Experienced Travel Agents Craft Amazing

Hawaii Vacations

Sunset Travel & Cruise
Chicago IL, USA

From Chicago to…

Hawaii

Aloha! Writer Paul Theroux famously said that Hawaii is not a state of mind but a state of grace. And when you make it your vacation destination, you’ll quickly agree. There’s a reason it’s often on the top of many traveler’s bucket lists.

It could be the crystal clear ocean, emerald valleys and golden sands. Or that fact that you can hike up a volcano in the morning and take in a hula at night. When you’re ready to craft your perfect Hawaii adventure, the experts at Sunset Travel & Cruise can tell you exactly what you’re going to see and the things that you can experience.

For a lot of people, a visit to Hawaii is a once-in-a-lifetime dream come true experience. For others, Hawaii is a home away from home vacation destination.

Hawaii offers six main islands, and each offers up their own sense of adventure.

Whether you visit Hawaii for a special occasion like your wedding or honeymoon, a family trip, or are planning your dream getaway, Sunset Travel & Cruise in Chicago can make sure your visit includes everything from beaches to shopping to tropical adventures – contact us today for details.

IAmJaxx Sheard profile picture
IAmJaxx Sheard
1 year ago
Martha Galvez provided the best travel service for me when I booked my trip to Montego Bay, Jamaica. I treated my niece to the trip for her 21st birthday. Martha took the time to hear my plans and ensured all my requests were fulfilled. She was in touch with the resort and upon our arrival there was a birthday banner on the door, a slice of birthday cake and a bottle of wine awaiting us. I didn't have to do anything but tell Martha what I wanted. I'm truly grateful for her service as my travel agent. Thank you again Sunset Travel & Cruise AND my agent Martha Galvez!
IAmJaxx Sheard profile picture
IAmJaxx Sheard
1 year ago
Martha Galvez provided the best travel service for me when I booked my trip to Montego Bay, Jamaica. I treated my niece to the trip for her 21st birthday. Martha took the time to hear my plans and ensured all my requests were fulfilled. She was in touch with the resort and upon our arrival there was a birthday banner on the door, a slice of birthday cake and a bottle of wine awaiting us. I didn't have to do anything but tell Martha what I wanted. I'm truly grateful for her service as my travel agent. Thank you again Sunset Travel & Cruise AND my agent Martha Galvez!
Ryan planned a wonderful trip for my husband and I to Italy. He chose hotels we never would have knew about and made the experience seem less and easy. The company uses a helpful app where all our travel data was easily accessible while we were on the road!
Highly Recommend Ryan and his company for all your travel needs.

The pic is the view from the window of our hotel in Rome!
Ryan planned a wonderful trip for my husband and I to Italy. He chose hotels we never would have knew about and made the experience seem less and easy. The company uses a helpful app where all our travel data was easily accessible while we were on the road!
Highly Recommend Ryan and his company for all your travel needs.

The pic is the view from the window of our hotel in Rome!
Viviana Salgado profile picture
Viviana Salgado
1 year ago
Our travel agent Ryan Roman from Sunset Travel guided, coordinated and organized our dream wedding at Dreams Natura in Cancun Mexico on 10/26/24. My husband and I shopped around for an agent who could help us find exactly what we visioned as a destination wedding. He skillfully and patiently listened to our requests, followed through and delivered. Our wedding was amazing. From the location, to those who coordinated events and the staff who decorated and weighted on us hand and foot. It all turned out exactly how we wanted. Ryan took the time to understand what we wanted for our wedding. He communicated clearly, worked diligently with hotel staff, and responded in a timely manner with all my guests. I highly recommend Ryan for any future destination weddings or leisure traveling. We have kept in contact with him as we plan our future family vacation in April 2025.
FAQ: How Much Does it Cost to Go To Hawaii?

While the cost of traveling to Hawaii ultimately depends on many different factors, including the type of hotel, dining, activities and more, we’ll help you an idea of the cost before diving in too deep…

$5,000

…is a great starting point for budgeting! 

This would include a 7 night stay for 2 people at average priced hotels or resorts, with moderately priced dining and activities. This estimate does NOT include airfare, so you would need to plan on that in addition.

Hawaii Vacations Spotlight

NO ONE HELPS YOU LIKE A TRAVEL AGENT!

Experience Hawaii

  • Legendary Locations

    Hawaii Island
    The “Big Island” offers everything from Hawaii Volcanoes National Park to snorkeling and surfing tours.

    Maui
    Hawaii’s second largest island guarantees visitors a trip they’ll never forget.

    Oahu
    Home to Hawaii’s capital — Honolulu — and the legendary Waikiki Beach.

  • Gorgeous Greenery

    Lanai
    Rent four-wheel-drive vehicles to explore all the beaches, exotic natural wonders, and secluding hiking trails Lanai has to offer.

    Molokai
    Thanks to their environmental efforts, the island has been recognized as one of the most sustainable islands in the world.

    Kauai
    Nicknamed the “Garden Isle,” it welcomes more than 1.2 million visitors each year. See why!

Hawaii Island

The “Big Island” is the largest island in the chain – bigger than all of the other islands put together – and also the largest island in the United States.

It’s a land of extremes and superlatives, a place where you can go skiing on a mountain top in the morning and snorkeling in a tropical sea in the afternoon.

Hawaii Volcanoes National Park is the state’s most popular attraction, but there are myriad breathtaking sights and activities – everything from beaches and waterfalls to hiking, kayaking, and stunning views.

Hawaii Island is an amazing paradise full of wonder to explore for the solo wanderer or fun with the whole family. Read our travel adventure blog to see what we did on our last trip to the Big Island!

Some of the most popular activities that Sunset Travel can arrange include:

  • Hawaii Volcanoes National Park
  • Waipio Valley
  • Crater Rim Drive
  • Rainbow Falls State Park
  • Big Island Volcano & Snorkel Tours
  • Hawaii Forest and Trail Guided Adventures
  • Big Island Waterfall Adventures
  • Snorkeling Tours
  • Dolphin Watching
  • Helicopter Tours and Parasailing

Oahu

Whether you’re a history buff, adventure seeker, beachcomber, or nature lover, you’ll have an incredible adventure on Oahu, home to Hawaii’s capital – Honolulu.

Downtown boasts a bustling art scene with galleries, music clubs, and the Honolulu Academy of Arts.

Then there are delicious restaurants and shops with some of the city’s best gastronomical delights, an unbeatable offering of shopping options, and bustling nightlife.

And of course, there’s the famous Waikiki beach, a popular gathering place for both locals and visitors who are looking to swim, dine, shop, and enjoy their time in the sun.

Check out our Hawaii vacation itinerary for the inside scoop!

Let Sunset Travel & Cruise plan a vacation itinerary of bucket-list items, including:

  • Nuuanu Pali Lookout
  • Diamond Head State Monument
  • Chinatown
  • Hanauma Bay Nature Preserve
  • Waikiki Aquarium
  • Honolulu Heights Oahu Guided Tour
  • Complete Pearl Harbor Experience
  • Forest and Trail Guided Adventures
  • Hiking, Bike, Segway, and Kayak Tours
  • Dinner and Cocktail Cruises

Kauai

If you’re looking for some of the most beautiful places Mother Nature has bestowed upon the planet, look no further than Kauai, Hawaii’s fourth largest island.

Nicknamed the “Garden Isle,” it welcomes more than 1.2 million visitors each year, all there to take in the mountains, a shoreline made up of sparkling beaches, and attractions that make it uniquely fascinating to both the young and the old.

Few places on Earth have can boast the breathtaking natural beauty, exclusive beaches, gorgeous scenery, and tropical wilderness hiking trails of one-of-a-kind Kauai.

Relax and rejuvenate on a stunning beach, eat locally-grown fresh fruits, take a kayak for a sunset cruise, and learn to surf on your island adventure.

Let Sunset Travel help plan your trip, including some of the activities listed:

  • Napali Coast and Snorkel Sailing
  • Alekoko Menehune Fishpond
  • Kilohana Estate
  • Kalalau Lookout
  • Opaekaa Falls
  • Ultimate Kauai Helicopter Tour
  • Waimea Canyon Sightseeing Tour
  • Safari Helicopters
  • Mountain Tubing
  • Whale Watching Tours
  • Kauai Guided Tours
  • Hanakapiai Falls

Lanai

If you’re looking for a hidden gem away from the tourist crowds, consider Lanai, one of the smaller and more deserted islands within the Hawaiian archipelago. About 3,000 people call the island home, but it still offers three luxurious resorts for visitors.

Take in incredible sites like a view of all the other Hawaiian islands from the Garden of the Gods, the cliffside natural landscape of Shark’s Bay, or the list-topping Hulopoe Beach Park, proving Lanai isn’t your typical tropical island escape.

When it comes to attractions, beaches, and sites, most are only accessible by off-road vehicles. But Sunset Travel & Cruise can arrange for you to rent jeeps or other types of four-wheel-drive vehicles to explore all the beaches, exotic natural wonders, and secluding hiking trails Lanai has to offer.

Popular activities include:

  • Kaiolohia (Shipwreck Beach)
  • Puu Pehe (Sweetheart Rock)
  • Hulopoe Beach
  • Polihua Beach
  • Munro Trail
  • Lanai Cat Sanctuary
  • Garden of the Gods
  • Lanai Culture & Heritage Center
  • Pine Island Market
  • Manele Golf Course
  • Snorkeling and Surfing
  • Whale Watching

Molokai

Good things come in small packages, and proof of that is the tiny island of Molokai.

Only covering about 260 square miles, it delights visitors with a variety of attractive features, including beautiful beaches, lush forests, tons of local culture and history and, that quintessential laid-back island lifestyle that all of Hawaii is known for.

As the least developed of the Hawaiian islands, it features only one larger resort and a few hotels in the main city of Kaunakakai.

The fact that it’s been able to preserve its pristine beauty and most of its ancient cultural artifacts, including fascinating burial grounds and religious temples, still draws visitors every year. And thanks to their environmental preservation efforts, Molokai has been recognized as one of the most sustainable islands in the world.

The most popular island activities include:

  • Halawa Valley
  • Papohaku Beach Park
  • Kalaupapa Overlook
  • Kamakou Preserve
  • Dixie Maru Beach (Kapukahehu)
  • Halawa Falls
  • Kalaupapa National Historical Park
  • Palaau State Park
  • Kalokoeli Fishpond
  • Pohaku Mauliuli Beach
  • Mauna Loa Museum & Cultural Park
  • Air, Helicopter, and Balloon Tours

Maui

As one of the world’s most popular tourist destinations, Hawaii’s second largest island guarantees visitors a trip they’ll never forget.

Maui offers everything from the massive Haleakala volcano, the bustling whaler village of Lahaina, and magnificent humpback whales to the infamous stretch of Road to Hana and numerous family-friendly resorts. At twilight, gaze upon the cosmos from the Haleakala Crater.

And of course, amazing beaches. Take in a sunrise on your choice of red, white, or black sand in Maui, with more miles of swimmable beaches than any other island in Hawaii.

Read our latest blog to see what our travel agents did on a recent trip to Maui!

If you’re looking to plan a once-in-a-lifetime trip, let Sunset Travel & Cruise know what you want, and we can make it happen.

Popular activities include:

  • Road to Hana
  • Haleakala National Park and Sunrise Tours
  • Wailua Falls
  • Molokini Island
  • Pipiwai Trail
  • Ahihi Kina’u Natural Area Reserve
  • Whale Watching Tours
  • Private Hiking Adventures
  • Snorkeling and Kayak Tours
  • Private Boat Charters
  • Luaus, Shows, and Performances
  • Biking and Zipline Tours
  • Sport Fishing Charters
  • Airplane and Helicopter Tours

CONTACT US TO CRAFT

Hawaiian Vacation Packages

Sunset Travel & Cruise agents will guide you in making the best travel decisions!

Get the best options and the best deals on:

Flights & Hotels
Ground Transportation
Entertainment & Attractions
Restaurant Recommendations and Reservations

We’re here to help you every step of the way!

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Travel Agent

Insights…

“Make Your Dreams a Reality!

For some, their dream vacation to Hawaii includes relaxing under the sun, taking leisurely walks by the ocean or spending an afternoon at the spa. But, due to the ideal year-round weather and an abundance of adventure options, Hawaii is also the perfect spot for thrill-seekers.”

“It’s safe to say

that one of the best parts about traveling somewhere is exploring the local food scene. Fortunately, whether it’s a top-notch restaurant, a farmer’s market or a food truck, the Hawaiian Islands have it all.”

From the Blog

Travel Stories…

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