❄️ Best Winter Tours on Oahu
Because winter in Hawaii doesn’t mean snow — it means surf, whales, and unforgettable island adventures.
Think winter is just for scarves and snowflakes? Not in Hawaii.
On Oahu, winter (December through February) brings warm breezes, epic waves, and unique experiences you can’t get in any other season.
Whether you’re escaping the cold or spending the holidays island-style, here are the best winter tours on Oahu that’ll turn your seasonal blues into a tropical escape.
🐋 1. Whale Watching (Only in Winter!)
From December to April, humpback whales return to Hawaiian waters — and winter is peak viewing season.
Take a tour and witness:
Breaching whales off the Waianae Coast
Tail slaps and spouts from scenic lookouts like Makapuʻu Point
Unforgettable moments for photographers and kids alike
Pro tip: Bring binoculars and a zoom lens. Whale sightings are pure magic.
🌊 2. North Shore Big Wave Tour
Winter is when Oahu’s North Shore becomes the surfing capital of the world.
We’re talking 30+ foot waves and world-famous competitions at:
Banzai Pipeline
Waimea Bay
Sunset Beach
Whether you’re a surfer or just a fan of jaw-dropping athleticism, a drive up to watch the pros battle the ocean is a must-do.
Bonus: Our Circle Island Tour stops at all the best North Shore wave-watching spots.
👉 Book your North Shore tour now
🏝 3. Circle Island Tour – Cooler Temps, Bigger Smiles
Oahu’s winter weather is mild and perfect for sightseeing:
Average highs around 80°F (27°C)
Cooler, breezier afternoons
Lush green scenery after light rains
That makes winter ideal for a full-day Circle Island Tour, covering:
Beaches
Mountains
Local food stops
Secret photo ops
Skip the rental car stress — ride with a guide and experience the island the right way.
🏛 4. Pearl Harbor & History Tours
When a brief winter sprinkle rolls through (hey, it is the tropics), trade the beach for a day of cultural insight.
Our Pearl Harbor tours offer:
Access to the USS Arizona Memorial
Visits to the Battleship Missouri
Local storytelling that brings history to life
It’s a powerful experience — and perfect for cooler or cloudier winter mornings.
🌺 5. Luau Under the Winter Stars
The best part about winter in Oahu? You can still enjoy an outdoor luau in a T-shirt.
Evening temps stay warm, and the fire dancers? 🔥
Chief’s Luau – entertaining and high-energy
Toa Luau – peaceful, immersive, and lush in Waimea Valley
Paradise Cove – classic beachfront luau for sunset lovers
Pro tip: Book early for holiday weeks — they sell out.
🎄 6. Holiday-Themed Tours (Yes, With Lights and Pineapples)
If you're visiting between mid-December and early January, you'll find:
Honolulu City Lights – palm trees wrapped in lights, island-style
Holiday craft fairs and night markets
Even Santa arriving by canoe at Waikiki!
Ask your guide about festive local stops and secret holiday photo ops.
🌴 Why Winter Is One of Oahu’s Best Seasons
✅ Fewer crowds than summer
✅ Better surf, better sunsets
✅ Whale watching season
✅ Festive energy with island-style holidays
Whether you're chasing sunshine or escaping the snow, Oahu in winter offers the best of both worlds — and our tours are here to make every moment count.