resonate long after the journey has ended
Creating moments that
BRINGING you & your favorite people closer together
Getting a rush of adrenaline from an exciting excursion and then recharging in the lap of luxury
Seeing the world while deepening bonds with your friends and family
Pairing the beauty of your love story with the natural beauty of your destination
Enjoying authentic local cuisine
Experiences like:
We don’t just plan vacations–we plan deeply relaxing, perspective-shifting experiences that bring you and your favorite people closer together.
Our team of passionate agents are obsessed with planning your vacation
We’re the kind of people who have maps on our walls studded with pins showing where in the world we’ve been—the kind of people who read travel blogs religiously and follow jet-setters on social media.
We’ve actually experienced these destinations—slept at the hotels, explored the activities, and tasted the local cuisine ourselves—so you can feel like you're being guided by a local.
Sorting out the logistical details of your trip lights us up. Our team is always ready to smooth out any last-minute hiccups, like flight cancellations or hotel mix-ups, so the fun never stops.
credentials
Whether you’re planning a relaxing beach getaway for you and your friends or the perfect corporate incentive trip, we’ll make it happen. We’ll take the time to get to know you and your group before we pull out the itinerary. We’ll be careful to nail the vibe–whether the vibe is lazy beach days or adrenaline-pumping adventures–and perfectly tailor the vacation to you and the needs of your group!
FAMILY & ROMANCE TRAVEL
We’ll make that magical beach wedding a reality, complete with a stunning ceremony on the water's edge, a luxurious resort for your entire group, and fun things to do in your destination. We’ll make sure every detail is taken-care-of, from booking flights for every single member of your group, to finding accommodations that meet your group’s needs, to planning excursions that your group will love.
DESTINATION WEDDINGS
choose your adventure: Here are our signature vacation packages we’re known for.
This is the perfect package for two people in love. Enjoy a romantic getaway with you and your sweetheart, where every detail is considered, and all you have to do is pack your bags and show up. From luxurious hotel stays, to gourmet cuisine, to an itinerary of perspective-shifting activities, we’ll balance relaxation and adventure so you get the fun in while feeling deeply restored.
Honeymoons & Romantic Escapes
Here are some of the other transformative vacations we offer.
Recharge from everyday life at one of our vetted all-inclusive resorts. Spend lazy days in the warm sun by the pool or the ocean. Enjoy cocktails after a day of swimming, catch up on your reading list under an umbrella, and chase sunsets every evening before the dancing starts. This experience is the perfect bonding experience for a group of close friends.
All-Inclusives
Enjoy the beach in all its glory. Take it all in as you walk barefoot through the sand by the water’s edge and the sound of the crashing waves. Drink in the turquoise-blue waters, palm trees, and white sand. With tropical destinations, you get to choose your adventure. Whether you crave snorkeling and wildlife tours or deep relaxation with a cocktail and a great novel, you can make it whatever you want.
Tropical Getaways
With cruises, you get to see a variety of corners of the earth and only unpack once! You can have it all–enjoy live music, swim in pools and relax in hot tubs, race down water slides, and savour gourmet cuisine all in one place–while visiting beautiful new ports each day. Enjoy new adventures, make lasting friendships, and unwind–all in one trip.
Cruises
Experience what magic truly feels like. Re-experience your childhood and watch your kids beam with delight as they meet iconic Disney characters and princesses. Feel goosebumps on your skin as you immerse yourself into the world of your favorite movies. Shed the stress from everyday life, bond with your kids, and make dreams come true with these magical moments and memories.
Disney Destinations
Step into a world of adventure and thrill. Go on adrenaline-spiking roller coasters and other daring rides while enjoying the warm Florida weather. Step into some of your favorite movies and experiences in the Wizarding World of Harry Potter, Jurassic World, and the new Super Nintendo World! This is the perfect vacation for families with tweens and teens.
Universal
Immerse yourself in warm beachy fun, great food and culture, and friendly locals. Catch the wave on your surfboard or relax in the sand with a Mai Tai in hand. Enjoy authentic local cuisine and fresh seafood. Take in the breathtaking sunsets and lush greenery and make lasting connections with the lovely locals.
Hawaii
Enjoy the perfect winter wonderland, exactly as you pictured it. In the daytime, take in the beautiful glaciers and wildlife tours. By night, marvel at the Northern Lights. Take the Goldbelt Tram for a bird’s-eye view of the land, get an exhilarating rush from dog sledding, and wander adorable historic neighbourhoods. Alaska is one of our favorite destinations!
Alaska
Indulge in the slow-paced life, great food, and unparalleled culture and history. Whether you’re anxious to wander a Greek village with classic blue-and-white architecture, cruising the Amalfi coast on a Vespa, or touring the French countryside with vineyard stops along the way, your adventure awaits and we are ready to help you make it happen.
European Adventures
Misty Dayvolt
When I reached out to Jennifer at Pineapple Escapes Travel for info on a fun trip, I had no idea she would go all in! Gave me many options in places to go, types of accommodations and details on so many things I didn’t expect! She was quick to help answer any questions I had about the travel and checked in on us once we arrived in the DR to make sure everything was great! Working with her was easy and definitely will be doing again. She picked us a beautiful place to stay and I didn’t have to do a thing but show up. The BEST way to travel!
“The BEST way to travel.”
Toria Morgan
From the time she helped us book our cruise until our return, Lisa was the consummate travel advisor. She was instrumental in helping us choose the excursions that we were most interested in, both through the cruise line and her own personal private travel guides. We had one port of call that was extremely challenging in securing a guide and she managed to find us what was needed. She kept up with all the changes in regard to our cruise and immediately let us know when the cruise dropped the price over $1500.00 for certain categories of passengers, and we qualified!! Her attention to detail is unmatched by any other advisor we have used. In a word, Lisa is amazing!!
“Her attention to detail is unmatched.”
Nadia Zoha
Eva was awesome to work with when arranging our trip to Bali. She planned an itinerary that met our needs and expectations. Very patient and responsive. We had to redo the trip and Eva gladly handled rebooking us. She was extremely supportive and responsive throughout the trip, which helped me tremendously. I will definitely be using her help for the next trip.
“Extremely supportive and responsive.”
Custom curating your journey.
We can't wait to hear your preferences to help you plan a great vacation!
When you choose us to plan your vacation, you’re saying ‘yes’ to a bespoke vacation with your signature touch. We'll get to the core of the vacation you truly want to experience and create an itinerary that's totally "you."
