Hawaii Cruises, Sailing & Water Tours

Kona - 8 Hour Private Fishing Charter in Kailua-Kona, Hawaii
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

If there is anything you would specifically like us to accommodate, please let us know in advance and we will do everything possible to meet...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
4.6 (9)
from
$1,295
Private Luxury Sunset Fireworks Cruise Aboard Limitless
Oahu, USA

Take your evening on the water to the next level with a private 3-hour Sunset + Fireworks Cruise. This trip combines the serene beauty of...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
from
$1,299
Private Boat Charter in Waikiki for Snorkeling and Events
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Discover the beauty of Waikiki with a private boat day charter, perfect for snorkeling, coastal cruising, events, and seasonal whale watching from January to March....

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (6)
from
$1,300
Offshore Fishing Adventures With Ohana Deep Sea Fishing
Likely to Sell Out
Likely to Sell Out
Oahu, USA

-Welcome aboard our well-equipped fishing charter boat and set off into the open seas with our expert captain and crew. - Explore prime fishing spots...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (1)
from
$1,360
Kona Hawaii Deep Sea Luxury Fishing Trip on Bite Me 5
Big Island of Hawaii, USA

In 2024 our vessel underwent a complete retrofit. We offer custom charters to fit all your needs. Experienced and novice alike, you will be guided...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.8 (6)
from
$1,392.18
Private Oahu Sunset Charter with Tasting and Drinks
Likely to Sell Out
Likely to Sell Out
Oahu, USA

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people...

120 to 150 minutesFree Cancellation
120 to 150 minutesFree Cancellation
120 to 150 minutes • Free Cancellation
5.0 (53)
from
$1,413.61
2hr Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out
Oahu, USA

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...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$1,495
Big Island: 4-Hour Private Charter Adventures in Kona Coast
Big Island of Hawaii, USA

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter....

4 hours
4 hours
4 hours
5.0 (9)
from
$1,500
Private Kealakekua Bay Captain Cook Snorkeling
Big Island of Hawaii, USA

There is no better way to explore Hawaii’s #1 snorkel destination than with an affordable private charter from HAWAII MARINE LIFE CHARTERS. Vessel Designed for...

3 hours 30 minutesFree Cancellation
3 hours 30 minutesFree Cancellation
3 hours 30 minutes • Free Cancellation
5.0 (46)
from
$1,541.11
Private Snorkeling Cruise in Waikiki
Oahu, USA

Embark on an unforgettable adventure with your very own private snorkeling tour to the legendary Turtle Canyon in beautiful Waikiki! Picture yourself diving into the...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
from
$1,560
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
Likely to Sell Out
Likely to Sell Out
Oahu, USA

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 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$1,595
Maui Intimate Luxury Powerboat Private Charter
Likely to Sell Out
Likely to Sell Out
Maui, USA

Step aboard 'Amore', your private charter and discover Maui’s coastline in comfort and style. Designed for versatility, this premium vessel offers an expansive bow with...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$1,615.50
4-Hour Kona Private Charter
Big Island of Hawaii, USA

Perfect for all size of couples, families or extended families. Experience Kealakekua Bay, the best place to snorkel on the Big Island or find a...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (15)
from
$1,623.15
Ohana Yachts Sport Fishing & Luxury Charters
Oahu, USA

With the largest Sport Fisher in the Islands, we can accommodate your whole family with a personalized experience....

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (21)
from
$1,675.39
10 Passenger Max Customizable Private Charter
Big Island of Hawaii, USA

• Vessel Designed for Exploration: HAWAII MARINE LIFE CHARTERS uses a 31’ Ocean Craft RHIB—the same "super-raft" used by military and law enforcement. This design...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (13)
from
$1,739.55
Big Island: 5-Hour Kona Private Boat Charter
Big Island of Hawaii, USA

Perfect for all size of couples, families or extended families. Experience Kealakekua Bay, the best place to snorkel on the Big Island or find a...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
4.9 (7)
from
$1,740

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