Day 1-3: Oahu – Honolulu and Waikiki Beach
- Day 1: Arrival in Honolulu
- Arrival at Daniel K. Inouye International Airport in Honolulu.
- Check-in at your hotel in Waikiki Beach.
- Evening dinner at a beachfront restaurant.
- Day 2: Exploring Oahu
- Morning visit to Pearl Harbor and the USS Arizona Memorial.
- Afternoon hike to Diamond Head Crater for panoramic views.
- Evening stroll along Kalakaua Avenue in Waikiki for shopping and dining.
- Day 3: Outdoor Adventure and Nightlife
- Morning surf lessons or paddleboarding in Waikiki.
- Lunch at a local beachside cafe.
- Afternoon relaxing on Waikiki Beach.
- Evening dinner and nightlife in Waikiki, with options for beachfront bars and clubs.
Day 4-6: Maui – The Valley Isle
- Day 4: Arrival in Maui
- Morning flight to Maui.
- Check-in at your hotel or resort in Lahaina or Kihei.
- Sunset dinner cruise along the coast.
- Day 5: Exploring Maui
- Morning drive along the scenic Road to Hana, with stops at waterfalls and viewpoints.
- Lunch in Hana.
- Afternoon exploring Haleakalā National Park and watching the sunset from the summit.
- Day 6: Outdoor Adventures and Luau
- Morning snorkeling or scuba diving in Molokini Crater.
- Lunch at a beachside restaurant.
- Evening attend a traditional Hawaiian luau for cultural entertainment and dinner.
Day 7-9: Kauai – The Garden Isle
- Day 7: Arrival in Kauai
- Morning flight to Kauai.
- Check-in at your hotel in Lihue or Poipu.
- Sunset dinner at a beachfront restaurant.
- Day 8: Exploring Kauai
- Morning hike along the Na Pali Coast or visit Waimea Canyon.
- Lunch at a local cafe.
- Afternoon relaxing on Poipu Beach.
- Evening shopping in Koloa Town for unique souvenirs.
- Day 9: Outdoor Adventures and Party Clubs
- Morning kayak or boat tour along the Wailua River.
- Lunch at a riverside eatery.
- Evening explore Kauai’s nightlife with options for live music and party clubs.
Day 10: Big Island of Hawaii – Volcanoes and Beaches
- Morning flight to the Big Island (Hawaii Island)
- Check-in at your hotel in Kona or Hilo.
- Afternoon visit to Hawaii Volcanoes National Park.
- Evening dinner at a local restaurant with views of the volcanic activity.
Introduction
Deciding to visit Hawaii is just the beginning of your adventure in America’s 50th state. The Hawaiian archipelago, nestled in the North Pacific, boasts a total of eight main islands. However, Niihau and Kahoolawe are off-limits to visitors. Among the remaining six islands—Hawaii Island, Kauai, Lanai, Maui, Molokai, and Oahu—each one offers a unique atmosphere and attractions, making them perfect winter travel destinations.

While Hawaii is celebrated for its stunning natural beauty, its rich culture and heritage are equally captivating and ready to be discovered. We’ve grouped each island based on your interests—whether you’re drawn to tropical adventures, secluded luxury, or cultural immersion, we’ve got something for everyone in the list below. From the world-famous surf of Oahu to the awe-inspiring mountains of Kauai, dive into your ultimate guide to the Hawaiian islands.”
Day 1-3: Oahu – Honolulu and Waikiki Beach
Explore Honolulu: The Vibrant Heart of Oahu
Honolulu, situated on the stunning island of Oahu, stands as Hawaii’s largest city. With its laid-back vibe and sprawling landscapes, the city offers a diverse range of neighborhoods, each with its own unique charm. Visitors flock here for world-class diving and surfing, as well as the relaxed atmosphere that permeates the city.
Chinatown is a popular destination within Honolulu, renowned for its top-notch restaurants and vibrant culture. The city also boasts internationally acclaimed museums, galleries, fantastic shopping centers, and a wide array of entertainment options. Whether you’re a culture enthusiast, a shopaholic, or an adventure seeker, Honolulu has something to captivate every traveler.”
Day 1: Arrival in Honolulu
.Arrival at Daniel K. Inouye International Airport in Honolulu.
.Check-in at your hotel in Waikiki Beach.
.Evening dinner at a beachfront restaurant.
Top 10 Honolulu Restaurants with Breathtaking Views
Honolulu, Hawaii’s capital, is a picturesque paradise surrounded by the pristine white sands of Waikiki Beach and the endless blue expanse of the ocean. Visitors flock here to bask in the sun, take in the sights, and savor the delectable island cuisine.

Amidst the plethora of outstanding dining options in this captivating city, choosing the perfect restaurant can be a delightful challenge. If you’re seeking not only a sumptuous meal but also a stunning view, we’ve curated a list of the top 10 Honolulu restaurants that offer both. Check them out below:
Orchids
Hours: 7 am – 1:30 pm
Address: 2199 Kalia Road, Halekulani Hotel
Price Range: $$$$
Azure
Hours: Wednesday – Sunday, 5:30 pm – 8:30 pm
Address: 2259 Kalakaua Avenue, Royal Hawaiian Resort
Price Range: $$$$
Duke’s Waikiki
Hours: Monday – Sunday, 7 am – 11 pm
Address: 2335 Kalakaua Avenue, Suite 116
Price Range: $$ – $$$
Lulu’s Waikiki
Hours: Daily 8 am – 2 pm, 5 pm – 10 pm (Friday and Saturday open till midnight)
Address: 2586 Kalakaua Avenue, Park Shore Waikiki Hotel
Price Range: $$-$$$
53 By The Sea
Hours: Tuesday – Sunday (5 pm – close), Saturday, Sunday (10 am – 1:30 pm)
Address: 53 Ahui Street
Price Range: $$$$
Beachhouse at the Moana
Hours: Wednesday – Sunday, 5:30 pm – 9:30 pm
Address: 2365 Kalakaua Ave
Price Range: $$$$
Chart House Waikiki
Hours: Monday – Friday, 3:30 pm – 9:30 pm; Saturday – Sunday, 9 am – 9:30 pm (Dinner stops by 9:30 pm, but the bar stays open late every day)
Address: 1765 Ala Moana Blvd
Price Range: $$ – $$$
Kai Market
Hours: 6:30 am – 10:30 am
Address: 2255 Kalakaua Ave, Sheraton Waikiki
Price Range: $$-$$$
La Mariana Restaurant
Hours: 11 am to 9 pm
Address: 50 Sand Island Access Road
Price Range: $$ – $$$
Steak Shack
Hours: Monday – Sunday, 9 am – 5 pm
Address: 2161 Kālia Road
Price Range: $”
Enjoy your dining experience with these incredible views in Honolulu!”
Day 2: Exploring Oahu
Morning visit to Pearl Harbor and the USS Arizona Memorial
“While your primary goal in Hawaii is likely to soak up the sun and unwind, if you happen to be in Honolulu, the capital city situated on Oahu Island, don’t miss the opportunity to visit the Pearl Harbor National Memorial. This historic site commemorates the tragic events that claimed the lives of numerous American soldiers and civilians, ultimately drawing the United States into World War II.”
The Pearl Harbor Visitor Center, managed by the National Park Service, is free to the public. It features a WWII museum, outdoor historical plaques, and a pre-boat-ride documentary. Tickets are required for the Arizona Memorial Program, best reserved online due to limited boat spots. Pearl Harbor also offers the USS Bowfin Submarine Museum and shuttle access to the Battleship Missouri Memorial, Oklahoma Memorial, and Pearl Harbor Aviation Museum, where original hangars with bullet holes from the Japanese attack can be seen. On-site amenities include a snack shop and cafeteria. Explore with a Complete Pearl Harbor Experience or a Passport to Pearl Harbor.

Afternoon hike to Diamond Head Crater for panoramic views
Diamond Head State Monument, known as Leahi in Native Hawaiian, rises dramatically above Waikiki, making it a prominent feature of Oahu’s landscape.
The Diamond Head hike is among Hawaii’s most popular and visited state parks, offering breathtaking shoreline views and a rich historical background.
For those planning to hike Diamond Head, it’s advisable to start early to avoid the midday sun (the park opens at 6:00 AM). Remember to stay hydrated, wear appropriate footwear, and be prepared for the trail’s challenges, including a 560-ft ascent and 175 stairs, covering a roundtrip distance of 1.6 miles
Evening stroll along Kalakaua Avenue in Waikiki for shopping and dining
Whether you’re in search of locally crafted souvenirs or high-end fashion brands not found in your hometown, Honolulu is a shopper’s haven. You might even consider packing an extra suitcase to accommodate your newfound treasures.
Waikiki is renowned for its shopping scene, rivaling its famous beach. Shopping centers like DFS Galleria, the Royal Hawaiian Center, and Waikiki Beach Walk offer a diverse range of items, from ukuleles and Hawaiian arts and crafts to designer fashion and jewelry. If you’re looking for luxury brands, explore Luxury Row, where you’ll find names like Chanel, Bottega Veneta, and Gucci. Along Kalakaua and Kuhio Avenues, the main thoroughfares, numerous shops and boutiques await, making it the perfect place to hunt for that ideal memento of your trip.
Day 3: Outdoor Adventure and Nightlife
Morning surf lessons or paddleboarding in Waikiki
Experience the thrill of learning to surf at Waikiki Beach, ideal for beginners! Surfing in Hawaii is a must-try activity, and Waikiki Beach offers the perfect conditions to get started. You can even celebrate special occasions like a surfing birthday party. Don’t miss out on one of the top things to do in Waikiki.

Whether you’re a beginner or have some experience, the key is to learn how to ride breaking waves properly. We offer a range of surf lessons at Waikiki Beach, including 1-hour and 2-hour options, to cater to your skill level and preferences.
.Lunch at a local beachside cafe.

.Afternoon relaxing on Waikiki Beach..
Evening dinner and nightlife in Waikiki, with options for beachfront bars and clubs
After dinner in Honolulu, you’ll find a wide range of activities to choose from. Whether you prefer live music and cocktails at a bar or club, family-friendly fireworks on the beach, wildlife encounters, moonlit walks, traditional luaus, or cultural events, Honolulu offers some of Hawaii’s finest attractions and activities.
When it comes to Oahu, Honolulu is the place to be for nightlife, especially by Hawaii’s standards. Most of the smaller islands in the chain tend to close up shop well before 10 p.m. While even in bustling Honolulu, most late-night bars call it a night by 2 a.m., there are a select few with special licenses that extend their hours until 4 a.m.
The Waikiki and Downtown/Chinatown areas are the last to sleep in the city, with Waikiki being more popular with tourists and Downtown with residents. Downtown is full of small, local bars and hidden clubs catering to all types of people, especially on the weekends. Waikiki offers street performers and larger crowds every day of the week. Whether you’re into dancing, karaoke, live music, whiskey bars, or anything in between, you’ll have a good time exploring Honolulu’s nightlife.
Tip: Although laws have recently changed, some establishments may still limit you to one drink at a time. Also, contrary to popular belief, alcohol is not allowed in open containers in public places in Hawaii, including the beach and parks.
1.Duke’s Waikiki”
2.The Tchin Tchin! Bar
3.SKY Waikiki
4.Kelley O’Neil’s
5.Manifest
6.RumFire
7.Blue Note
8.Mai Tai Bar
9.Bar 35
10.NextDoor
Day 4-6: Maui – The Valley Isle
Day 4: Arrival in Maui
.Morning flight to Maui.

.Check-in at your hotel or resort in Lahaina or Kihei.
.Sunset dinner cruise along the coast.
Day 5: Exploring Maui
.Morning drive along the scenic Road to Hana, with stops at waterfalls and viewpoints.
Lunch in Hana.
Afternoon exploring Haleakalā National Park and watching the sunset from the summit
Haleakala National Park in Maui is truly remarkable, featuring the island’s highest peak at 10,023 feet and unique diversity with five climate zones, stunning sunrises and sunsets, surreal landscapes, and rare flora and fauna. Covering over 30,000 acres, it has three main areas of interest:
Summit Area: This moon-like volcanic terrain is accessible via Haleakala Highway (Hwy. 377/378) from central upcountry Maui.
Kipahulu Area: Located in the far east, it offers lush green landscapes, waterfalls, and pools, accessible via Hana Highway (Hwy. 360), known as the Road to Hana.
Additional access points, like Polipoli Springs State Park and Kaupo Gap (Supply Trail), are less visited by most tourists.
A Haleakalā sunset tour is a must-do adventure you won’t want to miss. Witness the breathtaking panoramic display of captivating light and colors as the sun sets and temperatures drop. With the sun behind you, the crater’s colors become even more vivid and distinct. This experience ranks among the top attractions in Maui.
Day 6: Outdoor Adventures and Luau
Morning snorkeling or scuba diving in Molokini Crater
Molokini is an ancient volcanic caldera renowned for its exceptionally clear waters, making it one of the world’s premier snorkeling destinations. Situated approximately 2 miles off the coast of South Maui in the Alalakeiki Channel between Maui and Kaho’olawe, Molokini is a protected marine sanctuary underwater and a bird sanctuary above the surface. Access to the island itself is restricted, with only researchers holding permits allowed ashore.

The remarkable water clarity at Molokini is attributed to its central location in the channel and the absence of sand deposits around the islet. Regardless of wind or wave conditions, the underwater visibility here is unparalleled. Various snorkel tours are available, offering different ways to experience the beauty of Molokini Crater.
.Lunch at a beachside restaurant.
Evening attend a traditional Hawaiian luau for cultural entertainment and dinner
You’ll often hear it from those who’ve visited the Hawaiian Islands: the luau is a must-experience event in this tropical paradise, offering a delightful glimpse into Hawaii’s vibrant culture.
Even if you’re not entirely sure what a Hawaiian luau entails, you know there’s going to be plenty of food, perhaps a few mai tais, and the likelihood of receiving a lei. But what about the entertainment? You might be aware of traditional hula dancing, but there’s so much more to a traditional luau’s entertainment lineup.
Hula Dancing:
As mentioned, hula dancing takes center stage at a luau. These traditional dances convey stories not through words but through graceful movements, music, and chants. Typical hulas recount the tales of the Hawaiian Islands and the Pacific voyagers who journeyed across the ocean to call this place home.
Ever wondered how the performers master the rhythmic and deliberate dance? Many luaus offer interactive lessons with hula dancers, giving you a chance to learn some basic movements and gain a deeper appreciation for this art form. While you might not become a hula master overnight, you’ll leave with a newfound understanding of its significance and beauty.
Day 7-9: Kauai – The Garden Isle
Day 7: Arrival in Kauai
.Morning flight to Kauai.
.Check-in at your hotel in Lihue or Poipu.
.Sunset dinner at a beachfront restaurant.
Day 8: Exploring Kauai
Morning hike along the Na Pali Coast or visit Waimea Canyon
The Napali Coast in Kauai is a must-see. It’s famous for its jaw-dropping cliffs along the northern shore. But, getting there isn’t a walk in the park because you can’t drive. Luckily, you’ve got options!
Helicopter Tour: It’s the coolest but priciest way. You’ll soar above Kauai and get a bird’s-eye view of the coast.

Boat Tour: If you like being on the water, take a boat tour. Just watch out for seasickness!
Hiking: Feeling adventurous? Try hiking. The Kalalau Trail is famous, or you can explore trails in Kokee State Park and Waimea Canyon State Park for awesome views.
Kayaking: For the hardcore adventurers, there’s kayaking. But it’s tough, so only go if you’re a pro!
On the western side of Kauai, you’ll find the stunning Waimea Canyon. It’s a massive canyon that plunges 3,500 feet deep and is renowned for its breathtaking panoramic views. The steep cliffs, rugged valleys, and majestic peaks offer spectacular scenery. From the summit, you can see for miles, earning this natural wonder the nickname “The Grand Canyon of the Pacific.” Numerous sightseeing tours are available to take you to this magnificent landmark, showcasing its most picturesque viewpoints.
.Lunch at a local cafe.
Afternoon relaxing on Poipu Beach
Poipu Beach is a lifeguarded beach with a shallow pool, making it ideal for young children and less experienced swimmers. It offers various amenities, including restrooms, pavilions with picnic tables, showers, and even a playground, making it a fantastic family-friendly destination. Poipu Beach has earned the title of one of America’s Best Beaches for a good reason. Visitors often have the chance to spot monk seals and the occasional turtle. While it’s tempting to capture these incredible moments with your camera, remember to maintain a respectful distance from the wildlife in accordance with legal guidelines.

.Evening shopping in Koloa Town for unique souvenirs.
Kaua’i may not be renowned for its mega malls or upscale stores, but it offers plenty of treasures through shopping in its quaint and charming towns. After a day spent in the sun, strolling through the small shops and boutiques can be a rejuvenating experience. Additionally, Kaua’i has you covered for all your island needs, with large stores like Walmart and Costco, as well as several grocery stores. From Poipu to Hanalei, we’ve outlined the best places to shop on Kaua’i.
Day 9: Outdoor Adventures and Party Clubs
Morning kayak or boat tour along the Wailua River
Kayak tours on Kaua’i offer a popular way to explore various waterways, including the Wailua River, Secret Falls, the Hanalei River and estuary, and the Huleia. During the summer months, you can also embark on an open ocean kayak adventure along the Napali Coast. Unlike some of the other Hawaiian islands, Kaua’i boasts numerous rivers and jungle-lined estuaries to discover. There are three main rivers for kayaking on Kaua’i, and it’s advisable to book well in advance since these tours are in high demand.
.Lunch at a riverside eatery.
Evening explore Kauai’s nightlife with options for live music and party clubs
Kaua’i offers a laid-back nightlife scene, far from crowded dance clubs with blaring music and flashing lights. Instead, you’ll find plenty of live local entertainment and opportunities for dancing. Whether you’re seeking a local sports bar with karaoke, live music, delicious food, and a dance floor, Kaua’i has a fun nightspot for you.
Top Nightlife Spots in Kaua’i:
Rob’s Goodtimes Grill in Līhu‘e is an all-in-one hotspot, offering live music, dancing, sports, karaoke, and excellent food. On Friday and Saturday nights, it transforms into the island’s hottest DJ dance party, providing a taste of big city-style nightlife on Kaua’i.
Trees Lounge in Kapa‘a boasts an artsy atmosphere, nightly live music, a fantastic happy hour, and some of the island’s best cuisine.
Tahiti Nui in Hanalei is known for its extensive bar selection, live music performances, concerts by renowned Hawaiian artists, and a warm and friendly ambiance.
Other Fun Nightspots:
Nawiliwili Tavern in Līhu‘e is a charming neighborhood bar in Kaua’i, featuring karaoke and welcoming bartenders.
Stevenson’s Library at the Grand Hyatt in Kōloa, despite the name, is not a library. It offers live music, a well-stocked bar, and pool tables.
Kauaʻi Island Brewery and Grill in Port Allen showcases its own micro-brewed beers as well as guest beers. With great food, a kid’s menu, and an upstairs pinball room featuring two retro video gaming consoles, it promises a fun night for the entire family.
Day 10: Big Island of Hawaii – Volcanoes and Beaches
.Morning flight to the Big Island (Hawaii Island)
.Check-in at your hotel in Kona or Hilo.
Afternoon visit to Hawaii Volcanoes National Park
Hawaii Volcanoes National Park offers a range of unique activities and attractions within the national park system. Located on the Big Island of Hawaii in the remote South Pacific, this land has been sculpted by massive volcanic eruptions, resulting in a dramatic volcanic coastline, intricate underground lava tubes, and vibrant tropical vegetation. Below, we’ve ranked and provided details on the top things to do in Hawai’i Volcanoes National Park.
.Evening dinner at a local restaurant with views of the volcanic activity.