Trip itinerary from Nov 8-14

Question

Hi, pls help me plan trip itinerary to Hawaii for 6 days from Boston to Honolulu

I am travelling with my hubby and 14 yr old boy

We like mountains and greenery and my son likes water sports

1. I am planning to do Waikiki. Unable to decide between kauai and Maui. Help me choose one considering considering weather.

2. Is November weather safe for travel? Like hurricane or flooding. Are the beaches warm enough for swimming n to do water sports

3. Suggest not to miss touristy destinations and things to do

This is our first visit and pls help me plan

Thanks in advance

Answer

It sounds like you’re going to have a wonderful trip to Hawaii! I’m happy to help with your itinerary planning. Here are some insights based on your preferences for mountains, greenery, water sports, and general travel information for your first visit:

1. Choosing between Kauai and Maui:

Both Kauai and Maui are stunning and offer different experiences, but considering the weather and your preferences, here’s a quick comparison:

Kauai: Known as the "Garden Isle," Kauai has lush greenery, dramatic mountain landscapes, and a more relaxed, less commercialized vibe. The island is fantastic for hiking and exploring waterfalls, and it’s a great spot for anyone who loves nature. However, the weather can be a bit unpredictable, especially in certain areas like the north shore, which can get rainier during November.
Maui: Maui offers a mix of beautiful beaches, mountains, and outdoor activities. The island has a great balance of nature and modern amenities, making it a perfect destination for water sports, with spots like Kaanapali and Wailea known for their beaches. The weather tends to be more stable, and November generally offers pleasant conditions for swimming and water sports. If you’re leaning toward easier access to water activities and a bit of everything, Maui would be a great choice.

For your interests (mountains, greenery, and water sports), Maui might be the better choice since it offers both lush landscapes and more opportunities for water-based activities.

2. Weather in November:

November is a transition period between the wet season and dry season, but Hawaii generally has pleasant weather year-round. Here’s what you can expect:

Hurricane Season: The official hurricane season in Hawaii runs from June to November, but by November, the risk of hurricanes is quite low. However, it's still wise to keep an eye on the weather forecast just in case.
Rain and Flooding: While November marks the start of the wetter season, it doesn’t mean constant rain. The north shore of Kauai and parts of Maui (especially Hana) may experience more rainfall, but the rest of the islands still have plenty of sunny days.
Swimming and Water Sports: November is still a great time for swimming and water sports in Hawaii. The water temperatures are warm (around 75–80°F), and while the waves can be bigger on the north shores, the southern and western shores (like in Maui) tend to have calmer conditions ideal for swimming, snorkeling, and diving.

3. Not-to-miss touristy destinations and activities:

Here are some must-see places and activities for your 6-day trip:

Waikiki Beach: Spend a day at Waikiki Beach enjoying the sand, water sports, and fantastic views. You can try stand-up paddleboarding, surfing lessons, or simply relax by the water.
Diamond Head: Hike to the top of Diamond Head for panoramic views of Honolulu and the coastline. It's a relatively easy hike and offers great views of the city and ocean.
Hanauma Bay: This marine embayment is one of the best spots on Oahu for snorkeling. You’ll see vibrant coral reefs and a variety of marine life, including sea turtles and colorful fish.
Road to Hana (Maui): If you go with Maui, make sure to drive the scenic Road to Hana. The route takes you through lush forests, waterfalls, and coastal views. You can stop for a hike at places like Wailua Falls and Pipiwai Trail.
Molokini Crater (Maui): Go on a snorkeling or diving trip to Molokini, a crescent-shaped volcanic crater off the coast of Maui. It's an incredible spot for clear water and vibrant marine life.
Haleakalā National Park (Maui): Watch the sunrise at Haleakalā Crater for an unforgettable experience. The summit offers stunning views and hiking opportunities in a unique landscape.
USS Arizona Memorial (Oahu): Visit Pearl Harbor and the USS Arizona Memorial, an important historical site. It’s a moving experience that provides insight into World War II history.
Waimea Canyon (Kauai): If you end up visiting Kauai, don’t miss Waimea Canyon, often called the “Grand Canyon of the Pacific.” The views are breathtaking, and there are excellent hiking opportunities.

For your son, there are numerous opportunities for water sports on Maui, including surfing, snorkeling, and even scuba diving. Consider booking a boat tour to Molokini Crater for the chance to experience incredible marine life.

Sample Itinerary: Here's a suggestion for your 6-day itinerary based on your preferences:

Day 1: Arrive in Honolulu, check into your hotel, and relax at Waikiki Beach. Evening at leisure.
Day 2: Morning hike up Diamond Head, then head to Hanauma Bay for snorkeling. Spend the evening exploring Waikiki.
Day 3: Visit Pearl Harbor and USS Arizona Memorial in the morning. Afternoon free for shopping or more beach time.
Day 4: Fly to Maui in the morning. Explore the beaches in Wailea and Kaanapali, and enjoy water sports.
Day 5: Drive the Road to Hana, stop at waterfalls, beaches, and enjoy the scenic views. Overnight in Hana or return to Maui.
Day 6: Watch the sunrise at Haleakalā Crater, and spend the afternoon relaxing at the beach or enjoying a snorkeling excursion to Molokini Crater.

With this itinerary, you’ll get to experience both Oahu and Maui, enjoy some of Hawaii’s most iconic landmarks, and fit in plenty of activities for both you and your son!

Have a wonderful trip, and feel free to adjust based on your interests!