Looking for over 50 year olds vacations in Hawaii. Interested in Maui and other islands. Up to 13 days. Do you have a brochure that could be sent to us?

We are excited to hear you're looking for a relaxing and enriching experience tailored for travelers over 50. Trafalgar offers thoughtfully curated tours that include Maui, Oahu, and other beautiful Hawaiian islands, often combining cultural highlights, scenic landscapes, and plenty of leisure time.

From

$6,325

US $5,739 per person

Hawaii Four Island Adventure (Intra Tour Air Hawaii 3 Flights, First Class Cruise)

13 days

•

From Honolulu to Kauai Island

4.5

2,240 reviews

View all

From

$6,325

-9%

US $5,739 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

1 Adult2 Adults, 1 Child2 Children

Best price guarantee Learn More

Plan your adventure:

Platinum Operator: Trafalgar
Island Hopping: Hop between sun-soaked shores and hidden islands
Group Tour: Join a group and forge lifelong friendships
Partially Guided: Independent travel, featuring selected guided excursions
Low Intensity: Travelers can expect some light physical activities
Guided in English
Group Size 20 - 48
All Ages Welcome

Image of a map showing the route of the tour

Itinerary

Day 1
Honolulu
Honolulu
Meals
Dinner (Dinner in Waikiki Beach)
Accommodation
Hotel (The Twin Fin Waikiki - Moderate (City View), First Class (Partial Ocean View), Premier (Ocean View))
Landmarks
Waikiki Beach
Day 2
Oahu
Oahu
Accommodation
Hotel (The Twin Fin Waikiki - Moderate (City View), First Class (Partial Ocean View), Premier (Ocean View))
Included Activities
- Photo stop at Halona Blowhole
- Scenic drive along Oahu's coast
- Visit to North Shore
Optional Activities
- Polynesian Cultural Center visit with artisan demonstrations (fire dancing, traditional clothing making, jewelry making)
- Dinner and entertainment at Hā: Breath of Life performance
Landmarks
Halona Blowhole
North Shore, Oahu
Polynesian Cultural Center
Day 3
Honolulu
Honolulu
Meals
Dinner (Dinner featuring local fare)
Accommodation
Hotel (The Twin Fin Waikiki - Moderate (City View), First Class (Partial Ocean View), Premier (Ocean View))
Optional Activities
- Visit Duke Paoa Kahanamoku's Statue
- Beach time in Waikiki
- Self-guided exploration of Honolulu's heritage and culture
Landmarks
Duke Paoa Kahanamoku Statue
Waikiki Beach
Day 4
Honolulu
Honolulu
Accommodation
Hotel (The Twin Fin Waikiki - Moderate (City View), First Class (Partial Ocean View), Premier (Ocean View))
Included Activities
- Visit Pearl Harbor National Memorial
- USS Arizona Memorial
- National Memorial Cemetery of the Pacific tour
- Walking tour of downtown Honolulu
- View Iolani Palace
- View King Kamehameha I Statue
- View State Capitol Building
Optional Activities
- Explore Waikiki Beach and shore
Landmarks
Pearl Harbor National Memorial
USS Arizona Memorial
National Memorial Cemetery of the Pacific
Iolani Palace
King Kamehameha I Statue
State Capitol Building, Hawaii
Waikiki Beach
Day 5
Big Island (Hilo to Kona)
Big Island (Hilo to Kona)
Meals
Lunch
Accommodation
Hotel (Outrigger Kona Resort & Spa - Moderate (Mountain View), First Class (Partial Ocean View), Premier (Ocean View))
Included Activities
- Visit Hawaii Volcanoes National Park
- Visit Punalu'u Beach Park
Optional Activities
- Lunch on own in Hilo (loco moco meal suggested)
Landmarks
Hawaii Volcanoes National Park
Punalu'u Beach Park
Day 6
Kona
Kona
Meals
Lunch (Tasty lunch at Kona Sea Salt)
Accommodation
Hotel (Outrigger Kona Resort & Spa - Moderate (Mountain View), First Class (Partial Ocean View), Premier (Ocean View))
Included Activities
- Manta Ray Learning Center experience
- Be My Guest experience at Kona Sea Salt
- Kona Sea Salt tasting
- MAKE TRAVEL MATTER Experience at coffee plantation
Landmarks
Keauhou Bay
Greenwell Farms
Day 7
Kona
Kona
Meals
Dinner (Hawaiian Luau dinner featuring local flavors and tropical cocktails on Keauhou Bay)
Accommodation
Hotel (Outrigger Kona Resort & Spa - Moderate (Mountain View), First Class (Partial Ocean View), Premier (Ocean View))
Included Activities
- Hawaiian Luau dinner
Optional Activities
- Off-road adventure in Kohala
- Trail walk to hidden waterfall
- Scenic overlook of Pololu Valley
- Snorkeling trip at Pu'uhonua O Honaunau
- Snorkeling at Kealakekua Bay
Landmarks
Kohala
Pololu Valley
Pu'uhonua O Honaunau
Kealakekua Bay
Day 8
Kona to Maui
Kona to Maui
Accommodation
Hotel (Hyatt Regency Maui Resort and Spa - Moderate (Resort View), First Class (Partial Ocean View), Premier (Ocean View))
Included Activities
- Visit Iao Valley State Park
Optional Activities
- Walk to Whalers Village
- Stroll along the beach
Landmarks
Iao Valley State Park
Whalers Village
Day 9
Maui
Maui
Meals
Dinner (Dinner featuring local flavors)
Accommodation
Hotel (Hyatt Regency Maui Resort and Spa - Moderate (Resort View), First Class (Partial Ocean View), Premier (Ocean View))
Optional Activities
- Self-guided exploration of Maui's landscapes
Day 10
Maui to Kauai
Maui to Kauai
Accommodation
Hotel (Outrigger Kauai Beach Resort - Moderate (Resort View), First Class (Partial Ocean View), Premier (Pool/Ocean View))
Optional Activities
- Relax at hotel's infinity-edge pool
- Mai Tai at oceanfront bar
- Dine at Moa Moa Hawaiian Fish House
Day 11
Kauai
Kauai
Accommodation
Hotel (Outrigger Kauai Beach Resort - Moderate (Resort View), First Class (Partial Ocean View), Premier (Pool/Ocean View))
Included Activities
- Private guided tour of Grove Farm homestead
- Waimea Canyon State Park visit
- Drive through Tunnel of Trees
- Spouting Horn blowhole visit
- MAKE TRAVEL MATTER Experience at Allerton & McBryde Botanical Garden
Landmarks
Grove Farm
Waimea Canyon State Park
Tunnel of Trees
Spouting Horn
Allerton & McBryde Botanical Garden
Day 12
Kauai
Kauai
Meals
Dinner
Accommodation
Hotel (Outrigger Kauai Beach Resort - Moderate (Resort View), First Class (Partial Ocean View), Premier (Pool/Ocean View))
Optional Activities
- Kauai Movie Tour adventure
- Helicopter flight over Kauai
Day 13
Kauai
Kauai
Optional Activities
- Extend stay on Kauai

Landmarks
Waikiki Beach

Landmarks
Halona Blowhole
North Shore, Oahu
Polynesian Cultural Center

Landmarks
Duke Paoa Kahanamoku Statue
Waikiki Beach

Landmarks
Pearl Harbor National Memorial
USS Arizona Memorial
National Memorial Cemetery of the Pacific
Iolani Palace
King Kamehameha I Statue
State Capitol Building, Hawaii
Waikiki Beach

Landmarks
Hawaii Volcanoes National Park
Punalu'u Beach Park

Landmarks
Keauhou Bay
Greenwell Farms

Landmarks
Kohala
Pololu Valley
Pu'uhonua O Honaunau
Kealakekua Bay

Landmarks
Iao Valley State Park
Whalers Village

Landmarks
Grove Farm
Waimea Canyon State Park
Tunnel of Trees
Spouting Horn
Allerton & McBryde Botanical Garden

What's Included

Expand All

Accommodation
Flights
Guide
Meals
Additional Services
Transport

What's Not Included

Insurance
Optional
Additional Services

Where You'll Stay

All accommodations are subject to change

The Twin Fin Waikiki - Moderate (City View), First Class (Partial Ocean View), Premier (Ocean View)
Hotel
Days 1, 2, 3, 4
Outrigger Kona Resort & Spa - Moderate (Mountain View), First Class (Partial Ocean View), Premier (Ocean View)
Hotel
Days 5, 6, 7
Hyatt Regency Maui Resort and Spa - Moderate (Resort View), First Class (Partial Ocean View), Premier (Ocean View)
Hotel
Days 8, 9
Outrigger Kauai Beach Resort - Moderate (Resort View), First Class (Partial Ocean View), Premier (Pool/Ocean View)
Hotel
Days 10, 11, 12

Operated by

Trafalgar

Platinum Operator

Rating: 4.5(2,240 reviews)
Response time: 7 hours
Response rate: 88%
Cancellation policy

Traveler Reviews

Tour Operator
4.5

D
David
May 29th, 2025
Robert was excellent. Well prepared, great organizer, very knowledgeable! The Outrigger hotels need to be replaced....
Show more
Traveled in May 2025
Reply from: Trafalgar
Thank you for sharing your feedback. We believe that a great Travel Director is essential to the overall enjoyment and comfort of our guests on any of our trips and we take great care to select our team members for the passion they have for travel and service. We are so pleased you have enjoyed your tour.
Show more
R
Ronald
January 20th, 2023
The four-island tour with Trafalger was wonderful.
Traveled in January 2023
Reply from: Trafalgar
Thank you for taking the time to share your feedback about your recent trip. We are delighted that you had the opportunity to witness the beautiful scenery in Hawaii and immerse yourself in the Hawaiian culture. We hope to welcome you again soon for your next trip.
Show more
L
Lynn
June 13th, 2022
Actual tour and tour director were very good. Three of the four hotels were very musty. If you have allergies or...
Actual tour and tour director were very good. Three of the four hotels were very musty. If you have allergies or asthma these hotels are not for you. The hotel in kuaia had roaches and bugs in the bathroom. In addition, we paid extra for an oceanfront review and we faced a wall. The free day on the big island and Kuaia had a lack of transportation so we couldn’t go anyplace without running the risk of not being able to get back to the hotel. We wrote to Trafalgar about this and all they would do is give us am10% coupon for another tour. I at least expected a refund for the difference between ocean front and no view for the last hotel.Show more
Traveled in April 2022
Reed
May 25th, 2022
My wife and I travel all the time. We used Trafalgar to go to Hawaii because of visiting 4 islands. First time we...
My wife and I travel all the time. We used Trafalgar to go to Hawaii because of visiting 4 islands. First time we used them because of reputation of many additional charges, excluding additional excursions. For example when we went to Ireland we used CIE tours over Trafalgar and glad we did because all costs were up front. First we did see quite a bit and tour guide was good. Trafalgar, however, combined several Hawaii length tours and we had for majority of trip 46 people with one tour guide which we weren't pleased with. Viking, for example limits a tour guide for 30 people. We went to the Polynesian village in Oahu and Trafalgar charged us for premium package and gave us the cheapest package. We found this out by brochures we picked up. One of our tour members wrote Trafalgar and they reimbursed us but we had to address a letter. We also got the nosebleed seats for the show. Also on our shuttle in they doubled our charge from 44 to 86 on a shared van and would not reimburse for the difference. Interesting we only had to pay a taxi from Polynesian village 22 per person for an hours drive. Overall use Viking or CIE which stand above Trafalgar when it comes to integrity and honesty. My wife and I continue to travel but will probably not use Trafalgar again.Show more
Traveled in March 2022
B
Bonnie
September 5th, 2021
Very disappointed. Check how many free days you have. With the pandemic there was very little we could do. We were...
Very disappointed. Check how many free days you have. With the pandemic there was very little we could do. We were disappointed in the hotels, the food and the time spend in the airport prior to flights. A flight that took far less than an hour, we were at the airport 3 hours before the flight. This was the most highly rated coach tour we have had, with the worst experience. Beware, read carefully and do not expect that you will be able to see all you are promised. I realize that COVID is a problem, but if the tour cannot deliver what they advertise, should they not give you the option of canceling.Show more
Traveled in August 2021
Reply from: Trafalgar
It saddens us to read that your time away with Trafalgar does not seem to have lived up to your expectations, and that this seems to have been due to a few different factors. In particular, we regret that that some of the Optional Experiences detailed in our itinerary were not available for you to experience. We can absolutely understand that this was a part of the trip that you were looking forward to, as our Optional Experiences do add something extra to our destinations. Please allow us to explain that our Optional Experiences are subject to cancellation and this can be due to a number of reasons including adverse weather, third party compliance, the level of interest from the group and of course, restrictions related to Covid-19. Having said this, we regret if you were not aware of this prior to the start of the trip. While we note with reluctance that you may not be travelling with us again, we nevertheless wish you all the best in your future vacation endeavours.
Show more
Kamala
May 27th, 2019
Mike was very punctual, knowledgeable, organized, and good company. Took care on timely man I.
Traveled in May 2019
Reply from: Trafalgar
Thanks for sharing your review with us here at Trafalgar; it is always great to know when our guests have returned home happy. Our Travel Directors are passionate and knowledgeable about the regions that they explore with our guests. Still, we are delighted to read that Mike was so personable and welcoming on this occasion; and that his expertise and knowledge helped you to truly appreciate your time with us in Hawaii. We are very pleased that you observed just how much our guests’ well-being is of great importance to us and we hope that you will join our highly skilled team again soon, wherever in the world you decide that might be.
Show more

Dates & Availability

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1 Adult2 Adults, 1 Child2 Children

Upcoming departures

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Ends on 15 Jul, 2026

From Wednesday
29 Jul, 2026
To Monday
10 Aug, 2026
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29 Jul, 2026
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10 Aug, 2026
English
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From Wednesday
29 Jul, 2026
To Monday
10 Aug, 2026
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Departure on request
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From Friday
7 Aug, 2026
To Wednesday
19 Aug, 2026
English
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Departure on request
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From Friday
7 Aug, 2026
To Wednesday
19 Aug, 2026
English
Almost Sold Out
Check the availability with the operator
Departure on request
From:
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Multiple Room Types
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From Friday
7 Aug, 2026
To Wednesday
19 Aug, 2026
English
Almost Sold Out
Check the availability with the operator
Departure on request
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Instant Confirmation
-9%
From Friday
14 Aug, 2026
To Wednesday
26 Aug, 2026
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This departure date is available and will 100% depart
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From Friday
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To Wednesday
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From Friday
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To Wednesday
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C
Christina
Asked on September 21st, 2025
Looking for over 50 year olds vacations in Hawaii. Interested in Maui and other islands. Up to 13 days. Do you have a brochure that could be sent to us?
Age Range
Tour Details
- TrafalgarOperator•Written September 2025
  We are excited to hear you're looking for a relaxing and enriching experience tailored for travelers over 50. Trafalgar offers thoughtfully curated tours that include Maui, Oahu, and other beautiful Hawaiian islands, often combining cultural highlights, scenic landscapes, and plenty of leisure time.

From

$6,325

-9%

US $5,739 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

1 Adult2 Adults, 1 Child2 Children

Best price guarantee Learn More

Plan your adventure:

Good to Know

Tour ID: 314635

Currency
$
US Dollar
USA
Plugs & Adapters
Visa
- Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
- Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
Payment information
- For any tour departing before October 11th, 2026 a full payment is necessary. For tours departing after October 11th, 2026, a minimum payment of $200 is required to confirm your booking with Trafalgar. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
- Some departure dates and prices may vary and Trafalgar will contact you with any discrepancies before your booking is confirmed.
- The following cards are accepted for "Trafalgar" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
Cancellation Policy
- Your money is safe with TourRadar, as we only pay the tour operator after your tour has departed.
- TourRadar is an authorized Agent of Trafalgar. Please familiarize yourself with the Trafalgar payment, cancellation and refund conditions.
Accessibility
Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.
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Hawaii Four Island Adventure (Intra Tour Air Hawaii 3 Flights, First Class Cruise)

Itinerary

Included Activities

Optional Activities

Optional Activities

Included Activities

Optional Activities

Included Activities

Optional Activities

Included Activities

Included Activities

Optional Activities

Included Activities

Optional Activities

Optional Activities

Optional Activities

Included Activities

Optional Activities

Optional Activities

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What's Included

What's Not Included

Where You'll Stay

Traveler Reviews

Dates & Availability

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What our customers ask about this tour

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