Best Of Hawaii Anniversary Vacation
The Perfect Way To Celebrate Anniversaries
Explore the best of Hawaii on our tropical island anniversary vacation package.
The “best of Hawaii” Anniversary Vacation Package is a great way to start planning for anyone looking for a romantic vacation. This package includes at least seven nights of stay at 4-star beachfront resorts, all flights to Hawaii and inter-island routes, shuttle transfers or vehicles on all islands, many premium tours, and 24/7 guest services.
Airline Tickets, All Beach Front Hotels w/ 4 View Options, Premium Tours (at an additional cost), Travel Insurance and Personal Local Concierge
All Flights Included From Any West Coast City And Within Hawaiian Islands*
4-5 Star Beachfront Resorts On All Islands
Private Ground Airport Transfers On Oahu, Maui & Big Island *
24 Hour Daily Concierge & Support Service – Whatever you need, just ask us!
Only Small Group Premium Tours On All Islands
Low Cost Upgrade To Ocean View Rooms
Trip Insurance Included – Book Your Trip With Confidence
Expert Hawaii Tour Guides, Service & Experiences, Always!
This is a sample itinerary and will be customized to your dates, choices, and other preferences made at booking. Aloha!
Day 1: Arrival Day. Welcome to the Island of Oahu
VARIES | Flights from your nearest city to Hawaii and return are included in our packages.
Welcome to the Island of Oahu, home to the Capital City of Honolulu and famous Waikiki Beach. Upon landing in Honolulu we take you on a private shuttle to the Outrigger Waikiki Beach Resort & Spa located on Waikiki Beach. You can then enjoy a free afternoon and evening in Waikiki. |
Day 2: Oahu – Breakfast at Duke’s and Private Tastes Of Hawaii Tour
7:30AM | Enjoy breakfast on your own at a place like Dukeʻs Beachfront in Waikiki |
9:00AM | Your guide will come to pick you up at your hotel for an incredible 8-hour private tour that circles the island of Oahu. You will be able to purchase some of the islandʻs best food at many stops!
Try malasada at Leonards, Dole Whip Ice Cream, Shave Ice at Matsumoto’s or Aoki’s, or Poke at Tamura’s in Hauula as well as mac nuts & local coffee. We circle the island and see some of the top attractions including the Dole Plantation, North Shore beaches, and a macadamia nut farm, along with so much more. |
7:00PM | We return to Waikiki where you will have some free time to explore the vibrant nightlife and shopping options or to enjoy a relaxing evening stroll along the beach. |
Day 3: Oahu – Visit the Arizona Memorial & Battleship Missouri
9:00AM | We take a fascinating journey through US and world history with a visit to Pearl Harbor National Monument, a stop in Historic Downtown Honolulu at the King Kamehameha Statue, and a drive through Punchbowl Crater. This small-group tour in our Mercedes Sprinters includes entrance to the USS Arizona Memorial, Battleship Missouri, and time to tour the visitor center museums. Lunch is on your own. |
3:30PM | Return to your Waikiki hotel so you can relax by the pool, enjoy the beach and some shopping around Waikiki. |
6:00PM | Enjoy many of the local restaurants on your own. There are lots of options to choose from, we can give you some pointers, ideas or make reservations for you. |
Day 4: Polynesian Cultural Center
9:00AM | Enjoy Waikiki Beach on your own. Along the beach are options to rent surf gear, take in a lesson, ride a canoe and so much more. |
12:00PM | Depart to the Polynesian Cultural Center the 2nd most popular attraction next to Pearl Harbor. Located on the North Shore of Oahu. Your Ambassador Level Guided Package includes a private tour guide, all admissions, Island Village Presentations like Samoa, Tonga, New Zealand, Tahiti, Fiji, and Hawaii. A Canoe Tour and New Canoe show called Huki! |
5:00PM | You can then enjoy a luau or top-shelf Prime Rib Buffet Dinner. Afterward, the entertainment continues as we move over to the Pacific Theatre for the award-winning show with over 100 performers, named HA: Breath Of Life |
9:00PM | After the show, you will have some time to enjoy the Hukilau Marketplace before returning to your hotel in Waikiki. |
Day 5: Depart To Kahului, Maui
11:00AM | Check-out from the hotel. The concierge or front-desk can securely hold onto your luggage for any last-minute shopping or exploring before being picked up by your private guide who will shuttle you over to the airport for your flight to Kahului, Maui. |
2:00PM | Meet your private guide on Maui who will provide a brief tour of the island on your way to the Royal Lahaina Resort. Enjoy the rest of the evening exploring the area. We can provide some recommendations for dinner or activities. Just ask us. We encourage you to sit back and enjoy the beautiful Maui sunsets and beaches. |
Day 6: Road To Hana Tour
6:30AM | Start your Road to Hana Adventure with hotel pickup by a friendly guide in a small group tour vehicle of 12 guests or fewer. They will take you over for a continental breakfast before heading out onto the narrow, winding roads. |
8:00AM | After a light breakfast, your personal driver and guide for the day start out by heading up-country and around Haleakalaʻs backside. On this tour, you go all-around the large volcano that dominates the landscape of East Maui. |
12:30PM | Lunch is included in this tour as we stop for a plate-lunch style meal at a flower farm or down near the beach. Tasty gluten-free and vegan options available. |
5:30PM | The day ends as the guide returns you back to your hotel. A full day of incredible waterfalls, parks, overlooks, windswept views, stunning scenery, tropical rainforest, and a wonderful feeling of aloha that you get from visiting “Heavenly Hana”. |
Day 7: A Hawaiian Luau
9:00Am | The day is yours. Your local guides are available to suggest some options that fit your personality. We suggest taking in some snorkeling, followed by a great lunch and some relaxing by the pool or at the beach. |
4:30PM | Your final night in Hawaii is capped off with some of the best Polynesian shows and food on Maui. The Myths Of Maui Luau is a heart-pounding show with a full all-you-can-eat buffet featuring some of the islandʻs tastiest traditional and local foods. |
Day 8: Departure Day From Maui
11:00AM | Checkout from your hotel. The hotel front-desk can securely hold onto your luggage until your private guide comes to bring you to the airport. |
VARIES | Spend the day exploring, grabbing some last-minute gifts for friends or family, and enjoy a restaurant or two. Taking a moment to sit under the banyan tree and seeing the historic sites on a brief walking tour is always nice. |
Fight Time | Your private guide will pick you up at a time that makes your travel through the airport and onto your flight as stress-free as possible. |
This is a sample itinerary and will be customized to your dates, choices, and other preferences made at booking. Aloha!
Day 1: Arrival Day. Welcome to the Island of Oahu
TBA | Flights from your nearest city to Hawaii and return are included in our packages.
Welcome to the Island of Oahu, home to the Capital City of Honolulu and famous Waikiki Beach. Upon landing in Honolulu we take you on a private shuttle to the Outrigger Waikiki Beach Resort & Spa located on Waikiki Beach. You can then enjoy a free afternoon and evening in Waikiki. |
Day 2: Oahu – Private Tastes Of Hawaii Tour
9:00AM | Your guide will come to pick you up at your hotel for an incredible 8-hour private tour that circles the island of Oahu. You will be able to purchase some of the islandʻs best food at many stops!
Try malasada at Leonards, Dole Whip Ice Cream, Shave Ice at Matsumoto’s or Aoki’s, or Poke at Tamura’s in Hauula as well as mac nuts & local coffee. We circle the island and see some of the top attractions including the Dole Plantation, North Shore beaches, and a macadamia nut farm, along with so much more. |
7:00PM | We return to Waikiki where you will have some free time to explore the vibrant nightlife and shopping options or to enjoy a relaxing evening stroll along the beach. |
Day 3: Oahu – Polynesian Cultural Center Tour With Private Guide & Dinner
9:00AM | We take a fascinating journey through US and world history with a visit to Pearl Harbor National Monument, a stop in Historic Downtown Honolulu at the King Kamehameha Statue, and a drive through Punchbowl Crater. This small-group tour in our Mercedes Sprinters includes entrance to the USS Arizona Memorial, Battleship Missouri, and time to tour the visitor center museums. Lunch is on your own. |
3:30PM | Return to your Waikiki hotel so you can relax by the pool, enjoy the beach and some shopping around Waikiki. |
6:00PM | Enjoy many of the local restaurants on your own. There are lots of options to choose from, we can give you some pointers, ideas or make reservations for you. |
Day 4: Beachfront Breakfast & Travel To Maui
11:00AM | Check-out from the hotel. The concierge or front-desk can securely hold onto your luggage for any last-minute shopping or exploring before being picked up by your private guide who will shuttle you over to the airport for your flight to Kahului, Maui. |
2:00PM | Meet your private guide on Maui who will provide a brief tour of the island on your way to the Royal Lahaina Resort. Enjoy the rest of the evening exploring the area. We can provide some recommendations for dinner or activities. Just ask us. We encourage you to sit back and enjoy the beautiful Maui sunsets and beaches. |
Day 5: Road To Hana Tour
6:30AM | Start your Road to Hana Adventure with hotel pickup by a friendly guide in a small group tour vehicle of 12 guests or fewer. They will take you over for a continental breakfast before heading out onto the narrow, winding roads. |
8:00AM | After a light breakfast, your personal driver and guide for the day start out by heading up-country and around Haleakalaʻs backside. On this tour, you go all-around the large volcano that dominates the landscape of East Maui. |
12:30PM | Lunch is included in this tour as we stop for a plate-lunch style meal at a flower farm or down near the beach. Tasty gluten-free and vegan options available. |
5:30PM | The day ends as the guide returns you back to your hotel. A full day of incredible waterfalls, parks, overlooks, windswept views, stunning scenery, tropical rainforest, and a wonderful feeling of aloha that you get from visiting “Heavenly Hana”. |
Day 6: A Hawaiian Luau
9:00Am | The day is yours. Your local guides are available to suggest some options that fit your personality. We suggest taking in some snorkeling, followed by a great lunch and some relaxing by the pool or at the beach. |
4:30PM | Your final night in Hawaii is capped off with some of the best Polynesian shows and food on Maui. The Myths Of Maui Luau is a heart-pounding show with a full all-you-can-eat buffet featuring some of the islandʻs tastiest traditional and local foods. |
Day 7: Travel To Kona, Big Island
11:00AM | Checkout from your hotel. The hotel front-desk can securely hold onto your luggage until your private guide comes to bring you to the airport. |
3:00PM | Arrive in Kona on the Big Island Of Hawaii. Check into your hotel room at the beachfront Courtyard Marriot King Kamehameha in Kailua-Kona. Enjoy the afternoon in the pool or at the beach. |
6:00PM | Enjoy a beautiful sunset as you stroll the town of Kailua-Kona, enjoy an ocean view meal, or sit at the end of the Pier, all within walking distance of the resort. |
Day 8: Volcanoes Tour
8:00AM | Begin a Circle Island tour of the big island that takes you into Hawaii Volcanoes National Park to see the volcanic craters and have lunch at the historic Volcano House. The tour includes stops and views of ocean cliffs, tropical rainforests, coffee farms, waterfalls, volcanoes, steam vents, historic Hilo town and so much more. |
5:00PM | Return to your hotel to spend a free evening having dinner at the resort hotel pool or out on the local ocean-side town. |
Day 9: Deluxe Snorkel & Dolphin Watch Tour
8:00AM | Board a comfortable boat for a journey up the Kona coastline for some of the best snorkeling in Hawaii. Along the way, Hawaiian spinner dolphins will be available for viewing from the boat. This tour includes whale watching during the winter season. Lunch is included on this tour. |
1:30PM | Return to Kailua-Kona Pier for you to enjoy the rest of the day as free time. Go out shopping in the local townʻs shops and galleries or lounge in the pool and hot tub at the resort. |
6:00PM | Enjoy a beautiful sunset and dinner on your own. |
Day 10: Departure Day
11:00AM | Checkout from the hotel. Depending on the season, we can extend to late checkout but you must inquire the day before. The front desk, will also securely store your bags until your flight time. |
VARIES | Enjoy the rest of the day exploring Kailua-Kona or hanging out by the pool until your private guide comes to pick you up to take you to the airport to catch the flight back to the mainland USA. |
This is a sample itinerary and will be customized to your dates, choices, and other preferences made at booking. Aloha!
Day 1: Arrival Day. Welcome to the Island of Oahu
TBA | Flights from your nearest city to Hawaii and return are included in our packages.
Welcome to the Island of Oahu, home to the Capital City of Honolulu and famous Waikiki Beach. Upon landing in Honolulu we take you on a private shuttle to the Outrigger Waikiki Beach Resort & Spa located on Waikiki Beach. You can then enjoy a free afternoon and evening in Waikiki. |
Day 2: Oahu – Private Tastes Of Hawaii Tour
9:00AM | Your guide will come to pick you up at your hotel for an incredible 8-hour private tour that circles the island of Oahu. You will be able to purchase some of the islandʻs best food at many stops!
Try malasada at Leonards, Dole Whip Ice Cream, Shave Ice at Matsumoto’s or Aoki’s, or Poke at Tamura’s in Hauula as well as mac nuts & local coffee. |
7:00PM | We return to Waikiki where you will have some free time to explore the vibrant nightlife and shopping options or to enjoy a relaxing evening stroll along the beach. |
Day 3: Oahu – Polynesian Cultural Center Tour With Private Guide & Dinner
9:00AM | We take a fascinating journey through US and world history with a visit to Pearl Harbor National Monument, a stop in Historic Downtown Honolulu at the King Kamehameha Statue, and a drive through Punchbowl Crater. This small-group tour in our Mercedes Sprinters includes entrance to the USS Arizona Memorial, Battleship Missouri, and time to tour the visitor center museums. Lunch is on your own. |
3:30PM | Return to your Waikiki hotel so you can relax by the pool, enjoy the beach and some shopping around Waikiki. |
6:00PM | Enjoy many of the local restaurants on your own. There are lots of options to choose from, we can give you some pointers, ideas or make reservations for you. |
Day 4: Travel To Kauai
11:00AM | Check-out from the hotel. The concierge or front-desk can securely hold onto your luggage for any last-minute shopping or exploring before being picked up by your private guide who will shuttle you over to the airport for your flight to Lihue, Kauai. |
3:00PM | Meet your private guide on Kauai who will bring you to the Sheraton Coconut Beach Resot. Enjoy the rest of the evening exploring the area. We can provide some recommendations for dinner or activities. Just ask us. We encourage you to sit back and enjoy the beautiful Kauai sunsets and beaches. |
Day 5: Waimea Canyon Tour
8:00AM | Head out on an adventure to check out the beautiful island of Kauai. This tour takes you through a number of small towns, historic centers, waterfalls and of course, the huge Waimea Canyon. Enjoy the view from multiple locations and even view down into Kalahau Valley. |
3:00PM | Return to your hotel to relax and enjoy the resort pool, restaurants or beaches. Take a short walk or shuttle to Kapaa or the local shopping center for gifts and art. |
Day 6: Mountain Tubing Adventure
9:00AM | Once you are picked up, prepare for Kauaiʻs most popular adventure activity, Mountain Tubing! This adventure takes you along water canals that channel Kauaiʻs vast water supply to the sugarcane fields. These ditches are no longer in use, but they are fun to float down! |
1:00PM | The rest of the day you are free to do other tours or relax on the beach. The beauty and lifestyle of Kauai encourages you to slow down and take it easy. Sit on the beach and take a break! |
Day 7: Depart to Maui
11:00AM | After checkout, your private guide will take you to the airport for your Hawaiian flight to Kahului, Maui. |
2:30PM | Landing on Maui, your private guide will pick you up at the airport and take you to get checked into your ocean view room at the Royal Lahaina Resort. |
4:30PM | Spend the rest of the day relaxing on the beach, watching a Maui sunset, taking in a stroll along the beach and enjoy a wonderful dinner on your own at a place of your choice. Let us know if you need some suggestions! |
Day 8: Road To Hana Tour
6:30AM | Start your Road to Hana Adventure with hotel pickup by a friendly guide in a small group tour vehicle of 12 guests or fewer. They will take you over for a continental breakfast before heading out onto the narrow, winding roads. |
8:00AM | After a light breakfast, your personal driver and guide for the day start out by heading up-country and around Haleakalaʻs backside. On this tour, you go all-around the large volcano that dominates the landscape of East Maui. |
12:30PM | Lunch is included in this tour as we stop for a plate-lunch style meal at a flower farm or down near the beach. Tasty gluten-free and vegan options available. |
5:30PM | The day ends as the guide returns you back to your hotel. A full day of incredible waterfalls, parks, overlooks, windswept views, stunning scenery, tropical rainforest, and a wonderful feeling of aloha that you get from visiting “Heavenly Hana”. |
Day 9: A Hawaiian Luau
9:00Am | The day is yours. Your local guides are available to suggest some options that fit your personality. We suggest taking in some snorkeling, followed by a great lunch and some relaxing by the pool or at the beach. |
4:30PM | Your final night on Maui is capped off with one of the best Polynesian shows and food on Maui. The Myths Of Maui Luau is a heart-pounding show with a full all-you-can-eat buffet featuring some of the islandʻs tastiest traditional and local foods. |
Day 10: Travel To Kona, Big Island
11:00AM | Checkout from your hotel. The hotel front-desk can securely hold onto your luggage until your private guide comes to bring you to the airport. |
3:00PM | Arrive in Kona on the Big Island Of Hawaii. Check into your ocean view hotel room at the beachfront Courtyard Marriott King Kamehameha in Kailua-Kona. Enjoy the afternoon in the pool or at the beach. |
6:00PM | Enjoy a beautiful sunset as you stroll the town of Kailua-Kona, enjoy an ocean view meal, or sit at the end of the Pier, all within walking distance of the resort. |
Day 11: Volcanoes Tour
8:00AM | Begin a Circle Island tour of the big island that takes you into Hawaii Volcanoes National Park to see the volcanic craters and have lunch at the historic Volcano House. The tour includes stops and views of ocean cliffs, tropical rainforests, coffee farms, waterfalls, volcanoes, steam vents, historic Hilo town and so much more. |
5:00PM | Return to your hotel to spend a free evening having dinner at the resort hotel pool or out on the local ocean-side town. |
Day 12: Deluxe Snorkel & Dolphin Watch Tour
8:00AM | Board a comfortable boat for a journey up the Kona coastline for some of the best snorkeling in Hawaii. Along the way, Hawaiian spinner dolphins will be available for viewing from the boat. This tour includes whale watching during the winter season. Lunch is included on this tour. |
1:30PM | Return to Kailua-Kona Pier for you to enjoy the rest of the day as free time. Go out shopping in the local townʻs shops and galleries or lounge in the pool and hot tub at the resort. |
6:00PM | Enjoy a beautiful sunset and dinner on your own. |
Day 13: Departure Day
11:00AM | Checkout from the hotel. Depending on the season, we can extend to a late checkout. The front desk, will also securely store your bags until your flight time. |
VARIES | Enjoy the rest of the day exploring Kailua-Kona or hanging out by the pool until your private guide comes to pick you up to take you to the airport to catch the flight back to the mainland USA. |
Choose a package and you will be able to edit and add activities or tours. Any activity found on HawaiiTours.com can be added to your package. If itʻs not listed in the booking box when booking, just ask us.
You can also choose from one of our multi-island itinerary options tailored for Anniversaries, Honeymooners, Active & Adventurers, Relaxing Sightseeing, or Luxury Travelers.
Please check the booking box for pricing based on your travel dates, party size, and the number of nights.
Return flights are included from cities on the West Coast of the USA. (Extra fee for other cities ranging from $200 to $500 extra.)
Price based on room type per person cost (min. 2 people)
Flights & Activities For Children under 2 are free.
Gratuity Not Included.
Cancellation insurance that provides full credit refunds is now included on all vacation packages at $200-$300 per person depending on the package cost.
Depending on the dates you choose, pricing may be different due to travel availability. This starts during the winter holiday season and during the high point of the summer holidays.
Note: Package price is per person and includes flights, hotels, and transfers only. Activities are available at an additional cost and can be purchased during booking.
Resorts we typically book based on availability and travel dates on these packages include the following in order.
Kauai
Maui
Oahu
Effective January 1, 2021, all our vacation packages will automatically include Travel Insurance Plus – Full Travel Credit Insurance in all our Hawaii Vacation Packages.
Full Travel Credit Insurance
Our travelers can relax and travel in confidence. If needed travelers can cancel their trip for any reason and we will reschedule your trip with no cancellation fees for air, hotel, tours, and activities that you book with us.
Any additional charges will be due to price differential in seasonal changes during high season, specifically rebooking to summer months and holidays. Simply call us at 1-808-379-3701 or contact your 24/7 Local Concierge that assisted with your Hawaii vacation package. Guests can reschedule up to 72 hours prior to departure.
Full Cash Refund Insurance
Unlike the Full Travel Credit Insurance, the Full Cash Refund is a refund to the customer’s credit card of the full amount of their tour vacation purchase minus the cost of the insurance. The cost per person is listed below.
Once the cancellation is initiated by the guest through their local concierge agent, the agent will then follow up with each vendor from the airline company, to local Hawaii hotels, transportation providers, and transfer companies, tour vendors, and any other vendor that provided part of your vacation package to cancel the trip and to refund Hawaii Tours and Activities LLC (HTA) the owner of HawaiiTours.com and once refund are received by HTA, HTA will then issue a credit to the guests original form of payment. Please note the refund process may take up to 2 to 3 billing cycles to show up on your credit card. The Airlines and Hotels generally take a little longer to process refunds and issue a credit back to HTA. The guest is issued a refund once all refunds have been received by HTA.
For more information call or email your 24/7 Hawaii expert concierge at 1-808-379-3701 or [email protected].