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Oahu Outdoor Activities

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Oahu Activities

Attractions

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Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far …More

4.9 (262)

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far...

2 hours • Free Cancellation
4.9 (262)
from
$50
Hawaiian Parasail Since 1977

Experience one of Oahu’s most popular water adventures with a Waikiki parasailing tour. Perfect for thrill-seekers and first-timers alike, this guided flight lifts you high …More

4.9 (1,345)

Hawaiian Parasail Since 1977

Experience one of Oahu’s most popular water adventures with a Waikiki parasailing tour. Perfect for thrill-seekers and first-timers alike, this guided flight lifts you high...

1 hour • Free Cancellation
4.9 (1,345)
from
$50
Diamond Head Hiking Tour with Ticket and Reservation Inclusion

Start your day by waking up early and hiking up our famous national landmark called Diamond Head. The Diamond Head Crater trail which is 1.5 …More

4.7 (173)

Diamond Head Hiking Tour with Ticket and Reservation Inclusion

Start your day by waking up early and hiking up our famous national landmark called Diamond Head. The Diamond Head Crater trail which is 1.5...

3 hours • Hotel pickup offered • Free Cancellation
4.7 (173)
from
$50
Hawaiian Parasail Since 1977 from Waikiki Beach

Hawaiian Parasail Inc. has been the original parasailing company in Hawaii for over 48 years since 1977. Parasailing is fun and safe for the whole …More

5.0 (32)

Hawaiian Parasail Since 1977 from Waikiki Beach

Hawaiian Parasail Inc. has been the original parasailing company in Hawaii for over 48 years since 1977. Parasailing is fun and safe for the whole...

1 hour • Free Cancellation
5.0 (32)
from
$50
Oahu: Manoa Falls Rainforest Self-Guided Hike

Hassle-Free Transportation: Enjoy round-trip shuttle service from Waikiki, so you can relax and focus on the hike without worrying about directions, parking, or traffic. Immersive …More

4.7 (229)

Oahu: Manoa Falls Rainforest Self-Guided Hike

Hassle-Free Transportation: Enjoy round-trip shuttle service from Waikiki, so you can relax and focus on the hike without worrying about directions, parking, or traffic. Immersive...

3 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.7 (229)
from
$53
Parasailing on Maunalua Bay- Oahu's off Waikiki Playground

Bring the whole family along for an exhilarating Oahu parasailing adventure from Honolulu! Soar above the waters of Maunalua Bay for breathtaking views of the …More

4.7 (61)

Parasailing on Maunalua Bay- Oahu's off Waikiki Playground

Bring the whole family along for an exhilarating Oahu parasailing adventure from Honolulu! Soar above the waters of Maunalua Bay for breathtaking views of the...

1 hour 30 minutes • Free Cancellation
4.7 (61)
from
$54
Oahu Whale Watching Catamaran Sail Experience

Join an intimate whale watching adventure aboard open-deck sailing catamaran, limited to just 35 guests for a more personal experience. Every winter, humpback whales migrate …More

Likely to Sell Out
Likely to Sell Out
3.0 (1)

Oahu Whale Watching Catamaran Sail Experience

Join an intimate whale watching adventure aboard open-deck sailing catamaran, limited to just 35 guests for a more personal experience. Every winter, humpback whales migrate...

2 hours • Free Cancellation
3.0 (1)
from
$55
Hawaiian Waterfall Hike With Waikiki Pickup

-Waikīkī pickup and drop off -Hike to Manoa Falls, featured in Jurassic Park - Scenic drive through Rainbow Valley with rainbow sightings - Visit a …More

5.0 (3)

Hawaiian Waterfall Hike With Waikiki Pickup

-Waikīkī pickup and drop off -Hike to Manoa Falls, featured in Jurassic Park - Scenic drive through Rainbow Valley with rainbow sightings - Visit a...

210 to 240 minutes • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$56
Magic Island Honolulu Stand Up Paddling

Join us for a morning paddle with Hawaiian sea turtles! This beginner class is perfect for anyone interested in trying standup paddling (SUP) for the …More

5.0 (26)

Magic Island Honolulu Stand Up Paddling

Join us for a morning paddle with Hawaiian sea turtles! This beginner class is perfect for anyone interested in trying standup paddling (SUP) for the...

1 hour • Free Cancellation
5.0 (26)
from
$57
Waikiki: Golden Hour Sunset Cocktail Cruise

Cast off on a breathtaking 90-minute sunset cruise off the coast of Waikiki! Enjoy unparalleled comfort aboard our 50-foot double-decker boat, featuring a Titanic-style bow …More

4.9 (32)

Waikiki: Golden Hour Sunset Cocktail Cruise

Cast off on a breathtaking 90-minute sunset cruise off the coast of Waikiki! Enjoy unparalleled comfort aboard our 50-foot double-decker boat, featuring a Titanic-style bow...

1 hour 30 minutes • Free Cancellation
4.9 (32)
from
$59
Waikiki Snorkel & Ocean Waterpark Experience from Oahu

Turn your family vacation into an unforgettable ocean adventure packed with slides, snorkeling, and nonstop fun for all ages! This experience is designed for guests …More

Likely to Sell Out
Likely to Sell Out
4.7 (15)

Waikiki Snorkel & Ocean Waterpark Experience from Oahu

Turn your family vacation into an unforgettable ocean adventure packed with slides, snorkeling, and nonstop fun for all ages! This experience is designed for guests...

2 hours • Free Cancellation
4.7 (15)
from
$59
15 Minutes Private Bumper Tube Ride on Koko Marina in Hawaii Kai

This activity is perfect for adventure seekers, families, and children! You will get the chance to zip and bounce through the warm tropical waters of …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

15 Minutes Private Bumper Tube Ride on Koko Marina in Hawaii Kai

This activity is perfect for adventure seekers, families, and children! You will get the chance to zip and bounce through the warm tropical waters of...

15 minutes • Free Cancellation
5.0 (1)
from
$59
Diamond Head Hike [Starts at 7:00 a.m.]

---Diamond Hike(Sunrise)--- The Diamond Head hike offers some of the best views of Honolulu, Waikiki, Koko Head and Kahala. The early shuttle from Waikiki means …More

5.0 (2)

Diamond Head Hike [Starts at 7:00 a.m.]

---Diamond Hike(Sunrise)--- The Diamond Head hike offers some of the best views of Honolulu, Waikiki, Koko Head and Kahala. The early shuttle from Waikiki means...

2 hours 30 minutes • Hotel pickup offered
5.0 (2)
from
$59
High Ropes Adventure Course at Coral Crater

Challenge yourself and navigate the High Ropes Adventure Course featuring 18 challenges such as bridges, swings, balance obstacles, and other exciting challenges. Whether you're looking …More

4.8 (44)

High Ropes Adventure Course at Coral Crater

Challenge yourself and navigate the High Ropes Adventure Course featuring 18 challenges such as bridges, swings, balance obstacles, and other exciting challenges. Whether you're looking...

1 hour • Free Cancellation
4.8 (44)
from
$63
Wai Kai Adventure Park Packages

Three ways to play! Full day and half day packages available. ULTIMATE PACKAGE: • Surf Session • AquaVenture & AquaPeakz Access • Paddle Pass • …More

4.8 (11)

Wai Kai Adventure Park Packages

Three ways to play! Full day and half day packages available. ULTIMATE PACKAGE: • Surf Session • AquaVenture & AquaPeakz Access • Paddle Pass •...

1 to 6 hours • Free Cancellation
4.8 (11)
from
$63
Diamond Head Hiking Experience with Roundtrip Transportation

Experience the most popular hiking trails in a short time in the morning Early morning refreshing air and panoramic views Round-trip transportation from Waikiki in …More

4.1 (8)

Diamond Head Hiking Experience with Roundtrip Transportation

Experience the most popular hiking trails in a short time in the morning Early morning refreshing air and panoramic views Round-trip transportation from Waikiki in...

3 hours • Free Cancellation
4.1 (8)
from
$63

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

Recent activity reviews
Great swimming and cruise!
New York City
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
Fearless67031559153, Sep 2026
Great swimming and cruise!
We loved this cruise! Great and friendly crew. Only thing we weren't happy w was we couldn't use goggles or anything. Other than that, the boat, crew, cruise and swimming made this activity one of the favorites of our 8 day trip!
Read more
Great way to start our...
New York City
Diamond Head Hiking Tour with Ticket and Reservation Inclusion
Lisa_B, Sep 2026
Great way to start our...
Great way to start our Hawaii Vacation! Stephanie was very informative and gave us information along the way about the history and culture of Oahu.
Read more
Would recommend for a great experience
New York City
Hawaiian Parasail Since 1977 from Waikiki Beach
990trinaj, Sep 2026
Would recommend for a great experience
First time parasailing and the staff was excellent as making sure we were prepared and explained how it was going to go. Would highly recommend booking with this company. The staff gave us a laid back experience and was very engaging. We'd use them again.
Read more
Amazing trip. Mahalo, our...
New York City
Hawaiian Waterfall Hike With Waikiki Pickup
Rachael_A, Sep 2026
Amazing trip. Mahalo, our...
Amazing trip. Mahalo, our driver was the best. So knowledgable and very accommodating. Amazing views and awesome experience.
Read more
awesome
New York City
Hawaiian Parasail Since 1977 from Waikiki Beach
Guide04298255457, Sep 2026
awesome
Outstanding experience crew was absolutely awesome. The photos were grat nd well worth the cost. I would recommend
Read more
awesome
New York City
Hawaiian Parasail Since 1977
Guide04298255457, Sep 2026
awesome
The crew went above and beyond to make this experience memorable. The parasailing was awesome and the photos are well worth the money. I would highly recommen
Read more
Friendly driver....
New York City
Diamond Head Hiking Tour with Ticket and Reservation Inclusion
Kim_O, Sep 2026
Friendly driver....
Friendly driver. Instructions were clear and helpful. It was a climb of various levels but the climb was worth the awesomeness at the top. Recommend doing early morning tour
Read more
Great tour
New York City
Hawaiian Waterfall Hike With Waikiki Pickup
Christal_S, Sep 2026
Great tour
Our tour got cancelled but they made it right with a different tour. Mano was our driver he gave us an awesome tour of the island took us to breathe taking places. He was very informative about the island a true Hawaiian gave great recommendations.
Read more
10000000% awesome!!!
New York City
Hawaiian Parasail Since 1977
Cindy_L, Sep 2026
10000000% awesome!!!
It was amazing! I was very comfortable parasailing with Russell. My husband and I would parasail again 24/7. ❤️
Read more
Loved it!
New York City
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
tonih616, Sep 2026
Loved it!
They were wonderful! Everyone was friendly and knowledgable, and we had a lot of fun. We will definitely book again!
Read more
Such a good time. Tanner,...
New York City
Waikiki: Golden Hour Sunset Cocktail Cruise
Melissa_L, Aug 2026
Such a good time. Tanner,...
Such a good time. Tanner, Annabelle, and Captain Nick were a good time. Good music. Good drinks. Good people. Highly recommend.
Read more
Beautiful tour
New York City
Waikiki: Golden Hour Sunset Cocktail Cruise
Terrence_M, Aug 2026
Beautiful tour
Very nice boat and crew was very nice and helpful. The Captain made sure we saw Diamond head and the Sunset
Read more
Great time.
New York City
Oahu: Manoa Falls Rainforest Self-Guided Hike
shawnwZ100TN, Aug 2026
Great time.
Was great! Was provide bug spray and walking stick which was very helpful!
Read more
Brilliant! Outatanding jokes
New York City
Oahu: Manoa Falls Rainforest Self-Guided Hike
OnAir49470916814, Jul 2026
Brilliant! Outatanding jokes
Fantastic, my tour kind was hilarious. Didn’t even charge us extra for the jokes. We were warned that we’d get “stick envy” on the way down… and boy did we. The company provide you with every thing you need for the walk. The waterfall hike itself is a little challenging (I have moderate/good fitness) and I did find myself looking at the woman next to me and her inhaler and wondering if she’d let me half a quick puff… inhaler envy I guess. But the way down Is harder, especially if it’s wet. This is definitely when you see stick envy. You can choose to just curl up and roll back down. But I don’t think it’s advised. There is a hose to clean off your trainers, but it was long and slow because some people seemed to want to get them back to show ready. My favourite part was when someone asked if there was a toilet and the guide keeping a straight face while replying, “Well. This is the middle of a rainforest, they don’t normally come with bathrooms” 😅😅… there is one just, but it’s at the bottom of the car parks.My only regret was that I didn’t get to tip my guide. I forgot cash and UK sims don’t allow V payments and I really wanted to give a tip. I’m so sorry about that.Thank you for such an awesome trip, so worth the money. Mahalo
Read more
Great paddle boarding experience
New York City
Magic Island Honolulu Stand Up Paddling
Fred_C, Jul 2026
Great paddle boarding experience
Yoga Floats is a GREAT company. Kelsey our instructor was very helpful and supportive of me and my 3 girls. We had a 1 hour beginner paddle boarding class at Ala Moana Beach Park. She gave a very helpful basic instruction talk and then had us up and paddle boarding in a short time. I personally had a bad experience 1-2 years ago paddle boarding due to rough weather and possibly faulty equipment. She helped me erase those bad memories and put me back on a positive track. We all enjoyed ourselves and the hour flew by. Thank you Kelsey!
Read more
Paddling and Paddle Board Yoga
New York City
Magic Island Honolulu Stand Up Paddling
Khanh_L, Jul 2026
Paddling and Paddle Board Yoga
I only signed up for padding, but Ms. Kelsey invited me to stay for paddle board yoga. I'm glad I did!She was a great teacher. I didn't bump into corral area or any paddlers out there. Ms. Kelsey brought the energy that I needed to the water for both classes. I loved it. Thank you. 🧘🏻‍♀️💙
Read more
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