Oahu Cruises, Sailing & Water Tours

208 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
123
104
87
Duration Clear
22
186
32
1
1
Price Clear
$0 $500+
Rating Clear
146
196
199
Specials Clear
197
62
0
51
9
Features Clear
37
122
188
10
182
14
Accessibility Clear
3
82
178
Families Clear
139
66
68

Oahu Activities

Attractions

Guides

Calendar

2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
Likely to Sell Out
Likely to Sell Out
5.0 (1)

2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$1,200
Waikiki Sunset Cruise and Iconic Views with Swimming
5.0 (2)

Waikiki Sunset Cruise and Iconic Views with Swimming

Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
from
$65
Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise
5.0 (10)

Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise

Our sunset turtle snorkeling tour delivers a unique all-in-one Waikiki ocean experience, combining adventure, relaxation, and unforgettable views in one trip. We reach Turtle Canyon...

4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (10)
from
$120
Whale Watching Catamaran Sail
4.8 (21)

Whale Watching Catamaran Sail

2hr whale watching sail aboard the Ho'oNaea Catamaran. Enjoy Oahu's majestic North Shore and encounter the Hawaiian Humpback whales up-close from the of the decks...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (21)
from
$105
Private 5Hr Island Tour with 2.5Hr Sail and Snorkel with Turtles
5.0 (3)

Private 5Hr Island Tour with 2.5Hr Sail and Snorkel with Turtles

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$1,200
Mokulua Islands Self-Guided Kayak Adventure
Likely to Sell Out
Likely to Sell Out
4.0 (4)

Mokulua Islands Self-Guided Kayak Adventure

Explore the Mokolua Islands on this adventurous self-guided tour. The island is a seabird sanctuary and the beach is also a resting spot for monk...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.0 (4)
from
$82
Self-Guided Kayaking Tour in Kailua Bay and Popoia Island
5.0 (9)

Self-Guided Kayaking Tour in Kailua Bay and Popoia Island

Meet in Kailua at the Active Oahu storefront where friendly staff will help you load your kayaks and gear. From there drive a few minutes...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (9)
from
$82
Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu
5.0 (7)

Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu

Embark on an exhilarating 5-hour journey to the Mokulua Islands, led by our experienced guides! Say goodbye to car hassles—your transportation to Kailua Beach is...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (7)
from
$285
Waikiki Beach Catamaran Friday Night Fireworks Tour
5.0 (7)

Waikiki Beach Catamaran Friday Night Fireworks Tour

This sail only happens once a week and there’s no better way to take in the fireworks than from the waters aboard our catamaran, where...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (7)
from
$71
Moana’s Luxury semi-private Sunset Cruise on Nalu
5.0 (17)

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 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (17)
from
$149.99
Moana’s Deluxe Breakfast Snorkel & Sail Adventure
4.7 (14)

Moana’s Deluxe Breakfast Snorkel & Sail Adventure

Start your day with a relaxed morning cruise to Turtle Canyon, where you’ll snorkel among green sea turtles at a “turtle cleaning station” and spot...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (14)
from
$169.99
Ko Olina Glass Bottom Sunset Tour - West Oahu Reef
5.0 (1)

Ko Olina Glass Bottom Sunset Tour - West Oahu Reef

Experience one of the best sunset tours in Ko Olina aboard our Glass Bottom Boat Sunset Tour on Oahu’s West Side. Departing from Ko Olina...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$60
Snorkel and Catamaran Sail
4.7 (6)

Snorkel and Catamaran Sail

Board a catamaran from Haleiwa harbor to snorkel and sail the beautiful waters of Oahu's famous North Shore. Offered throughout the summer months, this tour explores the northern coastline...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.7 (6)
from
$142
BYOB Friday Night Fireworks Cruise
5.0 (5)

BYOB Friday Night Fireworks Cruise

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (5)
from
$138.95
Luxury Diamond Head Sunset Sail
5.0 (3)

Luxury Diamond Head Sunset Sail

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$1,398
Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
5.0 (3)

Waikiki Sail and Snorkel Adventure Best of Hawaii 2023

Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with an array of tropical fish. The clear waters of Turtle...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (3)
from
$695

Frequently Asked Questions

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

Oahu Activities
Attractions
Guides
Calendar
View more
View more
Language
Currency

Site Settings

Activity name

Currency

Activity name

Lowest Price Guarantee

Activity name

We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

We Make It Easy!

Gather your information

Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Hawaii promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

Sorting, ranking, and search results

Activity name

Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

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.

Cool Support

Ask us anything!

Activity name

Cool Robot