This lgbtq+ friendly itinerary reshuffles the schedule around lgbtq+ friendly activities — inclusive venues, welcoming neighborhoods, and pride-friendly culture. A moderate mix of walking and active experiences, with plenty of guided experiences. Includes 4 must-see landmarks across Oahu and Maui and Big Island.
Highlights: Haleakala Sunrise Experience, Pearl Harbor & USS Arizona Memorial, Diamond Head Crater Hike, Road to Hana Scenic Drive
This 5-day Hawaii lgbtq+ friendly itinerary features 3 themed activities across Oahu, Maui, and Big Island.
Your Route — ordered to minimize backtracking
7+ activities scored and ranked · route optimized across 3 cities
Day-by-Day Schedule — heavy and light days alternate so you don’t burn out
Oahu
OahuTaste Hawaii's fusion cuisine on a guided food walk through Honolulu's best local neighborhoods
$65 Verified Mar 2026 Year-round. Walk-based tours are more comfortable in cooler morning hours.Fly over Diamond Head, Pearl Harbor, and the lush windward coast on a scenic helicopter tour
$305 Verified Mar 2026 Year-round. Clear, calm conditions in summer offer best visibility. Flights may cancel in high winds or heavy rain.Waikiki / Kailua
Tour the USS Arizona Memorial and Pearl Harbor visitor center
Open year-round; free timed tickets required — book well in advance 📍 Map
Hike to the summit of iconic Diamond Head crater for panoramic views
$5 Verified Mar 2026 Open year-round; advance reservations required for non-residents 📍 MapWaikiki / Kailua
Maui
Maui
Watch sunrise above the clouds from a dormant volcano summit
$30 Verified Mar 2026 Open year-round; sunrise reservations required 3-7am, book 60 days ahead 📍 Map
Drive the famous winding coastal road past waterfalls and rainforests
$30 Verified Mar 2026 Best May-Oct 📍 MapWailea / Lahaina / Kihei
Big Island
Big IslandSee the entire Big Island in one guided day: volcanoes, waterfalls, black sand, and coffee
$239 Verified Mar 2026 Year-round; drier months offer better volcano and waterfall conditions. Book at least a few days ahead. Book this tour →Kona / Hilo
Check out of your hotel, grab a final breakfast, and head to the airport. Safe travels from Big Island!
Where You’ll Stay
Estimated total: $584–$876
Trip Budget Estimate
Estimates based on listed activity prices and hotel rates. Actual costs vary by season, availability, and personal spending.
Similar Destinations
Similar vibes, fewer crowds — destinations our algorithm rates as close matches to Hawaii.
