Oahu Romantic Tours

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Oahu Activities

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Friday Night Firework Cruise in Waikiki
4.8 (35)

Friday Night Firework Cruise in Waikiki

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline,...

1 hour • Free Cancellation
4.8 (35)
from
$70
Nova Five Star Sunset Dinner and Jazz
4.6 (192)

Nova Five Star Sunset Dinner and Jazz

Start this Honolulu sunset cruise with a “champagne toast” (non-alcoholic), before casting off to ply the waters of Oahu’s southern coast. Throughout the cruise you’ll...

3 hours • Free Cancellation
4.6 (192)
from
$236
Honolulu - Private Photoshoot with a Top-Rated Local Photographer
5.0 (7)

Honolulu - Private Photoshoot with a Top-Rated Local Photographer

Transform your Honolulu adventure into stunning professional photographs you'll treasure forever. With over 3 million memories captured across six continents and features in Oprah, Forbes,...

1 to 2 hours • Free Cancellation
5.0 (7)
from
$575
waikiki Gondola Cruise with cute tour guide & he sings!
5.0 (85)

waikiki Gondola Cruise with cute tour guide & he sings!

Not looking for another Luau, but you are looking for fun and One of the Best things to do in waikiki........ Waikiki is known for...

45 to 60 minutes • Free Cancellation
5.0 (85)
from
$250
Sunset Gondola Cruise waikiki with cute tour guide & he sings!
4.9 (25)

Sunset Gondola Cruise waikiki with cute tour guide & he sings!

Sometimes you just want to immerse your senses in softer, calmer activities. Now you can enjoy a relaxing & romantic experience leisurely cruising along the...

1 hour • Free Cancellation
4.9 (25)
from
$250
2-HR Gondola cruise in waikiki with cute tour guide & he sings!
5.0 (5)

2-HR Gondola cruise in waikiki with cute tour guide & he sings!

Combo deal!! Get this 2 hour gondola cruise and receive an all day hop on hop off waikiki bus voucher after the completion of the...

2 hours • Free Cancellation
5.0 (5)
from
$178
Private cruise Gondola waikiki with cute tour guide & he sings!
5.0 (2)

Private cruise Gondola waikiki with cute tour guide & he sings!

Drift and relax under the starlight as you glide effortlessly on the tranquil waters of Waikiki. Gaze in awe under romantic moonlight while interacting with...

1 hour • Free Cancellation
5.0 (2)
from
$670
Hawaii Wedding - Aloha Beach Wedding and Photo Session
5.0 (11)

Hawaii Wedding - Aloha Beach Wedding and Photo Session

Do you dream of a wedding ceremony at the beach? Let’s celebrate your destination wedding with us. Our ALOHA Hawaii Beach Wedding is one of...

80 to 90 minutes • Hotel pickup offered
5.0 (11)
from
$750
Oahu Private Honeymooners and Lovers Tour
5.0 (1)

Oahu Private Honeymooners and Lovers Tour

Discover the gems of Paradise on the beautiful Island of Oahu. Are you looking for the perfect honeymoon activity or romantic experience in paradise? This tour...

5 to 6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$987
Deluxe Professional Photo Session: 2-Hr Oahu Look
4.9 (7)

Deluxe Professional Photo Session: 2-Hr Oahu Look

Start your day in paradise with the perfect light. This mini-tour is designed for those who want incredible photos without a full-day commitment. We pick...

3 hours • Hotel pickup offered • Free Cancellation
4.9 (7)
from
$349
Affordable Afternoon Sail in Waikiki
3.7 (3)

Affordable Afternoon Sail in Waikiki

Looking for an unforgettable experience that won’t break the bank? Join us aboard Island Magic for the Aloha Hour a scenic, one hour sail offering...

1 hour • Free Cancellation
3.7 (3)
from
$30

Frequently Asked Questions

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

Recent activity reviews
Awesome Friday Nt Firework Experience
New York City
Friday Night Firework Cruise in Waikiki
jocelynd939, Sep 2026
Awesome Friday Nt Firework Experience
Awesome Firework Cruise experience! We are locals that bought our family to enjoy a Friday Nt in Waikiki. The crew was really fun and had very nice conversations with them! Would totally go again and recommend the Moana! Mahalo!
Read more
Serenade in Waikiki
New York City
Sunset Gondola Cruise waikiki with cute tour guide & he sings!
Frances_W, Sep 2026
Serenade in Waikiki
Awesome experience on the waters of Waikiki. Elliott was great. Very romantic and calming. We would definitely do it again.
Read more
Get the photos!
New York City
Deluxe Professional Photo Session: 2-Hr Oahu Look
Shana_B, Sep 2026
Get the photos!
I highly recommend professional photos if you are on vacation! Eric picked us up in a Jeep and took us to the most beautiful spots in Hawaii. He captured the most amazing shots and we have these memories to last forever. By far this was a main highlight of our trip!
Read more
Stefan
New York City
Nova Five Star Sunset Dinner and Jazz
寛長, Sep 2026
Stefan
Thanks to Stefan, it became a special memory! Thank you! Also, come to Japan to eat Sokka senbei!
Read more
The best night cruise
New York City
Nova Five Star Sunset Dinner and Jazz
Venture54526950368, Sep 2026
The best night cruise
Captain Stefan was very kind and a good person. You spoke to me in Japanese. I was happy that you celebrated my honeymoon ♡ I want to come again!
Read more
Must do excursion!!!!
New York City
waikiki Gondola Cruise with cute tour guide & he sings!
Kevin_B, Aug 2026
Must do excursion!!!!
This was an intimate, couple centered experience that felt warn from the moment I was picked up until the final drop‑off. It was romantic, relaxing, and thoroughly enjoyable. A true 5‑star experience. Family own business who truly cares about their customers!!
Read more
Amazing experience
New York City
Friday Night Firework Cruise in Waikiki
W2364GZloric, Jul 2026
Amazing experience
This trip was absolutely magical! Worth every penny! We enjoyed it so much that we are booking the sunset cruise too!
Read more
Chill and Affordable
New York City
Affordable Afternoon Sail in Waikiki
kendraf415, May 2026
Chill and Affordable
We had a fantastic experience. The boat isn't too big and it isn't crowded. There are fun nets in the front that you can sit on. The captain also found some whales for us to watch and adjusted the trip so we could see the whales. We also could bring our own drinks and there weren't any further gimicks to make us spend more money.
Read more
Love it :)
New York City
2-HR Gondola cruise in waikiki with cute tour guide & he sings!
Taylor_N, Mar 2026
Love it :)
The gondala ride in Waikiki was amazing! Super chill way to see the canals of Honolulu! Me and my fience has a very nice time :)
Read more
Highly recommend
New York City
Deluxe Professional Photo Session: 2-Hr Oahu Look
_S88JH, Mar 2026
Highly recommend
We had an absolutely fantastic experience renting a convertible from Yaroslav in Hawaii. He took us to some of the most beautiful spots on the island, and the car itself was stunning—a Ford Mustang convertible with a memorable, unique design. Everything was top-notch: the service, the drive, and the overall vibe. I highly recommend Yaroslav if you’re looking for a special, unforgettable adventure—everything was perfect!
Read more
A Very Fun and Unique Experience
New York City
Sunset Gondola Cruise waikiki with cute tour guide & he sings!
Justin_Z, Mar 2026
A Very Fun and Unique Experience
The Waikiki Gondola ride was very fun. I got to meet a few new people and learn a lot about them. Eliot was a great tour guide with an energetic personality, he made the experience worthwhile and even upgraded my tour for free after weather concerns made me reschedule. You get to see lots of sites and hear lots of stories along the way!
Read more
Magic Island Wedding
New York City
Hawaii Wedding – Aloha Beach Wedding and Photo Session
EVER_V, Mar 2026
Magic Island Wedding
Jennifer was great. She was prepared and made us feel special. She accomodated us even though it was very last minute. Thank you for making our day memorable.
Read more
Waikiki Gondola A truly magical experience
New York City
waikiki Gondola Cruise with cute tour guide & he sings!
B8860TJshawnt, Mar 2026
Waikiki Gondola A truly magical experience
We were looking for a unique tour and the Waikiki Gondola experience exceeded every expectation! It’s the only authentic gondola cruise in Hawaii, and it felt so much more intimate than the crowded catamaran tours. Our gondolier was amazing, navigating us through the calm waters with a perfect view of the Waikiki skyline and Diamond Head. If you want a romantic sunset cruise or a private escape, this is the best-kept secret in Honolulu. A truly magical gondola ride!
Read more
Amazing
New York City
2-HR Gondola cruise in waikiki with cute tour guide & he sings!
Karen_R, Feb 2026
Amazing
This was an amazing tour. Very friendly tour guides. Transportation was great arrival on time and the van was nice and clean. We song laughed and enjoyed the view.we also was pleased with the snacks.
Read more
memories that we’ll treasure for a lifetime!
New York City
Hawaii Wedding – Aloha Beach Wedding and Photo Session
Yongyi_X, Nov 2025
memories that we’ll treasure for a lifetime!
Highly Recommended — An Incredible Experience from Start to Finish!” We had such an incredible experience from beginning to end. The entire team went above and beyond to make our wedding day truly special. For anyone looking to have their wedding photos or ceremony done, we highly recommend working with them. They are genuine, professional, and incredibly talented people who provide exceptional service with warmth and care.We deeply appreciate their support, patience, and attention to every detail throughout our wedding planning process. Everything was handled so smoothly and beautifully — we couldn’t have asked for a better experience. Thank you for helping us create memories that we’ll treasure for a lifetime!
Read more
Great way to experience the Waikiki shoreline!
New York City
Affordable Afternoon Sail in Waikiki
Josie_M, Jul 2025
Great way to experience the Waikiki shoreline!
What a fun activity for families! Captain and crew were awesome! Highly recommend! Our 11 and 5 year olds love it!
Read more
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