Top Oahu Cruises, Sailing & Water Tours

Q: What are the best options for Oahu Cruises, Sailing & Water Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Oahu Cruises, Sailing & Water Tours are: Private Group SUP Lessons for 4 by Waikiki Beachboys at the Royal Waikiki to Diamondhead: Sunset BYOB Cruise Waikiki Whale Watching Cruise Mokulua Islands Self-Guided Kayak Adventure Oahu Customizable Private Community Service Voluntourism Offer

Q: What are the best kid-friendly options for Oahu Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Oahu Cruises, Sailing & Water Tours are: Waikiki Glass Bottom Boat Cruise Waikiki Beach Glass Bottom Boat Tour Waikiki 2 hour Turtle Canyon Snorkeling Adventure Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure Oahu Atlantis Submarine Adventure in Waikiki View all kid-friendly Tours →

Q: Which Oahu Cruises, Sailing & Water Tours have Instant Confirmation?

Oahu Cruises, Sailing & Water Tours with Instant Confirmation include: Waikiki Glass Bottom Boat Cruise Waikiki Beach Glass Bottom Boat Tour Waikiki 2 hour Turtle Canyon Snorkeling Adventure Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure Oahu Atlantis Submarine Adventure in Waikiki View all Tours with Instant Confirmation →

Q: I need a ride! Which Oahu Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Oahu Cruises, Sailing & Water Tours include Hotel Pickup: Oahu Dolphin and Snorkel Tour with Waikiki Pickup & Lunch Oahu Circle Island Snorkeling Tour: Dole, Pali Lookout & More Ko Olina Catamaran Sail and Snorkel with Lunch Luxury Snorkel Cruise with Dolphin Watch and Hawaiian Meal Oahu Small-Group Circle Island Tour with Turtle Snorkeling View all Tours with Hotel Pickup →

Q: Got any more Oahu trip ideas?

We sure do. Check out our curated lists of hand-picked Oahu Tours. Top 10 Oahu 2026 Senior-friendly tours Oahu The best tours and activities for culture lovers in Oahu Top Day Trips from Oahu Things to do in Oahu this summer View all Oahu Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Oahu?

Based on our sales data over the past year, the most popular styles of tours and activities in Oahu are: Oahu Luxury & Special Occasions Oahu Luxury Tours Oahu Cruises, Sailing & Water Tours Oahu Tours & Sightseeing Oahu Boat Tours View all tour styles in Oahu →

Private Group SUP Lessons for 4 by Waikiki Beachboys at the Royal

Learn how to stand up paddle with your own Waikiki Beachboy in the birth place of surfing. We are located in the heart of Waikiki, just …More

4.7 (6)

Private Group SUP Lessons for 4 by Waikiki Beachboys at the Royal

Learn how to stand up paddle with your own Waikiki Beachboy in the birth place of surfing. We are located in the heart of Waikiki, just...

1 hour Free Cancellation

4.7 (6)

from
$101

Waikiki to Diamondhead: Sunset BYOB Cruise

Want a spectacular sunset cruise? Our cruise offers multi level viewing of the dramatic Waikiki coastline and spectacular sunset on the water views. We offer …More

5.0 (2)

Waikiki to Diamondhead: Sunset BYOB Cruise

Want a spectacular sunset cruise? Our cruise offers multi level viewing of the dramatic Waikiki coastline and spectacular sunset on the water views. We offer...

2 to 190 minutes Free Cancellation

5.0 (2)

from
$139

Our whale watching tours are affordable and are crewed by our local Captains. The best time to see Humpback whales in Hawaii is between the …More

4.2 (68)

Waikiki Whale Watching Cruise

Our whale watching tours are affordable and are crewed by our local Captains. The best time to see Humpback whales in Hawaii is between the...

90 to 100 minutes Free Cancellation

4.2 (68)

from
$29

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 …More

3.9 (7)

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

3.9 (7)

from
$82

Oahu Customizable Private Community Service Voluntourism Offer

Want to give something back to Hawai`i? So do we! We will each donate 1.5 hours of any tour on the cause of your choice, …More

5.0 (4)

Oahu Customizable Private Community Service Voluntourism Offer

Want to give something back to Hawai`i? So do we! We will each donate 1.5 hours of any tour on the cause of your choice,...

6 to 12 hours Hotel pickup offered

5.0 (4)

from
$549

Oahu Private First, Last and Transfer Day Tours with Luggage

Make the first or last day of your vacation the best one, without any hassle or wasted time. We all know the feeling of an early …More

5.0 (2)

Oahu Private First, Last and Transfer Day Tours with Luggage

Make the first or last day of your vacation the best one, without any hassle or wasted time. We all know the feeling of an early...

6 to 12 hours

5.0 (2)

from
$799

Custom Private Multi Day Tours on the island of Oahu Hawaii

Your Multi-Day Tours make sure you have the most fun possible, see everything you want, as well as have a driver for things like dinner, golf, …More

5.0 (7)

Custom Private Multi Day Tours on the island of Oahu Hawaii

Your Multi-Day Tours make sure you have the most fun possible, see everything you want, as well as have a driver for things like dinner, golf,...

3 days Hotel pickup offered

5.0 (7)

from
$1,998

3 Hour Luxury Private Sailing Catamaran for 7-12 People

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and …More

5.0 (1)

3 Hour Luxury Private Sailing Catamaran for 7-12 People

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and...

3 hours Free Cancellation

5.0 (1)

from
$1,995

Certified Diver 2 Tank Shallow Reef Dives Off Wai'anae

The best reef diving experience in Hawaiian waters! Join us on a guided tour of two beautiful reefs on the west shore of Oahu. As …More

5.0 (3)

Certified Diver 2 Tank Shallow Reef Dives Off Wai'anae

The best reef diving experience in Hawaiian waters! Join us on a guided tour of two beautiful reefs on the west shore of Oahu. As...

3 hours Free Cancellation

5.0 (3)

from
$141

Personalized Private Pearl Harbor National Memorial Oahu Tours

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7, …More

5.0 (2)

Personalized Private Pearl Harbor National Memorial Oahu Tours

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7,...

6 to 12 hours Hotel pickup offered

5.0 (2)

from
$699

Private and Luxurious Sunset Cruise with Gourmet Hawaiian Meal

Departing from Ko Olina Marina, this private sunset charter is reserved entirely for your group of up to 25 guests to experience the absolute best …More

5.0 (7)

Private and Luxurious Sunset Cruise with Gourmet Hawaiian Meal

Departing from Ko Olina Marina, this private sunset charter is reserved entirely for your group of up to 25 guests to experience the absolute best...

3 hours 30 minutes Free Cancellation

5.0 (7)

from
$2,875

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 …More

5.0 (4)

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

5.0 (4)

from
$65

Premium Snorkel Sunset Cruise with Dolphin Watch & Hawaiian Meal

Experience the perfect blend of adventure, relaxation, and natural beauty along Oʻahu’s west coast on this premium snorkel and sunset cruise. Departing from Ko Olina …More

4.7 (50)

Premium Snorkel Sunset Cruise with Dolphin Watch & Hawaiian Meal

Experience the perfect blend of adventure, relaxation, and natural beauty along Oʻahu’s west coast on this premium snorkel and sunset cruise. Departing from Ko Olina...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (50)

from
$154

Embark on an unforgettable journey aboard our intimate sunset cruise, where the Hawaiian sky transforms into a stunning canvas of gold, pink, and violet hues. …More

5.0 (13)

Sunset Cruise along Waikiki Coastline

Embark on an unforgettable journey aboard our intimate sunset cruise, where the Hawaiian sky transforms into a stunning canvas of gold, pink, and violet hues....

1 hour 30 minutes Free Cancellation

5.0 (13)

from
$125

Private Waikiki 5 Hour Charter on board Ocean Therapy

Snorkel or SCUBA Dive Along the Waikiki Coast Up to 6 Guests | 5+ Hours | Certified Divers & Snorkelers Welcome Escape the crowds and …More

5.0 (1)

Private Waikiki 5 Hour Charter on board Ocean Therapy

Snorkel or SCUBA Dive Along the Waikiki Coast Up to 6 Guests | 5+ Hours | Certified Divers & Snorkelers Welcome Escape the crowds and...

5 hours Free Cancellation

5.0 (1)

from
$2,800

Venture Wildlife Snorkel Charter from Ko Olina

6 Guests Maximum **From December 15th to March 31st,** join us for our seasonal favorite Whale Watch + Snorkel, where your experience can be as …More

5.0 (4)

Venture Wildlife Snorkel Charter from Ko Olina

6 Guests Maximum **From December 15th to March 31st,** join us for our seasonal favorite Whale Watch + Snorkel, where your experience can be as...

2 hours Free Cancellation

5.0 (4)

from
$1,048

Oahu Private Whale Watching Activity: 6 passengers max

Our Captain and mates have travelled all over the polynesian islands to experience other whale-watching tours and have used all the information we've learned from …More

5.0 (11)

Oahu Private Whale Watching Activity: 6 passengers max

Our Captain and mates have travelled all over the polynesian islands to experience other whale-watching tours and have used all the information we've learned from...

2 hours Free Cancellation

5.0 (11)

from
$524

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 …More

4.8 (16)

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

4.8 (16)

from
$170

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

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 …More

5.0 (13)

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

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 minutes Free Cancellation

5.0 (13)

from
$53

Ko Olina Catamaran Snorkel and Luau Experience

Your adventure begins aboard the luxury catamaran Ko Nau Lani for a guided snorkel sail along Oʻahu’s stunning leeward coastline. Explore vibrant reef waters with …More

5.0 (1)

Ko Olina Catamaran Snorkel and Luau Experience

Your adventure begins aboard the luxury catamaran Ko Nau Lani for a guided snorkel sail along Oʻahu’s stunning leeward coastline. Explore vibrant reef waters with...

2 to 6 hours Free Cancellation

5.0 (1)

from
$149

Frequently Asked Questions

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

What are the best options for Oahu Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Oahu Cruises, Sailing & Water Tours Tours?

Which Oahu Cruises, Sailing & Water Tours have Instant Confirmation?

Which Oahu Cruises, Sailing & Water Tours have Free Cancellation?

Oahu Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Oahu Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more Oahu trip ideas?

What are the most popular styles of Tours and Activities in Oahu?