Ultimate Kauai Bachelor Party Itinerary - August 2025

Day 1: Arrival and Relaxation

Kauai, HI on August 2, 2025

10:00AM

Check-in at Resort

Settle into your accommodations at the Grand Hyatt Kauai Resort & Spa where luxury meets paradise.
Drive from Lihue Airport to the Resort - approximately 30 mins.
USD 300, 1 hour

12:00PM

Lunch at Ilima Terrace

Enjoy a laid-back lunch on the terrace with views of the ocean, featuring Hawaiian poke and fresh salads.
On-site location at the Grand Hyatt.
USD 30, 1 hour

2:00PM

Beach Time at Shipwreck Beach

Unwind on this scenic beach, perfect for sunbathing and taking in the beautiful sunset.
10 mins drive from the Resort.
Free, 2 hours

5:00PM

Kauai Sunset Cruise

Kick off your bachelor party with a sunset cruise along the Na Pali Coast, complete with drinks and snacks.
Meet at Port Allen Harbor - 30 mins from the Resort.
USD 80, 2.5 hours

8:00PM

Dinner at Tidepool Restaurant

Savor seafood dishes at this upscale dining spot featuring fresh ocean catches and a serene atmosphere.
Return to the Resort.
USD 75, 2 hours
View Hotel Availability

Day 2: Adventure Day

Kauai, HI on August 3, 2025

8:00AM

Breakfast at Anara Spa

Start your day with a healthy breakfast at the spa, preparing for an action-packed day ahead.
On-site restaurant at the Grand Hyatt.
USD 25, 1 hour

9:30AM

ATV Adventure at Kipu Ranch

Adventure through lush landscapes and hidden valleys, a thrilling experience perfect for the groom’s party.
Drive to Kipu Ranch - about 20 mins.
USD 130, 3 hours

1:00PM

Lunch at Kipu Ranch

Enjoy a hearty BBQ lunch provided after your ATV adventure, fueling you for more fun.
On-site location at Kipu Ranch.
USD 40, 1 hour

3:00PM

Waterfall Swimming at Secret Falls

Take a hike to the stunning Secret Falls for a refreshing swim after your adventure.
Drive to the trailhead - 30 mins from Kipu Ranch.
Free, 2 hours

6:00PM

Dinner at The Beach House

Dine at one of Kauai's best restaurants while watching waves crash at Poipu beach.
Drive to Poipu - 30 mins.
USD 80, 2 hours

8:30PM

Bar Hop in Poipu

Visit local bars for drinks and fun, including the popular Eating House 1849.
All bars in Poipu area - approx. 15 min drives.
USD 50 (for drinks), 3 hours
View Hotel Availability

Day 3: Beach & Relax Day

Kauai, HI on August 4, 2025

9:00AM

Breakfast at Kountry Kitchen

Indulge in a delicious breakfast known for its pancakes and local-style dishes.
Drive to Kapaa - 30 mins.
USD 25, 1 hour

10:30AM

Beach Day at Hanalei Bay

Relax on the stunning shores of Hanalei Bay, perfect for swimming and beach sports.
Drive to Hanalei - 40 mins.
Free, 3 hours

1:30PM

Lunch at Hanalei River Grill

Enjoy a casual lunch with locally sourced ingredients and a view of the river.
Walking distance from the beach.
USD 25, 1 hour

3:00PM

Surfing Lessons

Take surfing lessons from skilled instructors, a memorable experience for the groom and friends.
On-site at Hanalei Bay.
USD 100 (for lessons), 2 hours

6:00PM

Dinner at Bar Acuda

Dine on fresh farm-to-table dining at this trendy gastropub known for its vibrant dishes.
Drive back to Hanalei - 40 mins.
USD 70, 2 hours

8:30PM

Moonlight Beach Bonfire

Gather around a beach bonfire with drinks and stories, creating unforgettable memories.
On Hanalei Beach.
USD 30 (for snacks and drinks), 3 hours
View Hotel Availability

Day 4: Hiking and Exploration

Kauai, HI on August 5, 2025

8:00AM

Breakfast at Java Kai

Fuel up with fresh coffee and a bagel sandwich at this local favorite.
Drive to Kapaa - 30 mins.
USD 20, 1 hour

9:30AM

Hike the Kalalau Trail

Experience the breathtaking views along this famous hike that leads to stunning vistas of the Na Pali Coast.
Drive to Haena State Park - 50 mins.
Free, 5 hours (hike to Hanakapiai Falls)

3:00PM

Lunch Picnic

Pack a picnic with snacks to enjoy on the trail for a refreshing break amid nature.
On the trail.
USD 20 (for picnic supplies), 1 hour

4:00PM

Return Hike

Hike back while reminiscing about the adventure you've just experienced.
Return to the trailhead.
Free, 2.5 hours

7:00PM

Dinner at The Hanalei Gourmet

Enjoy delicious seafood and gourmet burgers, perfect for refueling after a long hike.
Drive to Hanalei - 30 mins.
USD 70, 2 hours

9:00PM

Karaoke Night

Head to a local bar for a fun karaoke night to showcase your singing talents.
Drive to Kapaa - 40 mins.
USD 30 (for drinks), 3 hours
View Hotel Availability

Day 5: Water Sports Day

Kauai, HI on August 6, 2025

8:00AM

Breakfast at the Resort

Enjoy a collaborative breakfast at the Grand Hyatt with an array of delicious options.
On-site at the Resort.
USD 40, 1 hour

9:30AM

Kayaking the Wailua River

Experience tranquil kayaking through lush landscapes and discover hidden waterfalls.
Drive to Wailua River - 20 mins.
USD 60 (for kayak rental), 3 hours

1:00PM

Lunch at The Green Mango

Stop for a refreshing smoothie bowl and salad at this charming eatery after your kayaking adventure.
Drive to Kapaa - 15 mins.
USD 20, 1 hour

3:00PM

Stand Up Paddleboarding

Try your hand at stand-up paddleboarding, another fun water sport perfect for the whole group.
On the Wailua River.
USD 50 (for rentals), 2 hours

5:30PM

Dinner at Duke's Kauai

Indulge in Hawaiian-style cuisine with amazing ocean views, ideal for celebrating your adventure.
Drive to Lihue - 25 mins.
USD 75, 2 hours

8:00PM

Night Out at RumFire

Wrap up the day with drinks and island vibes at this stylish bar with great cocktails and live music.
Drive back to Poipu - 30 mins.
USD 50 (for drinks), 3 hours
View Hotel Availability

Day 6: Exploring North Shore

Kauai, HI on August 7, 2025

8:00AM

Breakfast at the Resort

Enjoy another delightful breakfast at the Grand Hyatt to fuel you for the day ahead.
On-site at the Resort.
USD 40, 1 hour

9:30AM

Visit to Kilauea Lighthouse

Explore the stunning Kilauea Lighthouse and the surrounding wildlife refuge, enjoying panoramic views.
Drive to Kilauea - 30 mins.
USD 10 (entrance), 1.5 hours

11:30AM

Relax at Anini Beach

Spend the late morning lounging at Anini Beach, known for its calm waters perfect for swimming.
Drive to Anini Beach - 20 mins.
Free, 2 hours

1:30PM

Lunch at the St. Regis Princeville

Dine at this luxurious resort offering stunning views and gourmet dishes, perfect for a special meal.
Drive to Princeville - 15 mins.
USD 100, 2 hours

3:30PM

Explore Hanalei National Wildlife Refuge

Take a serene walk through the wildlife refuge, admiring spectacular landscapes and various bird species.
Drive to Hanalei - 20 mins.
Free, 1.5 hours

6:00PM

Dinner at Postcards Cafe

Enjoy a cozy dinner at this cafe known for its fresh, local seafood and laid-back vibe.
Drive back to Hanalei - 20 mins.
USD 60, 2 hours

8:30PM

Late Night at The Hanalei Strings

Wrap up your day with live music and cocktails at this popular local spot, dancing the night away.
Short drive from dinner location.
USD 50 (for drinks), 3 hours
View Hotel Availability

Day 7: Final Chill Day

Kauai, HI on August 8, 2025

9:00AM

Breakfast at the Resort

Enjoy a final breakfast at the Grand Hyatt, reminiscing about the incredible week.
On-site at the Resort.
USD 40, 1 hour

10:30AM

Golf at Poipu Bay Golf Course

Spend a relaxing morning on this championship golf course with stunning ocean views.
Drive to Poipu - 30 mins.
USD 200 (for tee time), 4 hours

3:00PM

Lunch at The Shops at Kukui'ula

Enjoy a leisurely lunch and last-minute shopping at this beautiful shopping center.
Drive to Kukui’ula - 15 mins.
USD 30, 1.5 hours

4:30PM

Relax by the Pool

Take some time to lounge by the pool at the resort, sipping drinks and soaking in the sun.
On-site at the Grand Hyatt.
Free, 2 hours

7:00PM

Farewell Dinner at Smith’s Tropical Paradise

Cap off the week with a special dinner surrounded by lush gardens and Hawaiian ambiance.
Drive to Smith's - 25 mins.
USD 70, 2 hours

9:00PM

Last Night Celebration

Enjoy your last night on the island at a bar of your choice, reliving the highlights of an unforgettable week.
Choose a favorite bar from the week.
USD 50 (for drinks), 3 hours
View Hotel Availability