services

Travel Has Never Been More Rewarding – Or More Risky

The world has opened up like never before but so have the pitfalls. While everyone else is drowning in decision fatigue and booking blunders, savvy travelers are discovering the secret to extraordinary trips: professional planning that turns travel dreams into flawless reality.


What DIY planning really costs you:

  • Your precious time – weeks lost to endless research and comparison shopping
  • Your hard-earned money – overpaying for mediocre experiences while missing incredible deals
  • Your dream vacation – settling for tourist traps instead of authentic, life-changing moments
  • Your sanity – scrambling to fix problems with no help when everything goes wrong


What professional planning unlocks:

  • Exclusive access to experiences, rates, and upgrades money can't buy
  • Insider secrets that transform good trips into unforgettable adventures
  • Stress-free travel with every detail anticipated and handled
  • Maximum value from strategic timing and industry connections
  • VIP treatment with dedicated support before, during, and after your trip


Stop chasing travel deals. Start chasing memories. In today's complex travel world, working with a professional isn't just about finding the lowest price – it's about crafting experiences that create the moments you'll treasure forever.

Ready to travel like an insider?

Schedule consultation

Book a Complimentary Consultation (up to 60-minutes) to explore how I can help plan your perfect vacation. During this initial session, we’ll discuss your travel goals, my non-refundable planning and service fees, and how my services can make your trip unforgettable. Choose the format that works best for you: video call or phone call.

Schedule Now!

Have a question?

stephanie@seasonsof.travel

978-SEASONS

(978) 732-7667

Know where you want to go?

Seasons Of Travel, LLC offers complimentary services if you know where you want to go and there's no research or revisions required to finalize your booking. We still offer exclusive benefits through our partnerships with suppliers and Travel Leaders Network - such as breakfast credits, room upgrades, special rates, resort credits, onboard ship credits, & more!   *  We offer complimentary support services during your trip if you (1) purchase travel insurance or (2) select one of our planning packages. Travel Insurance is optional. If you decline travel protection and something happens, you must have your own back-up plan.

Hawaii Vacation Packages

From the volcanic wonders of the Big Island to the pristine beaches of Maui and the cultural richness of Oahu, Hawaii offers year-round paradise with endless possibilities. Whether you're seeking adventure through lush rainforests and active volcanoes, romance on secluded beaches, or family fun at world-class resorts, each island has its own distinct personality and magic.

  • up to 60-minute initial video consultation
  • Personalized trip research and recommendations with The STEPH Experience
  • 1-2 itinerary proposals with up to 2 revisions
  • Exclusive perks, amenities, and discounts through our partner relationships
  • Multi-island coordination
  • Booking services for flights, hotels, car rentals, transfers, insurance+
  • Booking services for tours and excursions
  • Pre-trip email communication with detailed preparations
  • Pre-trip call 2-4 weeks before departure
  • 24/7 support services during your trip
  • Follow up call after trip
Get Started

Alaska Cruise & CruiseTour Packages


Alaska Cruises  

Sail through Alaska’s breathtaking fjords, witness towering glaciers, and spot incredible wildlife. With unmatched access to remote destinations, Alaska cruises promise unforgettable moments and awe-inspiring views.  


Alaska Cruisetours

Take your Alaska adventure further with cruisetours that blend sea and land exploration. From scenic rail journeys to Denali National Park stays, experience Alaska’s glaciers, wildlife, and wilderness—all seamlessly planned for you.  


  • up to 60-minute initial video consultation
  • Personalized trip research and recommendations with The STEPH Experience
  • 1-2 itinerary proposals with up to 2 revisions
  • Exclusive perks, amenities, and discounts through our partner relationships
  • Booking services for flights, hotels, transfers, staterooms, pre/post-cruise, insurance+
  • Pre-trip email communication with detailed preparations
  • Pre-trip call 2-4 weeks before departure
  • Booking services for tours and excursions
  • 24/7 support services during your trip
  • Follow up call after trip
Get Started

All-Inclusive Packages & Cruise Packages


All-Inclusive Resorts 

Relax, indulge, and enjoy it all—gourmet dining, premium drinks, activities, and entertainment—wrapped into one upfront price. Perfect for couples, families, or anyone craving a stress-free escape.  

Cruises

Explore the world while unpacking once. Cruises combine travel, dining, and entertainment into one seamless adventure. From intimate river journeys to mega-ships, there’s a cruise for every traveler.  


  • up to 60-minute initial video consultation
  • Personalized trip research and recommendations with The STEPH Experience
  • 1-2 itinerary proposals with up to 2 revisions
  • Exclusive perks, amenities, and discounts through our partner relationships
  • Booking services for flights, hotels, transfers, staterooms, pre/post-cruise, insurance+
  • Pre-trip email communication with detailed preparations
  • Pre-trip call 2-4 weeks before departure
  • Booking services for tours and excursions
  • 24/7 support services during your trip
  • Follow up call after trip
Get Started

Planning & Proposing

After you pay the NON-REFUNDABLE planning fee, I get started on a thoughtfully curated and personalized plan on your vacation experience. Your planning fee includes booking services for: flights, hotels, car rentals, transfers, tours, excursions, tickets, pre/post cruise, cruises, port excursions, specialty dining reservations, and travel protection. In addition to these, we also offer exclusive perks, amenities, and discounts through our partner relationships.



When your customized itinerary is ready for your approval, we like to review your proposal together so that we can answer any questions you have. While we are confident that we will get it right, we understand that adjustments may be needed to ensure your itinerary is perfectly tailored to your vision. That’s why we allow up to 2 revisions, ensuring every detail is handled with care to create a truly unforgettable experience.

approve, pay, & start packing

From the moment your deposit is secured to the day you embark on your journey, we are here to ensure every detail of your trip is perfectly prepared. During this phase, we provide ongoing support and updates to keep you vacation-ready. This includes sending timely payment reminders, sharing helpful travel tips such as packing guides and destination-specific advice, and assisting with booking additional components like excursions, transfers, flights, special experiences, or travel protection.


As part of our commitment to creating an unforgettable travel experience, we also share insider knowledge about your destination—like the best times to visit iconic spots, hidden gems off the beaten path, and tips for immersing yourself in the local culture. Whether it’s the perfect beach at sunset, a tucked-away café loved by locals, or a must-see festival, we ensure you’re equipped with the insights to make your trip truly extraordinary.