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Top Hawaii Romantic Tours

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Hawaii Tours

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Waikoloa Signature Catamaran Sunset Sail

End your day in paradise with a relaxing sunset cruise along Waikoloa’s beautiful Kohala Coast. Departing from Anaeho‘omalu Bay, the Spirit of Aloha catamaran offers …More

Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.8 (413)

Waikoloa Signature Catamaran Sunset Sail

End your day in paradise with a relaxing sunset cruise along Waikoloa’s beautiful Kohala Coast. Departing from Anaeho‘omalu Bay, the Spirit of Aloha catamaran offers...

90 to 120 minutes • Free Cancellation
4.8 (413)
from
$159
Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Island Fish, or Penne Pasta with Thai Basil Marinara. A …More

Maui, USA
4.6 (651)

Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Island Fish, or Penne Pasta with Thai Basil Marinara. A...

2 hours • Free Cancellation
4.6 (651)
from
$150
Maui: Road to Hana Luxury Limo-Van Tour with Helicopter Flight

Discover Maui's famous Road to Hana from the ground and from the sky! On this small-group luxury tour, relax on the drive to Hana in …More

Likely to Sell Out
Likely to Sell Out
Maui, USA
4.9 (806)

Maui: Road to Hana Luxury Limo-Van Tour with Helicopter Flight

Discover Maui's famous Road to Hana from the ground and from the sky! On this small-group luxury tour, relax on the drive to Hana in...

6 hours
4.9 (806)
from
$599
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 …More

Oahu, USA
4.6 (193)

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 (193)
from
$236
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, …More

Oahu, USA
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
From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

Sip on cocktails and take in the world-famous Maui sunset as our attentive crew serves you a delicious three-course meal table-side. Come aboard the Quicksilver …More

Maui, USA
4.4 (794)

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

Sip on cocktails and take in the world-famous Maui sunset as our attentive crew serves you a delicious three-course meal table-side. Come aboard the Quicksilver...

2 hours • Free Cancellation
4.4 (794)
from
$140
Tropical Fruit Tasting Experience

Discover the vibrant world of dragonfruit and other tropical delights on a guided walking tour at our farm. Learn about the cultivation of various exotic …More

Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (2)

Tropical Fruit Tasting Experience

Discover the vibrant world of dragonfruit and other tropical delights on a guided walking tour at our farm. Learn about the cultivation of various exotic...

1 hour • Free Cancellation
5.0 (2)
from
$47
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 …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA
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
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, …More

Oahu, USA
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
Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!

As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a Click Away!  Enjoy Maui's Most Affordable Aerial Activity: Your Spectacular, Once-in-a-Lifetime, …More

Maui, USA
5.0 (270)

Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!

As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a Click Away!  Enjoy Maui's Most Affordable Aerial Activity: Your Spectacular, Once-in-a-Lifetime,...

1 hour • Free Cancellation
5.0 (270)
from
$420
Maui: Coast of Ka'anapali Beach Sunset Dinner Sail

Embark on an unforgettable two-hour Sunset Sail, promising a serene and memorable experience. Relax as our crew sets sail for two hours of smooth and …More

Lahaina, USA
4.7 (219)

Maui: Coast of Ka'anapali Beach Sunset Dinner Sail

Embark on an unforgettable two-hour Sunset Sail, promising a serene and memorable experience. Relax as our crew sets sail for two hours of smooth and...

2 hours • Free Cancellation
4.7 (219)
from
$168
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 …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA
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!

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 …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA
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!

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 …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA
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

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 …More

Oahu, USA
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
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 …More

Oahu, USA
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
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 …More

Oahu, USA
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
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 …More

Oahu, USA
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
Romantic Kona Coffee & Landing: Private Helicopter Tour

Take flight on an exclusive, 45-minute private helicopter journey along the renowned Kona Coast, featuring a 20-minute landing at a coffee farm with a mini …More

Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Romantic Kona Coffee & Landing: Private Helicopter Tour

Take flight on an exclusive, 45-minute private helicopter journey along the renowned Kona Coast, featuring a 20-minute landing at a coffee farm with a mini...

1 hour 5 minutes • Free Cancellation
from
$4,340
Luxury Picnic Volcanoes & Waterfalls: Private Helicopter Tour

Travel in luxury on an exclusive private helicopter excursion that features volcanic mountains, waterfalls, and the extraordinary Kohala Coast. Enjoy a private landing with a …More

Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Luxury Picnic Volcanoes & Waterfalls: Private Helicopter Tour

Travel in luxury on an exclusive private helicopter excursion that features volcanic mountains, waterfalls, and the extraordinary Kohala Coast. Enjoy a private landing with a...

2 hours 30 minutes • Free Cancellation
from
$6,750

Frequently Asked Questions

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

Recent tour reviews
We had a wonderful time!...
New York City
From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
Johanna_M, Sep 2026
We had a wonderful time!...
We had a wonderful time! The crew was very attentive to our needs. Entertainment was not cheesy. The singer, Christina was very good. The photographer was great! The photo package was a little expensive but all our pictures turned out good so we gave in and bought the package! For being vegetarians the food was actually pretty good. Our favorite was the dessert - lilikoi cheesecake! Overall, it was a great experience! It was worth it! Highly recommended ❤️
Read more
The BEST sunset!
New York City
Maui: Coast of Ka’anapali Beach Sunset Dinner Sail
Marlena_N, Sep 2026
The BEST sunset!
This was the PERFECT way to see a Maui sunset…not to mention a beautiful view of the island! The crew was fantastic and the food was delicious too. Definitely recommend this to everyone! If you deal with motion sickness…take your dramamine!
Read more
A nice Sunset Cruise in Maui
New York City
Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
Ken_S, Sep 2026
A nice Sunset Cruise in Maui
Wanted to do a Sunset dinner cruise and the itinerary and meal seemed like a good choice. The crew was great, hard working and very attentive. The meal (we chose the Prime Rib) was good and cooked as requested. We saw beautiful sunsets but weren’t able to see the Molokini Crater due to the weather.
Read more
Awesome Dinner cruise
New York City
Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
Kelly_Q, Sep 2026
Awesome Dinner cruise
Great food, great music, great staff! The boat was very clean and stable during rough seas due to high winds
Read more
Great tour
New York City
Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!
huanw745, Sep 2026
Great tour
Spectacular plane ride with beautiful sunset tour
Read more
Sunset flight
New York City
Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!
Q955JKmichaelv, Sep 2026
Sunset flight
Beautiful flight, super smooth and easy. Highly recommend!
Read more
Excellent dinner cruise with The Star of Honolulu
New York City
Nova Five Star Sunset Dinner and Jazz
johnmT2454JK, Sep 2026
Excellent dinner cruise with The Star of Honolulu
We did a Friday night and ended the show with fireworks. It was fantastic and I would do it again. The food, service, and entertainment were outstanding! The staff were friendly and accommodating.
Read more
A’hui hou
New York City
Waikoloa Signature Catamaran Sunset Sail
Karen_M, Sep 2026
A’hui hou
Fantastic!!! Crew and captain were attentive and personable.. drinks were plenty and food perfect.. I would do this again and again ! This time we were celebrating our 32nd wedding anniversary and it was perfect .. go here if you can ❤️🌋❤️🤙🤙
Read more
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
It was excellent, our...
New York City
Maui: Road to Hana Luxury Limo-Van Tour with Helicopter Flight
Jim_H, Sep 2026
It was excellent, our...
It was excellent, our pilot was great and all went well with check in. The flight was great and felt very safe. Great photo ops.. the road down from Hana where we landed was an excellent experience. Scott our tour guide was great, knowledgeable, funny, polite , gave us great photo tips at almost every turn. I would specifically ask for him if you go, Scott F.
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
Road to Hana
New York City
Maui: Road to Hana Luxury Limo-Van Tour with Helicopter Flight
Andrea_N, Sep 2026
Road to Hana
We had such a fantastic time on this trip. The waterfalls were mind blowing and Scott the driver did such a good job entertaining us on the way to Hana and took some amazing photos of us at all the famous stops along the way. The helicopter ride back was an added plus and made the trip magical.
Read more
Fantastic sunset adventure
New York City
Waikoloa Signature Catamaran Sunset Sail
suelW5985QI, Sep 2026
Fantastic sunset adventure
Our catamaran cruise was beautiful and such a smooth ride. Crew was great and it even included a delicious dinner that was a surprise. We just expected snacks. Variety of cocktails were offered to meet everyone's tastes.
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
Great experience!
New York City
Maui: Coast of Ka’anapali Beach Sunset Dinner Sail
sharonlwrites, Sep 2026
Great experience!
Fantastic casual-dinner cruise! The staff were incredibly friendly and helpful. I’m a vegetarian so I wasn’t sure if there would be food I could eat, but the buffet provided plenty of options. The grilled chicken my family ate was reported as great. It was a misty evening which provided bits of rain, unbelievable sunset, and multiple rainbows. Note - you leave your shoes behind (true of all boats) and you will get wet getting on board (also true of boats).
Read more
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