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Specialty Windward Island Tour in Kailua, Hawaii
Kailua•moderate
Difficulty
moderate
Duration
6 hours
Fitness Level
Participants should have moderate fitness, comfortable with a few hours of hiking and light paddling activity.
Overview
Explore Hawaii’s Windward Islands with a private 6-hour tour featuring historic hikes, stunning beaches, and guided paddle adventures. Discover hidden WWII pillboxes, savor authentic Hawaiian food, and paddle to scenic islets near Kailua.
Specialty Windward Island Tour in Kailua, Hawaii
Sightseeing Tour
Select participants and date
Date
Fri, Jun 5
Travelers
2
Adventure Tips
Bring Reef-Safe Sunscreen
Protect your skin and Hawaii’s marine life by using reef-safe sunscreen during beach and paddle stops.
Wear Comfortable Hiking Shoes
Hiking to WWII pillboxes requires sturdy, comfortable shoes suitable for uneven terrain.
Stay Hydrated
Carry water with you, especially during paddle excursions and hikes under the sun.
Pack a Waterproof Bag
Keep your electronics and valuables dry during paddle trips by bringing a waterproof bag or case.
Local Insights
Wildlife
- Green sea turtles
- Native Hawaiian monk seals
History
The WWII pillboxes were constructed as defensive lookouts during World War II and now offer sweeping views of Kailua Bay.
Conservation
The tour promotes responsible tourism by encouraging reef-safe products and respecting local wildlife habitats to preserve the natural environment.
Select participants and date
Date
Fri, Jun 5
Travelers
2
Adventure Hotspots in Honolulu
Date
Sat, Jun 6
Travelers
2
Recommended Gear
Reef-safe sunscreen
Essential
Protects your skin while being environmentally friendly for Hawaii’s reefs.
summer specific
Comfortable hiking shoes
Essential
Provides support and grip for trails leading to historic pillboxes.
Water bottle
Essential
Keeps you hydrated during physical activities throughout the day.
Waterproof dry bag
Ideal for safeguarding valuables during paddle excursions.
summer specific
Frequently Asked Questions
Date
Fri, Jun 5
Travelers
2