Paragon Sailing Charters – Maalaea

My boyfriend and I went on their snorkel cruise to Lana’i and had the best day! We’re locals on the island and this has been by far our favorite charter trip we’ve done. We definitely plan on taking any out of town guests on this cruise. Captain Ray and Jeremiah were so fun and professional. The snorkeling spot in Lana’i was great, calm and full of beautiful fish. Jeremiah packed wonderful picnic lunches for each group and we had a wonderful afternoon enjoying the beach in Lana’i. Great boat, great staff, wonderful experience. We can’t wait to do it again.

For our first trip to Molokini, we had such an awesome experience on the Paragon! The slip is on the ocean side of the wharf, so if you don’t want to walk too far, make sure to drive all the way down and around for paid parking unless you don’t mind free parking and a bit of a walk. Check in was 6:30 and a little chilly, so a light sweater was good to have. The small staff of 3 is super friendly, and while the boat doesn’t have too much moving around room there weren’t too many people on the boat so it was comfy. The boat floor is also a little gritty, and like most boat trips they have you remove your shoes before getting on, but it’s pretty helpful on a snorkel trip where everyone is in and out of the water and it helps avoid slips and falls. Breakfast is just right with coffee, yogurt, fruit, bagels, and muffins — you don’t want to be too full anyway before snorkeling. It took about an hour or so to get to Molokini, it was a really smooth ride. As we arrived closer, they did a snorkel overview for anyone who needed it, and then we were able to snorkel for a good hour or so. And if there’s a reason to buy a GoPro or Lifeproof case, this is it! So many beautiful fish, huge urchins, and coral all around! We didn’t see too much variety of fish species, but again since it was our first time we were just super stoked to be snorkeling somewhere other than right off the shore — it really is a different snorkeling experience when you take a boat out. Then on the way home they had sandwiches available, as well as wine, beer, and soda. It was a simple, but fun straight to the point snorkeling trip — so perfect for our first time!

My husband and I took our first sailing trip together with Sail Maui on the Paragon. We went on the snorkel tour out of Lahaina to Lanai. The staff were super friendly and made the trip fun. Music, sunscreen, snacks, beverages, and a picnic lunch included. We saw bottle-​nose dolphins, spinner dolphins, whales, turtles, and thousands of tropical fish. We got to put up the sails on the way back and go for a blue water swim (jumping off the boat in the middle of the ocean). Highly recommend going for a sail with Debbie and Captain Ron if you’re in Maui.

We had a reservation for a snorkel trip with paragon and they called us at 6:30am the morning of the snorkel trip (to have departed that morning at 7:15am) and told us the trip was cancelled. Very disappointed as the weather was gorgeous out. Paragon did not recommend or book us on another boat that may have left that morning.

We had an amazing time in the Molokini snorkel tour. We had a beautiful morning sail out and saw humpback whales off on the horizon. The snorkel itself was just beautiful. Safe, fun and so many fish. We had breakfast and lunch on the boat. The crew couldn’t have been nicer. Just a great amazing day. Well worth it.

The mainland US has 100’s of billboards on law firms and car showrooms, while here in Maui, its all about snorkelling boats. Ignore all that crap and head straight for
and book yourself on one of their sail excursions to Molokini. My wife and I have done this tour twice (2012 and 2015) and they were both one of our best memories of Hawaii. The beauty about this tour is that first, its a sailing tour that also happens to take you to one of the best places in the world to snorkel. These guys really know how to sail, and you can tell that they absolutely love what they do. The crew is absolutely amazing, extremely friendly and always interacting with the guests on board.
On our most recent trip, we encountered some serious wind and none of the boats went out to Molo. The crew decided to take us to this section called the coral gardens which was absolutely beautiful. I’ve done Molo before, and honestly, I thought Coral gardens was better. I saw tons of reef fish, beautiful turtles and even a Hawaiian monk seal! It was amazing.
The boat never really gets too crowded and the food is decent. I recommend you sit on the back trampoline (the small section behind the captain) since the front gets crowded on the way out, and then sit on the front trampoline on your way back to sun bathe.
Only knock on these guys is their snorkelling equipment kinda blows (no pun intended: p). If you rented gear on the island, bring it with you because it will most likely be better.

Fantastic boat trip out to snorkel at Molakini. The staff were very friendly and helpful, the sailing was fantastic, the food served was fresh and filling. Would sail with them again!

As a local I’ve been on about every boat out to Molokini and I have to say this one is the best. Captain Greg is awesome and we talked all the way out to the crater. If you’re looking for more than just a crowded ferry ride out to snorkel than this is the boat for you. The crew was able to have conversations with everyone and was a lot more personable than most tourist boats. Also, it’s a sail boat… who doesn’t love to sail and harness the power of nature in the second windiest harbor in the world. The crew Ron and Chelsea were helpful and overall awesome. They had fruits, bagels, coffee, and muffins for breakfast. For lunch they had sandwiches. Seriously, if you are looking to get away from the shoulder to shoulder packed tuna can boats than come experience a memory that can’t be duplicated.

My wife and I selected Paragon for our first snorkeling adventure. Greg, Ron, and Taylor were great host, we started our journey at slip 72 at 7:30am breakfast buffet was setup and ready inside the cabin of Pargon2. We departed the slip and headed towards Molokini. During the sail out, Ron and Taylor went around to chat with all the guest. Once we got to Molokini, they set us up with out snorkeling gear, we had a little over an hour of snorkeling time. The Paragon your stats at Molokini much longer then the other tour, so we didn’t feel rush. While we were snorkeling the crew setup lunch for us. Once everyone is fed, the fun begins with the sail back to the slip. If you never been sailing before, this is were the fun begins. As we get closer back to Maui, the trade winds picks up and the sailboat really gets moving. It’s truly relaxing and exciting at the same time.
Thanks Paragon and crew for a wonderful morning sail.

We scheduled a tour for my wife and me along with our 4 year old toddler. We were all looking forward to it, but just received a phone call saying that «it had been cancelled due to wind». I’m sitting here in Napili with absolutely no wind and the forecast is literally 0 wind for Lahaina harbor. I’m guessing they just cancelled because they didn’t have enough bookings and wouldn’t own up to the truth.
F–

There are so many options for snorkeling destinations off Maui. Once my boyfriend and I decided we wanted to see the island of Lana’i we stumbled upon Paragon from a guidebook I purchased for our trip. They did not disappoint!
The crew was awesome from start to finish. Started from Lahaina Harbor at 830am and started our journey. They served breakfast on the boat. We got to see a pod of dolphins before we got to our snorkeling destination, which was an awesome time!
We snorkeled for about an hour off of Lana’i. You were allowed to snorkel anywhere around the bay/​boat. Our boat which was about 20 – 25 people had the area to ourselves with just one other boat in the bay. They had good snorkeling gear if you did not bring your own, which we did not.
Next it was onto the island of Lana’i. As we got off the boat we got our picnic lunch to take to the beach on the island. Each party got their own cooler which was nice. The sandwich was probably the only disappointment from the day, it was just so so. It also included pasta or a garden salad (your choice) and some chips and cookies. The beach was beautiful and it was awesome to see another island.
After about an hour, back on the boat for the sail back to Maui. It took about 2.5 hours or so. It was awesome! The water was pretty choppy which made for a fun, but very wet for those in the front of the boat, ride. They gave you beer, wine, or Mai Tais on the sail back, and they kept ‘em coming!
Overall it was an awesome day, definitely one of the highlights of our trip. I would absolutely recommend them as well as the sail to Lana’i. The crew was super professional and very friendly. All of the crew was very knowledgeable about the sea and wild life. They had some great stories to share. Paragon was worth every penny!

«Words cannot express the amazing adventure we had… but I will try! «
Sep 23, 2015
Sue S (2 reviews)
Ron was so gracious and kind in welcoming us aboard the Paragon sailboat! Chelsea took great care of us and made sure we had our snorkels and flippers fitting well. Both Ron & Chelsea were amazing host who anticipated our every need! Captain Greg handled the boat like the pro he is! What a great memory to share with my Maui Angels! Mahalo Nui Loa!

My wife and I went sailing and snorkeling at Molokini Crater with Paragon while on our honeymoon and it was one of the highlights of our trip. We had such a great time that booked another trip with them later in the week! Captain Greg, Ron, and Chelsea were fun, personable, hospitable, and provided us with great service – truly a first class experience.
While Captain Greg was taking care of captain duties, Ron and Chelsea took time to chat with each of the guests and make sure that we had everything we needed. They told my wife and me a bit about the history of the company and the boat, some interesting facts about the islands, and recommended some other things to do while on the islands.
The trip size was perfect. There were about 10 guests on the boat and there was plenty of room for everyone to be comfortable and spread out. We sort of took this for granted until we saw how crowded some of the other boats were.
I would highly recommend Paragon to anyone visiting Maui and looking for an incredible experience!

Had the most wonderful time with my husband on our trip to lana’i! On our way over to the island we came across a pod of Hawaiian spinner Dolphins that put on a 15 minuet show for us! I’ve never seen so many Dolphins doing tricks like that!
When we arrived at the island we had our supplied picnic lunch at the beautiful beach.
On our way back we enjoyed delicious Mai tais followed by a blue water swim in the middle of the crossing.
The captain and crew were very knowledgeable about the island and sea life! It is a wonderful company!

Captain Ray and Ron were the superb team that brought us out of Lahaina Harbor to show us a gorgeous Maui sunset. Personable and friendly atmosphere; felt like I was chatting amongst friends I’ve had for years. The views are amazing, as described, and we were lucky enough to get enough wind to catch sail. The hors d’œuvre and drinks were average, but it didn’t really matter because we were having a blast.
Bottom line, I truly recommend these guys– it’s a smaller boat that allows you to view an incredible sunset, with friendly staff who are even there offering to take your picture multiple times until it looks perfect.

Paragon was well worth the money! The crew was friendly, down to earth, and extremely personable. I had thought I lost my wedding ring (yes, I’m THAT girl), and Stephanie was kind enough to make an announcement for everyone to check around for it, and she sent out positive vibes which made me stay calm. Good news… it was at the condo the whole time. sorry to everyone on the catamaran for making you worry for me!
As for the trip itself, snorkeling at Molokini was beautiful. and if you got tired of that, it was fun just to jump into the water and swim around. I had a great time and it was definitely a highlight of my trip (minus the small freak out about the ring).

We did both the Lana’i Snorkel + Picnic as well as the Sunset Cruise off of Lahaina. Both were fantastic. Such warm and friendly staff, great customer service and most importantly really really great adventures.
The Lana’i snorkel and picnic adventure was a real treat. I have been going to Maui for years and never previously booked a trip to Lana’i, and man, I would do it again in a heartbeat! The waters were clear and filled with so much to see. There saw pods of bottle nose dolphins… seriously beautiful. Our picnic on Lana’i beach was so great — I still can’t believe we went there. The beach is stellar! Another huge plus, we were treated like adults with lots of drinks and good music. What a day. Also, something that really blew me away that I have never done before, was an open water swim! I can’t really put into words how cool that was.
The sunset cruise was also spectacular — super chill, great crowd and talking to the staff was the best. Great food and drinks, and what a sunset! I can’t wait to go back. I have been on many types of sailing cruises, and Paragon definitely stood out as the winner in friendliest and happiest staff. I didn’t feel like I was once just a part of their regular routine. Everyone genuinely loved working on that boat, and talking to us. I couldn’t have asked for a better experience.

LOVED IT! We did the Molokini snorkeling tour (5 hours) and it was everyone’s favorite activity of the week! Whether you go with a snorkel charter or just snorkel off the shore, you must snorkel while in Maui!
There are a lot of boats that head out to Molokini to do snorkel tours but if you love sailing as well then you have to go with the Paragon! We had a very nice, small group of 9 people (I honestly can’t imagine many more people because it would have been uncomfortably packed!). Our captain Brian and crewman Tyler were funny and awesome guys!
They supplied breakfast: coffee, muffins, bagels and cream cheese, etc.
It took us about an hour and some change to get out to Molokini and once out there they gave us our snorkel fins and masks and let us head out into the water. They even gave us pool noodles to help us stay afloat: D
We got to spend about an hour and 45 minutes snorkeling and it was totally awesome! All I can say is bring a GoPro for the awesome underwater pictures. Once we were back onboard we got lunch going (deli sandwiches, salad, sodas, alcohol) and set sail back for Maui. The sail back was sunny and beautiful!
Great experience!

We travel… that is what we do as a family, and about 5 years ago we discovered catamaran sailing. We love it, the kids love it and we look for a sailing trip wherever we vacation now.
We were given Paragon by word of mouth and booked a sailing trip to Molokini with them (half day sailing tour). The crew were one of if not the best we have had on our 5+ sailing excursions. They were so polite, captain would stop to check out whales and dolphins… they were just so laid back but also kept us on schedule so we could enjoy everything. The snorkeling at Molokini was the best in Maui hands down as well.
The only thing that I would change is to get more snorkeling out of the trip, maybe a second snorkeling spot, make the trip a little bit longer, of course you would have to charge a little more, but 2 snorkeling spots would be worth it in my opinion.
Would definitely recommend Paragon, we loved our first trip so mucy we actually booked another sailing trip with them on the same trip, that one to Lanai. and I would recommend that as well.
Can’t say enough good things about the crew and the company, they were pretty top notch!

You know what is better than a totally awesome snorkeling trip with a really fun, chill crew?
When you look around and see the other boats at Molokini and go «yeah, we got it way better than those fools.»
So, we took the trip to molokini to see all the fishes. First, the boat was less than ½ full. Which was great for us. Even if it had been full, we’d have had plenty of room.
Waiting on the docks, listening to the other boats go over their [very loud] procedures, afforded me the opportunity to reflect on our boats — Don’t be stupid, have a good time. Simple, eh? But you get that when your boat has way less people. And is way more cooler.
Beautiful, smooth, calm day, with absolutely no wind. So, motoring it was. Which was alright — sailing would have been much nicer, but the boat had plenty of room, and we could stretch out on the canvas and enjoy the ocean. We get out to molikini, and are given instructions — don’t swim past that point, its the ocean. Don’t swim to the island. The fish are best there. Have fun. Have a sandwich when you feel like it.
If you need help with the snorkeling, or instructions, you get it. Ladder into and out of the water might be a bit steep for some folk, but you get the hand of it pretty quick.
Plenty of beer on the boat. Again, it was the treat you like adults system — which is so nice. because sometimes, i am an adult.