Hawaii Island Hopping 101: How to Choose the Right Hawaiian Island for Your Trip đş
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Hawaii Island Hopping 101: How to Choose the Right Hawaiian Island for Your Trip đş
Hawaii isnât one destinationâitâs six completely different experiences. Discover how to choose the Hawaiian island that fits your travel style, whether youâre dreaming of adventure, romance, relaxation, or your first-ever trip to paradise.
Oahu
Dreaming of Hawaii but stuck on which island to choose? Youâre not alone. Hawaii isnât a one-size-fits-all destinationâeach island has a completely different personality. The key to planning the perfect trip isnât seeing everything⌠itâs choosing the island that matches how you want to feel on vacation.
Hereâs a simple, stress-free way to narrow it down đ
Step 1: Start With Your Travel Style
Before you think beaches or luaus, ask yourself:
-Do I want relaxation or adventure?
-Is this a honeymoon, family trip, or bucket-list getaway?
-Do I want luxury resorts or local culture?
-Am I renting a car and exploringâor staying put?
đ´ Oahu â Best for First-Timers & City + Beach Lovers
Choose Oahu if you want:
-A little bit of everything
-Iconic beaches like Waikiki
-Restaurants, nightlife, shopping, and culture
-Easy logistics and lots of activities
Why it works:
Oahu blends city energy with island beauty. You can hike Diamond Head in the morning, surf the North Shore in the afternoon, and enjoy world-class dining at night. Itâs ideal if you donât want to sacrifice convenience for paradise.
Skip Oahu if: you want total seclusion or zero crowds.
đş Maui â Best for Couples & Balanced Luxury
Choose Maui if you want:
-Romantic vibes and scenic drives
-Upscale resorts with easy exploration
-Beaches, waterfalls, and volcanoes in one trip
Why it works:
Maui is the âbest-of-all-worldsâ island. The Road to Hana, HaleakalÄ sunrise, whale watching, and stunning beaches make it incredibly versatileâespecially for honeymoons or milestone trips.
Skip Maui if: you want nightlife or the lowest prices.
đ Kauai â Best for Nature Lovers & Peace Seekers
Choose Kauai if you want:
-Jaw-dropping scenery
-Fewer crowds
-Hiking, waterfalls, and raw beauty
Why it works:
Kauai feels untouched and deeply peaceful. From the NÄ Pali Coast to Waimea Canyon, itâs perfect for travelers who want to unplug and connect with nature.
Skip Kauai if: you need nightlife or lots of organized activities.
đ Big Island â Best for Adventure & Diversity
Choose the Big Island if you want:
-Volcanoes, lava fields, and black-sand beaches
-Fewer tourists and wide-open space
-A sense of discovery and adventure
Why it works:
The Big Island is massive and wildly diverseâsnow-capped mountains, tropical rainforests, and active volcanoes all on one island. Itâs unforgettable for curious, adventurous travelers.
Skip the Big Island if: you donât want long drives.
đ Lanai & Molokai â Best for True Escape
Choose these if you want:
-Extreme privacy
-Minimal crowds
-A slower, more traditional pace
Why they work:
These islands are for travelers who want to disappear. Think fewer resorts, fewer tourists, and deeper cultural experiences.
Skip if: itâs your first trip to Hawaii.
Step 2: Narrow It Down (Fast Decision Guide)
First time in Hawaii? â Oahu or Maui
Honeymoon or anniversary? â Maui or Kauai
Outdoor adventure lover? â Big Island or Kauai
Luxury + relaxation? â Maui or Lanai
Want something different? â Big Island
Final Tip: Donât Over-Island-Hop
Hawaii rewards slow travel. Moving hotels every few days eats into beach time and adds stress. For most trips under 10 days, one island is perfect.
Ready to Choose Your Island?
The âbestâ Hawaiian island doesnât existâthe best one is the one that fits you. Once you match your travel style to the islandâs personality, Hawaii stops feeling overwhelming and starts feeling magical â¨
If you want help pairing the right resort with the right island, thatâs where expert planning makes all the difference đ´
⨠Want a personalized quote?Email me directly or fill out my Trip Request Form and Iâll take it from there.
⨠Want exclusive travel tips, resort insights, and first dibs on deals?Join my Facebook group, where I share behind-the-scenes planning advice and real-time travel inspiration.
⨠Want daily travel content & ideas?Follow along on Instagram and TikTok (@travel_by_bre) for destination highlights, travel tips, and trips youâll want to bookmark for later.
Get in touch with Briana Capps
Briana Capps
⨠All-Inclusive, But Make It Luxe â¨
Hey, Iâm Breâ travel advisor for couples and families who want their vacations to feel easy, elevated, and effortlessly unforgettable.
I specialize in all-inclusive escapes to Mexico (Cabo, Riviera Maya, Cancun + more) and Punta Cana â handpicked resorts, private transfers, no-stress planning, and trips that actually feel worth it.
Whether you're celebrating love, taking a much-needed family reset, or finally crossing ârelaxâ off your to-do list, I help you travel like it matters â because it does.
My obsession with travel started on a magical Disney trip in 2021, and as a Disney Vacation Club Owner + Annual Passholder, I still plan enchanting Disney vacations too (because grown-ups deserve pixie dust too â¨).
By day, Iâm a Human Resources Coordinator building happier workplaces. By passion? Iâm creating vacations that become your best memories.
If you want to feel cared for from first quote to final flight â Iâm your girl. Letâs skip the stress and get you somewhere beautiful.
đŠ Ready to make your dream trip real? Message me and letâs start planning.
Hawaii Island Hopping 101: How to Choose the Right Hawaiian Island for Your Trip đş
North Carolina Travel Agent Near Me
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⨠All-Inclusive, But Make It Luxe ⨠Hey, Iâm Breâ travel advisor for couples and families who want their vacations to feel easy, elevated, and effortlessly unforgettable. I specialize in all-inclusive escapes to Mexico (Cabo, Riviera Maya, Cancun + more) and Punta Cana â handpicked resorts, private transfers, no-stress planning, and trips that actually feel worth it. Whether you're celebrating love, taking a much-needed family reset, or finally crossing ârelaxâ off your to-do list, I help you travel like it matters â because it does. My obsession with travel started on a magica... Read More >>>
An expert destination wedding travel agent near me with five star luxury travel packages with a luxury travel company, Vincent Vacations.
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Outstanding planning and direction. Called on a whim, two days later Iâm sipping a cool drink beach/poolside in another country. 1st class service brought me first class experience. The destination treated me like a king.No issues. The nice thing is, as a senior, Bre set my WhatsApp with her so I felt like , although 1900 miles away, I had a safety unmbrella over. Bre made sure I was covered for any medical emergency to have an critical path back home if needed. Bre , through general conversation my meal preference picked out for my flights! (Sliders were awesome). They already knew! That about covers a seemlessoperation. Thanks Bre, Yellowstone USA next. MFStone -M. Stone
Great Deal
'I had a great time, thanks for helping us with a great deal'. -Tristan
Patient
'Bree was so helpful and patient with all my questions. I will definitely use her again'. -L.B.
We just returned from an amazing group trip to the Dominican Republic, and I have to give a huge thank you to Briana! She coordinated our group of 16 people for a stay at Breathless Punta Cana, and everything was flawless from start to finish. Briana handled every detail with professionalism and care. Traveling with a large group can be overwhelming, but she made the process easy and stress free for all of us. Breathless Punta Cana was the perfect destination! It was a beautiful resort, lively atmosphere, great food, and top-notch service. Whether we were relaxing by the pool or enjoying the nightly entertainment, there was always something fun to do. Weâre so grateful to Briana for helping us create such an unforgettable experience. If youâre planning a group getaway OR any vacation I highly recommend working with her. She truly went above and beyond! We canât wait to book our next trip for September! Thanks Bri!! -Steph Carver
So, youâve booked your first trip to Cancunâwhite-sand beaches, turquoise water, margaritas on repeat. What could go wrong?
Actually⌠nothing major. But there are definitely a few things I wish more people knew before arriving in this tropical playground.
Whether youâre heading to an all-inclusive resort or planning to explore the Riviera Maya, these insider tips will help you make the most of your tripâand avoid rookie mistakes.
1. Cancun Is More Than the Hotel Zone
Most travelers never leave the strip of beach resorts known as the Hotel Zone. But venture just a little outside and youâll find vibrant local neighborhoods, authentic taco joints, colorful markets, and real Mexican culture.
Pro tip: Take a taxi to Mercado 28 in downtown Cancun for shopping and street food without the tourist markup.
2. Donât Just Stay in CancunâExplore the Riviera Maya
Cancun is your gateway to some of the best experiences in the YucatĂĄn Peninsula. Think: swimming in cenotes, exploring Mayan ruins, snorkeling in coral reefs, and discovering magical beach towns like Tulum and Playa del Carmen.
Must-do: Day trip to ChichĂŠn ItzĂĄ or the lesser- known (but less crowded) ruins of Ek Balam.
3. Cenotes Are Unrealâand Youâll Want to Visit More Than One
These natural freshwater sinkholes are unique to the region and insanely beautiful. Some are open-air lagoons, others are mystical underground caves. Bring water shoes, a snorkel, and your sense of adventure.
Favorites: Cenote Dos Ojos, Gran Cenote, or the Instagram-famous Cenote Suytun.
4. All-Inclusive Doesnât Mean All You Should Do
Sure, itâs tempting to stay poolside with endless mojitos. But Cancun is surrounded by unforgettable experiences. Book a cultural tour, go zip-lining through the jungle, or take a cooking class to learn about YucatĂĄn flavors beyond buffet lines.
Balance the beach with real adventure.
5. The Sun Hits Different HereâPack (and Reapply) SPF
The Caribbean sun is no joke. Even on cloudy days, you can burn fast. Bring reef-safe sunscreen to protect your skin and the environment, especially if youâre swimming in cenotes or snorkeling.
Hot tip: Avoid spray sunscreensâtheyâre often banned in eco-parks and cenotes.
6. Airport Transfers Matter More Than You Think
Cancun International Airport is busy and chaotic. Booking a trusted transfer ahead of time (instead of negotiating with random drivers) can save you time, money, and stress. Bonus if they greet you with a cold bottle of water.
Avoid the timeshare pitches in the arrivals hallâwalk straight outside to your pre-arranged ride.
7. Yes, You Still Need Pesos
While some touristy spots accept U.S. dollars, using pesos gets you better prices. Local taxis, markets, and street vendors prefer pesosâand youâll avoid unfavorable exchange rates.
ATMs at banks (not in resorts) offer the best rates.
8. The Best Tacos Arenât Found in Your Resort
Step outside your hotel for a taste of real YucatĂĄn cuisine. Think cochinita pibil, fresh ceviche, and tacos al pastor thatâll ruin you for life.
Try: El Socio Naiz, Taqueria Los Chachalacos, or a local food tour in downtown Cancun.
9. Nightlife Isnât Just Spring Break Chaos
Yes, Coco Bongo is wild. But there are also rooftop bars, beach clubs, salsa dancing spots, and low-key lounges if you want something more local or romantic.
Ask locals or your concierge for whatâs trending that weekâit changes fast.
10. Respect the Culture Beyond the Resort Walls
Cancun might feel like a party bubble, but youâre still a guest in Mexico. Learn a few Spanish phrases, be polite to staff, tip generously, and take time to understand the rich Mayan heritage of the region.
Youâll connect moreâand experience moreâwhen you engage respectfully.
Final Thoughts
Cancun is a fantastic first taste of Mexicoâbut donât stop there. The real magic lies just beyond the resort gates. Eat like a local, swim in sacred cenotes, explore ancient ruins, and let yourself fall in love with the richness of Riviera Maya.
Because the best trips are the ones where you leave with more than a tanâyou come home with stories.
Ready to plan your own trip to Cancun or the Riviera Maya? đ Click here to book your trip with me â Iâll handle the details so you can focus on the fun.
đ Want insider travel tips, destination inspo, and exclusive deals? Join my exclusive Facebook group
đ˛ Follow along on TikTok and Instagram for travel hacks, resort tours, and real talk from the road: @travel_by_bre
Letâs make your first trip to Mexico unforgettableâand definitely not your last.
Hawaii isnât one destinationâitâs six completely different experiences. Discover how to choose the Hawaiian island that fits your travel style, whether youâre dreaming of adventure, romance, relaxation, or your first-ever trip to paradise.
Oahu
Dreaming of Hawaii but stuck on which island to choose? Youâre not alone. Hawaii isnât a one-size-fits-all destinationâeach island has a completely different personality. The key to planning the perfect trip isnât seeing everything⌠itâs choosing the island that matches how you want to feel on vacation.
Hereâs a simple, stress-free way to narrow it down đ
Step 1: Start With Your Travel Style
Before you think beaches or luaus, ask yourself:
-Do I want relaxation or adventure?
-Is this a honeymoon, family trip, or bucket-list getaway?
-Do I want luxury resorts or local culture?
-Am I renting a car and exploringâor staying put?
đ´ Oahu â Best for First-Timers & City + Beach Lovers
Choose Oahu if you want:
-A little bit of everything
-Iconic beaches like Waikiki
-Restaurants, nightlife, shopping, and culture
-Easy logistics and lots of activities
Why it works:
Oahu blends city energy with island beauty. You can hike Diamond Head in the morning, surf the North Shore in the afternoon, and enjoy world-class dining at night. Itâs ideal if you donât want to sacrifice convenience for paradise.
Skip Oahu if: you want total seclusion or zero crowds.
đş Maui â Best for Couples & Balanced Luxury
Choose Maui if you want:
-Romantic vibes and scenic drives
-Upscale resorts with easy exploration
-Beaches, waterfalls, and volcanoes in one trip
Why it works:
Maui is the âbest-of-all-worldsâ island. The Road to Hana, HaleakalÄ sunrise, whale watching, and stunning beaches make it incredibly versatileâespecially for honeymoons or milestone trips.
Skip Maui if: you want nightlife or the lowest prices.
đ Kauai â Best for Nature Lovers & Peace Seekers
Choose Kauai if you want:
-Jaw-dropping scenery
-Fewer crowds
-Hiking, waterfalls, and raw beauty
Why it works:
Kauai feels untouched and deeply peaceful. From the NÄ Pali Coast to Waimea Canyon, itâs perfect for travelers who want to unplug and connect with nature.
Skip Kauai if: you need nightlife or lots of organized activities.
đ Big Island â Best for Adventure & Diversity
Choose the Big Island if you want:
-Volcanoes, lava fields, and black-sand beaches
-Fewer tourists and wide-open space
-A sense of discovery and adventure
Why it works:
The Big Island is massive and wildly diverseâsnow-capped mountains, tropical rainforests, and active volcanoes all on one island. Itâs unforgettable for curious, adventurous travelers.
Skip the Big Island if: you donât want long drives.
đ Lanai & Molokai â Best for True Escape
Choose these if you want:
-Extreme privacy
-Minimal crowds
-A slower, more traditional pace
Why they work:
These islands are for travelers who want to disappear. Think fewer resorts, fewer tourists, and deeper cultural experiences.
Skip if: itâs your first trip to Hawaii.
Step 2: Narrow It Down (Fast Decision Guide)
First time in Hawaii? â Oahu or Maui
Honeymoon or anniversary? â Maui or Kauai
Outdoor adventure lover? â Big Island or Kauai
Luxury + relaxation? â Maui or Lanai
Want something different? â Big Island
Final Tip: Donât Over-Island-Hop
Hawaii rewards slow travel. Moving hotels every few days eats into beach time and adds stress. For most trips under 10 days, one island is perfect.
Ready to Choose Your Island?
The âbestâ Hawaiian island doesnât existâthe best one is the one that fits you. Once you match your travel style to the islandâs personality, Hawaii stops feeling overwhelming and starts feeling magical â¨
If you want help pairing the right resort with the right island, thatâs where expert planning makes all the difference đ´
⨠Want a personalized quote? Email me directly or fill out my Trip Request Form and Iâll take it from there.
⨠Want exclusive travel tips, resort insights, and first dibs on deals? Join my Facebook group, where I share behind-the-scenes planning advice and real-time travel inspiration.
⨠Want daily travel content & ideas? Follow along on Instagram and TikTok (@travel_by_bre) for destination highlights, travel tips, and trips youâll want to bookmark for later.
Have you ever watched a TV show or movie and thought, âI need to go thereâ? Youâre not aloneâand in 2026, set-jetting is one of the hottest travel trends.
Garza Blanca Resort
From the sun-soaked shores of The White Lotus to the dramatic Scottish landscapes of Outlander, travelers are increasingly choosing destinations based on what they see on screen. But this isnât just about fandomâitâs about connection, escapism, and making TV dreams a travel reality.
đ What Is Set-Jetting?
Set-jetting is the practice of traveling to locations featured in movies and TV shows. It blends pop culture with wanderlust, letting fans step into the world of their favorite charactersâliterally.
This trend isnât new, but in 2026, itâs exploding thanks to:
*The rise of streaming platforms showcasing global destinations.
*Social media turning filming locations into viral travel spots.
*A growing desire for emotionally-driven, experience-rich travel.
đ§ł Trending Set-Jetting Hotspots for 2026
Four Seasons Resort Koh Samui
đ´ Hawaii â The White Lotus (Season 1)
Luxury resorts, cliffside views, and hidden beaches. Travelers are recreating the ultimate island escape with all-inclusive stays and behind-the-scenes tours of filming locations.
đŽđš Sicily & Italy â The White Lotus (Season 2), Call Me by Your Name
The Italian coastline has never been more in demand. From palatial villas to quaint piazzas, travelers are immersing themselves in la dolce vita.
đź Paris â Emily in Paris
Fashionable, flirty, and full of photo ops. Paris continues to attract fans eager to sip espresso in the Latin Quarter or snap selfies by the Seine.
đď¸ Scotland â Outlander
Historical romance meets rugged beauty. Fans are booking multi-day tours through the Highlands to explore castles, standing stones, and the seriesâ iconic filming sites.
đ South Korea â K-Dramas like Crash Landing on You
K-Drama fandom is translating into real-life adventures across Seoul, Jeju Island, and beyond.
đď¸ Why Set-Jetting Works for Modern Travelers
Set-jetting taps into three powerful motivators:
Secrets Akumal
Emotional Connection: Travelers want to relive moments that moved them on screen.
Storytelling: Itâs more than a vacationâitâs a narrative. Travelers become part of the story.
Social Sharing: Instagrammable moments in recognizable locations = content gold.
It also opens the door to niche travel planning, from romantic getaways and solo adventures to group tours and fan conventions.
đĄ How Travel Advisors Can Help
Set-jetting travelers want more than a flight and hotelâthey crave curated experiences. Hereâs how travel advisors add value:
Custom itineraries tied to filming locations.
San Domenico Palace, Taormina, A Four Seasons Hotel
Private tours and exclusive access to behind-the-scenes sites.
Themed stays in hotels, castles, or villas seen on screen.
Time-saving logistics: Think train passes, museum tickets, or translation help.
Set-jetting is a golden opportunity to turn TV dreams into tangible, unforgettable experiences.
âď¸ Ready to Travel Like Your Favorite Character?
Whether you're craving a romantic stroll through the streets of Paris or a luxury stay in a Hawaiian paradise, I can help you plan a screen-worthy escape.
đĽ Want exclusive travel tips & special offers? Join my private Facebook Group where I share insider perks, flash deals, and destination inspiration.
đĽ Want more travel inspo, trends, and behind-the-scenes looks? Follow along on TikTok and Instagram (@travel_by_bre) for reels, tips, and dreamy visuals.
đ Ready to book your next getaway? Fill out my Trip Request Form and letâs start planning your next movie-worthy vacation.