on a future trip to Maui and highly recommend them to anyone looking to learn a new skill while creating lasting memories in one of the most beautiful places in the world.
Wonderful time with the family and awesome staff! Our family, along with my sister's family, had an absolutely wonderful experience with Peg, Johnny, and Brittany during our paddleboarding adventure in Maui. From the moment we arrived, they were incredibly welcoming, patient, and enthusiastic, making everyone feel comfortable and confident on the water.They did an outstanding job teaching us how to paddleboard on the beautiful, warm waters of Maui. The entire experience was filled with laughter, fun, and unforgettable memories. As an added bonus, they brought snorkeling gear, and we had the opportunity to explore beneath the surface, where we were lucky enough to see several sea turtles and a variety of colorful tropical fish.One of the highlights was that their team took numerous photos throughout the experience, capturing so many special moments that we'll cherish for years to come.Peg, Johnny, and Brittany were not only exceptionally knowledgeable and informative but also outstanding instructors who genuinely cared about making sure everyone had a great time. Their positive attitudes and encouragement made the experience enjoyable for all ages and skill levels.We can't wait to do this again on a future trip to Maui and highly recommend them to anyone looking to learn a new skill while creating lasting memories in one of the most beautiful places in the world.
Welcome to the Paddle On! Maui Ohana!
Welcome to Paddle On! Maui. We’re so glad you’re here and considering exploring one of the most beautiful Hawaiian islands with us... Maui! Our mission is to show you a new side of Maui's South Shores of Wailea-Makena through exhilarating ocean activities such as stand up paddle boarding, kayaking, snorkeling and whale watching.
If you prefer to unwind, glide along gentle waves in Turtle Town as you observe Hawaiian green sea turtles in their natural habitats. Snorkel above majestic coral heads and get up close with tropical fish and all of Maui's vast array of sea life. If you’re seeking adventure, explore the ocean through water sports, see humpback whales up close, or join us for personalized Private Maui Kayak Adventures or Paddleboard with Whales too!
At Paddle On! Maui, we’re passionate about helping guests to connect with the ocean and sea life through unforgettable water activities in on Maui's pristine coastline. Get ready for Maui whale watching tours, join us for paddleboarding lessons, paddle through the pristine waters of Turtle town on a Private Guided Paddleboard or Kayak Tour where you can enjoy snorkeling or just "Chillin'". All of our Private Tours are guided by our knowledgeable Ocean Guides. We can't wait to share our love of the Ocean and the wonder it hold for EPIC memories of a lifetime.
Why choose a Private Tour with us?
Private, Guided, Personalized Tours for you... Custom every time!
Private Tour means that it will be just you, your family “Ohana,” and your guide(s) on all of our stand up paddleboard & kayak tours! We strongly believe that doing only Private Tours allows us to better provide every single guest with the personalized, individual guidance/coaching and the intimate, 5 Star Ocean experience you’re looking for… No more getting lost on a Tour as just another face in the crowd; we’re here to treat you with the kind of personal attention that you’d get if you were our own “Ohana”.
Personalized Private Tours
All of our water activities in Maui are 100% personalized, giving you a unique Hawaii vacation experience that tailors to every individual's abilities and needs. You'll feel safe, supported and guided...
All of our water activities in Maui are 100% personalized, giving you a unique Hawaii vacation experience that tailors to every individual's abilities and needs. You'll feel safe, supported and guided as you explore Maui's beautiful beaches and best snorkeling spots. Working with our team, you’ll be able to build a private Maui tour that ensures you see everything you’d like, from the sea turtles to breathtaking coral reefs. We make every trip personal for our guests.
Family-Friendly
Our whale watching tours, stand up paddle boarding lessons and tours, kayaking and more are all perfect for kids and adults! We welcome visitors ages 3 and older to participate. Thanks to the gentle o...
Our whale watching tours, stand up paddle boarding lessons and tours, kayaking and more are all perfect for kids and adults! We welcome visitors ages 3 and older to participate. Thanks to the gentle ocean waters we use for our activities, you can feel comfortable exploring ocean life even if you aren't well-versed in water sports or other activities. Let us know the ages of your children, and we’ll plan a trip that’s perfect for them. We want the whole family to have an unforgettable experience together.
Customizable & Fun
We’ll guide you through our Hawaiian paddle sports with seasoned pros who turn Maui's waters into the ultimate Private Tour. You’ll have the opportunity to swim up close with sea turtles, see dozens o...
We’ll guide you through our Hawaiian paddle sports with seasoned pros who turn Maui's waters into the ultimate Private Tour. You’ll have the opportunity to swim up close with sea turtles, see dozens of fish and, if you’re here for whale season, see Humpback Whales up close & personal! With our Expert Ocean Guides by your side, you can choose your own adventure and and we'll create unforgettable memories together!
We can't wait to share our Love for the Ocean with you...
Discover Your Adventure

Paddleboard “Whale” of a Whale Watch! Private Tour
There is hands down no better way to observe Whales than on a Paddleboard! Not even a Kayak! Join us in search of our visiting friends – the Hawaiian Humpback Whale on the pristine Wailea-Makena Coastline.. The heart of the Hawaiian Humpback Marine Mammal Sanctuary. This is where our whale friends come only to have babies and make babies.Join us on a Stand Up Paddleboard journey of a lifetime to greet our visiting friends and their new little ones, up close and personal. This Tour INCLUDES a Beginner Lesson… SO Beginners welcome!

Maui Whale Watching Tours by Kayak
Allow us to share the “Whale” Love! In search of… Hawaiian Humpback Whales! Our beautiful Whale friends join us in Maui every year from December to March… We are excited to share this incredible event with you on the Wailea-Makena Coastline of Maui! Although we must stay 100 yards from the Whales… sometimes the Calves can get curious and come take a look at us! Join us out on this amazing Ocean Adventure and we’ll be there keep you safe for that Up Close and Personal Encounter… a memory of a lifetime!

Paddleboard 101! Private Tour
“Never-Ever” done it before? This one’s for you! And when you’re finished you’ll be able to check one more thing off your Bucket List! Wooohooo! We’ll start out with a brief lesson on the shore… Then we will help you get into the Ocean… remember, we are there every paddle of the way. Next we will do a quick review of the shore lesson on the water… Then… Voila… You will be Stand Up Paddleboarding with the best! Our Specialty is photography and we will be documenting your paddleboarding success! Check out our photos on Instagram & Facebook…Remember, ANYONE can do it… And its a great Family Adventure! ALL of our Private Tours are “Family Friendly” and we LOVE kids! Ages 3 & Up are welcome to Paddle with us! Your small child will sit on the front of the Paddleboard with a Guide so they will be safe and will be able to try paddleboarding with the family, while you are enjoying an amazing paddle through the heart of Turtle Town. (It’s the best kind of babysitting out there!) BONUS! You will be awed by watching the Sunrise over Maui's

SUP "Turtle Town" Snorkel! Private Tour
Learn to Stand Up Paddleboard and Snorkel with Turtles at the same time! Paddleboard over the pristine waters of the Wailea Coastline off Makena Landing in the heart of “Turtle Town.” We stop for fresh fruit with our on-ocean picnic and snorkel around in search of Honu (Hawaiian Green Sea Turtles) and their ocean friends! No need for fins as we’ll have our paddleboards to hold on to. We’ve got ya covered… This is a great way to be safe and secure while checking out the reef and ocean life with your expert guide! If you have never Snorkeled before this is an EXCELLENT way to learn. Awesome Tour for everyone… 3 years to 83 years! If you’re bringing a small child, they will safely sit on the front of the Paddleboard with a Guide. Your “On Ocean Babysitter” is provided so you can relax! So…. Feel free to invite the whole Family… Relax & enjoy a Fun, Stress-Free day on the Ocean on your Private 5 Star Tour in the heart of “Turtle Town”.

Private Paddle “OM” Sunrise Tour
Awaken to the serenity of the Wailea’s Coastline while watching the Sunrise over Haleakala Crater! We will paddle over the coral reefs, with the pink and purple hues of the Maui Sunrise each finding our own Zen experience, through the moving meditation that Stand Up Paddleboarding is… If you would like to do Sunrise SUP Yoga, choose the Yogasana “OM” Tour and get your Yoga On! ** Beginner Lesson Included

Yogasana “OM” Tour – Private SUP Yoga
Rise with the sun and start your Maui day by having an on-ocean SUP yoga experience to get your Zen on for the day. Watch pink and purple hues light up the sky as the sun rises over Haleakala Crater while you “strike a pose” with your certified yoga instructor and get your yoga on! Can’t make sunrise due to too many Mai Tais? The 7:15 a.m. is the option for you! Your private on-ocean SUP yoga session is custom designed to fit YOUR needs and skill level. We invite beginners to join us for an amazing SUP yoga experience and enchanting sunrise in Wailea!

Private Kayak Snorkel Ocean Safari! “Turtle Town”
Turtles! Turtles! Turtles! You couldn’t ask for anything more! Cruise along the Wailea Coastline and snorkel with our honu, or Hawaiian green sea turtles, manta rays, dolphins, and other amazing ocean critters along the way! Of course, we can’t promise that you will see all of them, but if that is the adventure you are looking for, you’ve come to the Private Tour company on Maui. All of our Tours are private, so it will be just you, the turtles, and your guide who will be there every step of the way, providing you with the individual, specialized guidance and a feeling of safety on your epic ocean adventure! PS: It’s an awesome way to hang with the family too! We can’t wait to share our love of the ocean with you. Our other specialty is photography so we will be taking photos the entire time you are on the water to document your “Honu” experience while snappin’ some awesome Family photos for you!

The “Mellow” Cruise Private Kayak Tour
Wanna just be relaxed and mellow on your Maui vacation? Are you the laid-back type? Not into snorkeling? This Private Guided Kayak Tour is designed with you in mind. Cruise the Wailea Coastline in the heart of ”Turtle Town” and enjoy a leisurely paddle with your guide who is an expert in safety, ocean wildlife, and Maui. No snorkeling involved… just a relaxing “cruise” on the pristine Maui Coast with an amazing view of both Haleakala & Molokini Craters! You can relax and enjoy the scenery, sights, and sounds of the ocean while allowing us to provide you with the 5-star service and experience you deserve. Don’t worry… Be happy!

SUP “The Cruise”! Private Tour
Have you gone paddleboarding a couple of times and are looking for something different? Then let’s get our Paddle On! This 1.5 -ish Paddleboard excursion along the Wailea-Makena Coastline is for experienced Paddleboarder who are looking for a great workout with an Incredible View! We start at Makena Landing in Wailea and paddle our way down to Makena Landing, gliding over beautiful coral reefs, cruising through the heart of “Turtle Town” with a snorkel stop & Ocean Picnic too! Special note: If you have graduated from Paddleboard 101 Excel with us OR are an experienced paddle boarder, you are welcome to take this tour! (Call if you need further information, we are happy to help you decide.)

SUP Celebration! Private Tour
Want to surprise someone special? A SUP Celebration experience is perfect for a bridal, birthday, or bachelorette party. Want to renew your vows on the Ocean? We got you! If you can dream it up... We will make it happen! Yes, we do that! We’re happy to create a customized Maui stand-up paddle board experience to celebrate anything or mark a special occasion, like a new beginning in your life, a healing journey, or vision quest on the ocean. Flowers and leis are your greetings when you arrive (a flower lei for the guest of honor and shell leis for honored guests). Your greeting is followed by a quick lesson, and then we head out into the ocean to gather the mana (the spirit or energy of the ocean) to start our journey with a Maui-style ocean blessing for your life’s event. This is a Hawaiian stand-up paddle board tour that’s personalized to exceed your expectations! Give us a call and we will help you customize this exclusive Paddle On! Maui experience to suit your special day, whatever the occasion. (Toll Free: 888-663-0808)
A Note from Peg...
After some consideration and “pondering” as I like to call it, I decided to make all of the Paddle On! Maui Tours private excursions for you, your loved ones and/or your “Ohana” (Family). One of the reasons that I did this is because a large part of the joy I get from being an Ocean Guide is getting to meet and know people from all around the world on my tours. When I have 3 different groups of people with me, I never really get the chance to get to talk to any of them. This way, I will be able to get to know each and every person on my tour individually, and maybe not just create a new ocean lover/kayaker/paddleboarder, but perhaps a new friend along the way!
Frequently asked questions
Most frequent questions and answers



