Celebrate Valentine's Day in Oahu (Updated 2026)

Oahu, USA
Private Catamaran Sunset Sail in Waikiki
Likely to Sell Out
Likely to Sell Out

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (11)
from
$900
Private Circle Island Oahu Tour with Custom Itinerary

Are you ready to escape the city and experience the true essence of Oahu? At Private Hawaii Tours, we offer more than just typical sightseeing—we...

8 to 10 hoursHotel pickup offeredFree Cancellation
8 to 10 hoursHotel pickup offeredFree Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
4.9 (18)
from
$300
Waikiki Deep Sea Fishing Charter from Oahu
Likely to Sell Out
Likely to Sell Out

When it comes to deep-sea fishing experiences our tour stands out as a beacon of excellence: Our Luxurious State-of-the-Art Boat includes amenities such as Air-Conditioned...

1 day
1 day
1 day
4.9 (10)
from
$1,400
Snorkeling with Turtle/Water Scooter Adventures Oahu

Experience an unforgettable Hawaiian snorkeling adventure with exclusive extras like our electric-powered sea scooters, stand up paddle boards, and more! We also provide the famous...

3 hoursHotel pickup offeredFree Cancellation
3 hoursHotel pickup offeredFree Cancellation
3 hours • Hotel pickup offered • Free Cancellation
4.8 (16)
from
$85
Open Water Scuba Certification

If you’ve always wanted to take scuba diving lessons, experience unparalleled adventure and see the world beneath the waves, this is where it starts. Get...

4 days
4 days
4 days
5.0 (81)
from
$495
Oahu Grand Circle Island Experience from Waikiki

Enhance your Hawaii vacation experience with an inter-island trip to the island of Oahu and discover this historical destination with those who know it best....

10 to 11 hoursHotel pickup offeredFree Cancellation
10 to 11 hoursHotel pickup offeredFree Cancellation
10 to 11 hours • Hotel pickup offered • Free Cancellation
4.4 (21)
from
$84.95
Wai Kai Adventure Park: Surf Session
Likely to Sell Out
Likely to Sell Out

What sets this apart is the wave itself. The Wai Kai Wave is an engineered standing wave—a continuous, perfectly shaped break that lets you surf...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (10)
from
$61.25
Beginner Surf Lesson at North Shore Haleiwa, Oahu

Our Surf Lessons are designed to be as Safe, Fun and Successful as possible for you. Surfing is our passion and we love to share...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (19)
from
$90
Oahu Whale Watch Tour & Waikiki Sunset Boat Tour

Humpback whales have journeyed thousands of miles to the warm waters of Hawaii to give birth to their calves. If we're fortunate, we might even...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
4.9 (16)
from
$80
Moana’s Luxury semi-private Sunset Cruise on Nalu

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (17)
from
$149.99
Day Trip from Oahu to Kauai: Waimea Canyon & Koke'e Tour

Escape to another Hawaiian island for a day on this all-inclusive island-hopping tour. Indulge on your vacation and leave the planning to us! Interisland roundtrip...

14 hoursFree Cancellation
14 hoursFree Cancellation
14 hours • Free Cancellation
4.0 (85)
from
$674.91
Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
Likely to Sell Out
Likely to Sell Out

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (13)
from
$53.36
Private One-On-One Individual Surfing Lesson
Likely to Sell Out
Likely to Sell Out

Learn how to surf at the birth place of surfing with your very own certified Waikiki Beachboy.  We are located in the heart of Waikiki,...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.9 (15)
from
$158.35
Oahu Custom Private Circle Island and Mini Circle Island Tours
Likely to Sell Out
Likely to Sell Out

See all O`ahu has to offer and enjoy a ride around the Ko`olau Mountain Range.  Visit the South or North Shore on a Mini Circle...

6 to 12 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (20)
from
$699
Semi-Private Surf Lesson for 2 or 3 people on Waikiki Beach

Enjoy a semi private surf lesson for 2-3 people at world famous Waikiki Beach. This intimate setting is perfect for families, children and couples....

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
4.6 (30)
from
$139
Private Sweetheart Horseback Ride

Sometimes the best way to get closer is to get away. There’s no better place to spend quality time together than Hawaii’s North Shore, and...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.9 (90)
from
$223
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If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.