Private 2-Hr Waikiki Sail for Up to 6 Guests with Captain Castaway's Waikiki Sailing Adventures (Up to 35% Off)

Captain Castaway's Waikiki Sailing Adventures
5.0
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Kim
1 year ago
We had a wonderful time

Enjoy private sailing adventures in Waikiki with stunning views dolphin spotting and flexible morning or sunset options

Ever dreamed of sailing in Waikiki? Now you can experience a private two-hour adventure with friends or family. Cruise the coast, feel the ocean breeze, and take in breathtaking views while spotting playful dolphins or simply relaxing as the sun rises or sets.

What We Offer

Private 2-Hour Sunset Sail – Enjoy serene evening sailing with stunning sunset views, for up to six guests
Private 2-Hour Morning Sail – Start the day on the water with a refreshing sail and opportunities to see dolphins, for up to six guests

Inclusions

USCG-licensed captain with over 15 years of ocean expertise
Eco-friendly and quiet sailboat with electric motor
Spacious seating suitable for families and small groups
Opportunities to spot dolphins, whales, and sea turtles
Flexible morning or sunset departures
Onboard amenities include music and BYOB options
Hands-on sailing experience—take a turn at the helm if conditions allow

Why You Should Grab This Offer

This deal offers an exclusive way to experience the beauty of Waikiki from the water with a USCG-licensed captain who brings over 15 years of sailing expertise. Guests enjoy both comfort and adventure, with a stable, eco-friendly sailboat and flexible departure times. Wildlife enthusiasts can spot dolphins, whales, or sea turtles, while those wanting relaxation can enjoy a peaceful cruise with family or friends. Onboard amenities like music, BYOB, and spacious seating allow a fully customizable experience. With a focus on safety, sustainability, and personal enjoyment, this sailing trip provides an unforgettable blend of excitement, learning, and scenic beauty—all in one private adventure.

Need To Know Info

Promotional value expires 180 days after purchase. Amount paid never expires. Appointment required. Merchant contact information will be available for you after purchase in your voucher. Limit 3 per person. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Learn about Strike-Through Pricing and Savings

About Captain Castaway's Waikiki Sailing Adventures

Customer Reviews

5.0
based on Groupon 18 reviews
100% Verified Reviews
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Reviewed on
Kim
Top reviewer
45 ratings|15 reviews
We had a wonderful time

Merchant reply:

1 year ago
Thank you for choosing to sail with Capatain Castaway’s Kim!
Theresa
Top reviewer
Helpful reviewer
Shutterbug
11 ratings|5 reviews
Best way to experience Friday Night Fireworks in Waikiki! We enjoyed a beautiful relaxing evening on the water and even got surprised by a whale spouting right next to the boat!
Andrew
1 rating|1 review
This was a fantastic trip. Great value an enjoyable. David was all you could hope for in a boat captain.
Sergio
2 ratings|1 review
Captain David is very knowledgeable and made the experience wonderful. The whole trip was very fun and unique. The sunset and city lights were amazing. Would definitely recommend!!
Steve
Top reviewer
63 ratings|21 reviews
Perfect in every way. You must go!
William
2 ratings|2 reviews
What an amazing time! Perfect time just me my girl and Captain Dave! We went on several other boats that had a lot of people and a lot of booze. This one was the opposite just me and my girl sunset and fireworks the captain was amazing. Best one for sure out of the four that we did 🤙

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