HAWAII
WITH THE SISTERHOOD

November 30 – December 9, 2025

Newsweek Readers Choice Best Women's Travel Club

2025 Hawaii Calling:
Explore, Empower, and Unwind with Your New Sisters in Oahu, Maui, and the Big Island!

Imagine escaping to the vibrant, lush landscapes of Hawaii with a group of inspiring women just like you. In 2025, Sisterhood Travels invites you to embark on an extraordinary tour of Hawaii’s most enchanting islands: Oahu, the Big Island, and Maui. Envision your arrival in the iconic Waikiki, where the soft, sun-kissed beaches are just the beginning of a transformative journey with a vibrant group of like-minded women who are sure to become your new Sisters and friends.

As the days unfold, each island brings its own magic. From the solemn beauty of the USS Arizona Memorial at Pearl Harbor to the lush rainforests and volcanic landscapes of the Big Island, every experience is curated to deepen your connection with Hawaii’s rich history and breathtaking nature. In Maui, the scenic road to Hana awaits with its stunning vistas, cascading waterfalls, and the serene Iao Valley.

Black Beach Maui Hana

Imagine the stories you’ll share and the memories you’ll create as you explore these islands with your new Sisters, each day ending with laughter-filled dinners or peaceful evenings under starlit skies. Join us for this once-in-a-lifetime Sisterhood Travels tour, where new friendships are forged, and every moment is a celebration of spirit and scenic wonder. This isn’t just a vacation; it’s a carefully crafted journey meant to connect, rejuvenate, and exhilarate.

TRIP HIGHLIGHTS

We'll Visit Three Islands

Additional Destinations

OUR ITINERARY

November 30, 2025

Aloha! Our adventure begins on the sun-drenched beaches of Waikiki. Your driver will transfer you to our beautiful hotel where you can relax and rejuvenate. This evening, meet your Group Leader for an informal get together with your Sisters. (No meals are included today)

Hotel: Prince Waikiki

Waikiki Beach

December 1, 2025

Remember Pearl harbor with a visit to the World War II Valor in the Pacific National Monument, viewing artifacts from the attack and a short documentary on the “Day of Infamy.” We’ll travel by naval launch to view the white marble-class USS Arizona Memorial, honoring those who lost their lives in the Pearl Harbor attack. After, we’ll take a city tour of Honolulu, highlighting the historic Iolani Palace, the impressive state capitol building, King Kamehameha’s statue, and the National Cemetery of the Pacific. The rest of the afternoon is yours to enjoy with your Sisters. (Breakfast and Dinner included)

Hotel: Prince Waikiki

December 2, 2025

This morning, we’ll dive into Hawaiian history with a visit to Iolani Palace to learn about the Hawaiian monarchs and the takeover of Hawaii by the United States. Then, enjoy free time with your Sisters in downtown Honolulu. Later, we’ll stop at the Pali lookout in O’ahu’s rainforest before returning to Waikiki for an evening of independent leisure and dining with your Sisters. (Breakfast included)

Hotel: Prince Waikiki

December 3, 2025

This morning, we’ll board our group flight to the volcanic “Big Island” of Hawaii. True to its name, the island itself is larger than all the other Hawaiian Islands combined. Although the island’s official name is the archipelago’s namesake, the Big Island is also famous for its volcanoes creating rocky, black landscapes. Upon arrival, we’ll pause at the iridescent mist of Rainbow Falls before having time to explore Hilo with your Sisters for lunch. Then, we’ll set out for a tour of the South Coast including a visit inside Hawaii Volcanoes National Park to learn about Kilauea – the world’s most active volcano. Be sure to make your way along the steam bluffs to get a view of the impressive caldera. On the way to our hotel, we’ll take in views of the crystal-clear waters of Kealakekua Bay and visit one of the iconic black sand beaches where you may luck out in spotting a green turtle soaking up the sun. (Breakfast included)

Hotel: Outrigger Kona Resort & Spa

December 4, 2025

This morning, take some time to relax and pamper yourself at our resort. In the afternoon, we’ll head to Kailua-Kona, a town established by King Kamehameha I before he unified the Kingdom of Hawaii. After, enjoy ample time to peruse the shops and grab a bit of lunch with your Sisters before returning to our hotel for a lei making class taught by a local expert. You’ll learn about the cultural significance of leis and create one of your own to bring home. This evening, enjoy dinner Hawaiian-style at a traditional Polynesian luau featuring endless tropical drinks and a sumptuous feast. (Breakfast and Dinner included)

Hotel: Outrigger Kona Resort & Spa

December 5, 2025

We’ll start the day at Bay View Farm, which has been harvesting coffee beans since 1984. We’ll tour the farm with a local before enjoying a tasting of the local brew. Then, we’ll visit St. Benedict’s Painted Church, built in the 1800’s and adorned with vibrant frescoes. Later, we’ll continue Pu’uhonua o Honaunau National Historical Park on the rugged coast, once the place of refuge for those that broke the Kapu (sacred law) in old Hawaii. (Breakfast and Dinner included)

Hotel: Outrigger Kona Resort & Spa

Bay View Farm View

December 6, 2025

This morning, we’ll board our group flight to the “Valley Isle” of Maui, one of the most beautiful and popular outer islands. We’ll visit the town of Kihei where we’ll have some time to explore this laid back downtown for independent lunch with your Sisters. After, we’ll visit the stunning Iao Valley and view the 2,000-foot-high Iao Needle, one of Maui’s famous natural landforms. Finally, we’ll travel to the resort area of Ka’anapali and arrive at our deluxe beachfront hotel. (Breakfast and Dinner included)

Hotel: Sheraton Maui Resort & Spa

Ka’anapali Pano

December 7, 2025

You’re in for a treat today as we spend our day visiting some of the most beautiful scenery that Maui has to offer as we make our way to Hana. Prepare to see black sand beaches, hardened lava tubes, bamboo jungles, eucalyptus groves, quaint plantations and much more. Highlights of our day will include Paia Town, Waianapanapa State Park and Beach, Kaumahina State Park, and Keanae Lookout. This evening is yours to relax and dine independently with your Sisters at the resort. (Breakfast included)

Hotel: Sheraton Maui Resort & Spa

Hana Bay

December 8, 2025

Today, enjoy a completely free day in paradise with your Sisters. Tonight, we’ll join together for our Farewell Dinner. (Breakfast and Dinner included)

Hotel: Sheraton Maui Resort & Spa

Maui Last Sunset

December 9, 2025

It’s time to bid Aloha to Hawaii but not without treasured memories of our new friends and Sisters. We’ll transfer to the Maui airport for our flights home. (Breakfast included)

Trip Inclusions

Deposit

PRICING

Double Occupancy
$ 6599
00
per person
  • HAWAII WITH THE SISTERHOOD

PRICING

Single Occupancy
$ 8299
00
per person
  • HAWAII WITH THE SISTERHOOD

important information

PLEASE READ THIS INFORMATION CAREFULLY

  • There will be a maximum of 24 Sisters on this tour, including your Sisterhood Travels Group Leader. Roommate matching available.
  • Roundtrip airfare between your home and Hawaii is not included in your pricing.
  • You will fly into Honolulu (HNL) and out of Maui (OGG)
  • You can arrive on November 30, 2025, at any time. You may depart at any time on December 9, 2025.
  • Check-in time at your arrival hotel is at 3:00 pm.
  • Group flights in economy class are included between Honolulu and Hilo and from Kona to Maui. Upgrades are not available, and we will not be able to provide you with our specific flight information until closer to trip departure.
  • All flight arrangements must be submitted to Sisterhood Travels on or before July 30, 2025. If you need help making flight arrangements, or to submit your independent flight arrangements, please click here for Airfare Information.
  • Included arrival transfers are provided only on November 30, 2025, from the Honolulu airport to our hotel. Included departure transfers are only provided on December 9, 2025, from our hotel to the Maui airport. If you arrive or depart outside these days and/or you need transfers or hotels elsewhere, you are responsible for making your own arrangements at your own expense.
  • Wind conditions at Pearl Harbor may result in a boat tour that does not include stopping at the USS Arizona Memorial. This is decided in the moment by the U.S. Navy.
  • Our resorts are relatively large and may require walking long distances to reach rooms or common areas.
  • Please don’t schedule any optional excursions on your own for this trip, as we cannot promise that you will arrive in time at any location to make your independent excursion. Sisterhood Travels won’t be liable for any expense you incur because of this.
  • Individual gratuities for your Tour Director, local guides, and coach driver are not included in your pricing. We will provide you with tipping guidelines for your trip.
  • Optional Travel Insurance is not included in your pricing. We will send you a quote via email.
  • We cannot accommodate wheelchairs or assistive mobility devices on this trip.
  • There are no refunds for unused portions of this tour.
  • Dates and times of itinerary as well as hotels listed are subject to change without notice due to operational or logistical reasons.
  • Any optional expenses or expenses related to anything not specifically listed in this itinerary are not included.

Need a Roommate?

Cancellation & Refunds

Sisterhood Travels Activity 2

Activity Level:

leisurely

This is a leisurely paced itinerary and is full of cultural and interesting sightseeing and some free time to relax. Some excursion days may include reasonably early starts, some longer coach travel and possibly walking over uneven terrain. Guests should have reasonable health and mobility.