Travel to Ireland for this unforgettable 8-day journey through Ireland’s stunning west and south. Highlights include a jaunting car ride in Killarney, the dramatic Cliffs of Moher, Blarney Castle, and the charming streets of Galway and Kilkenny. Visit historic pubs like Sean’s Bar, tour the House of Waterford Crystal, and savor whiskey at the Pearse Lyons Distillery. With luxury hotels, scenic drives, and exclusive cultural experiences, this small-group tour offers a perfect blend of history, beauty, and authentic Irish charm.
Prices - $3495 per person double occupancy.
Single Room supplement $1095
Irish Spirit: Monasteries, Music & Majestic Scenery
Experience Ireland’s soul on this 8-day guided journey through ancient ruins, coastal cliffs, and charming towns. Visit iconic sites like the Cliffs of Moher, Glendalough, and Kylemore Abbey. Ride a jaunting car through Killarney National Park, sip whiskey at Midleton Distillery, and marvel at handcrafted treasures at the House of Waterford Crystal. Enjoy traditional Irish music and dance, explore EPIC The Irish Emigration Museum, and discover the spirit of Ireland in every corner of this cultural and scenic adventure.
Prices - $3195 per person double occupancy.
Single Room supplement $595
Discover Barcelona, Valencia, Palma de Mallorca, Cartagena, Málaga, Gibraltar, Seville, and Lisbon on this unforgettable 11-night journey.
📍 Barcelona 📍 Valencia 📍Palma, Majorca 📍Cartagena📍Malaga📍Gibraltar 📍Seville 📍Lisbon
Experience the soul of Spain on this 11-night Azamara voyage from Barcelona to Lisbon. With immersive stops in Valencia, Palma de Mallorca, Cartagena, Málaga, Gibraltar, and a rare three-night stay in Seville, this small-ship journey offers a rich blend of culture, history, and coastal beauty—paired with Azamara’s all-inclusive luxury and relaxed pace.
Pricing: $3,199 double occupancy ($1,599 per person). Please note: Single supplements are not available—pricing is based on double occupancy.
Escorted by Erin! Step into the charm and rhythm of Portugal on this immersive 8-day adventure, expertly curated by G Adventures. From the sun-drenched alleyways of Lisbon to the rolling vineyards of the Douro Valley, this journey offers a rich tapestry of culture, history, and unforgettable cuisine.
Highlights:
*Explore Lisbon’s vibrant neighborhoods and iconic sites *Taste your way through Porto and the Douro wine region *Enjoy guided visits to UNESCO-listed gems like Sintra and Coimbra *Travel in comfort with private transportation and handpicked accommodations
Pricing: $2549 per person, double occupancy
Zoom Information Session May 15, 6pm EST
Enjoy this Epic tour around Iceland for 7 nights PLUS amaze at the total solar eclipse while the ship aligns with the exact totality line. On Celebrity you will enjoy an enhance level of service and surrounding while on the ship and explore the amazing northern ports of Iceland off the beaten path. Pricing starts at $4047*
Reykjavik, Iceland
Isafjordur, Iceland
Grundarfjordur, Iceland
Akureyri, Iceland
Day at Sea- Align for Total Solar Eclipse
*EXCLUSIVE INVENTORY ACCESS. On Celebrity's main website, Inside and Window Rooms are sold out, but O'Leary travel has inventory!
June 3-10, 2026
Escorted by Erin
Enjoy France along the gorgeous Rhone River with food created by Michelin Star Chefs!
📍 Lyon 📍 Vienne 📍Tain L'Hermitage Avignon 📍Chateauneuf-du-Pape 📍Viviers📍Avignon 📍Arles 📍Tarascon
Set sail on the Ravel River Ship with Riverside Luxury Cruises. With just over 100 people, you can enjoy a true luxury river cruise on one of the most enchanting rivers in the world.
10 Night Journey including Italy, Slovenia, Croatia, and Greece
Escorted by Erin! Visit 5 Countries, 9 Ports and 1 Overnight on this magical journey of the Croatian, Greek, and Italian coastal highlights.
The key to Azamara cruises is it is only 700 passengers on board! that is small- and they stay extra time in port.
📍Venice. 📍Koper, Slovenia 📍Hvar, Croatia
📍Dubrovnik, Croatia📍Kotor Montenegro
📍Crete, Greece📍Sorrento (Amalfi) Italy📍Capri Italy📍Rome
Contact Erin for pricing
Board the recently updated NCL Jade, a midsized ship holding 2,354 guests, more half the size of MEGA ships. This sailing goes ONE WAY from Vancouver, Canada to Whittier Alaska.
O'Leary Travel has secured specialized pricing on a limited number of cabins for this amazing ALASKA bucket list event. The pricing including the unbeatable "Free at Sea" which includes drink package, 2 specialty dining options, WI-FI and sure excursion credits
Balcony: $1483.61 per person ($2,146.01 with fees/port taxes)
Window: $531.66 per person ($1,194.06 with fees/port taxes)
I love family travel, solo travel and couples travel- here are some of the places I have been and some suggestions for you! I have been to Alaska, Ecuador, Europe and more.... I love luxury- but you can also find me on a hike in the cloud forest! I live in Lambertville New Hope and love to provide travel concierge services for those looking for a weekend getaway from NYC or PHILLY
These are affiliate links for suppliers I have used and trust
Day Tours & Cruise Excursions
Looking for unforgettable excursions?
Browse and book handpicked tours and activities around the world with Project Expedition— perfect for customizing your travel experience!
Day Tours and Cruise Excursions
Enhance your trip with unforgettable experiences!
Discover top-rated tours, skip-the-line tickets, and unique activities worldwide with Viator — book ahead and travel smarter.
Luxury Escorted Tours & Cruises
Travel effortlessly with Tauck’s award-winning tours.
From exclusive access to expert-guided experiences, Tauck offers luxury journeys that go beyond the ordinary. Explore expertly crafted, all-inclusive journeys.
Multi Gen
Norwegian Cruise Line (NCL) is known for its vibrant and flexible cruising experience, offering a range of options for travelers seeking adventure and relaxation. With a focus on "Freestyle Cruising," NCL provides guests with the freedom to choose their dining, entertainment, and activities on their own schedule. Their fleet features a variety of amenities, from diverse dining venues and innovative entertainment to family-friendly options and luxurious accommodations. Norwegian Cruise Line aims to deliver a fun and customizable cruise experience for all types of travelers.
4o mini
For Adults Only
Virgin Voyages is a cruise line offering a modern, adults-only experience with a focus on contemporary design, innovative amenities, and personalized service. Their ships feature a range of stylish accommodations, diverse dining options, and entertainment that caters to a sophisticated crowd. With an emphasis on relaxation, adventure, and luxury, Virgin Voyages aims to redefine cruising for a new generation of travelers
Luxury Small Ship
Explora Journeys is a luxury cruise line that offers an elegant and immersive travel experience for discerning explorers. Their ships blend sophisticated design with exceptional comfort, providing guests with spacious accommodations, gourmet dining, and personalized service. Focusing on enriching itineraries, Explor Journeys aims to deliver a seamless journey that combines cultural discovery with refined relaxation.
I'll walk you through my room at Equinox NYC so you can know before you go. Its a great hotel with a lot of health based extras (and additions at a cost - including IV drips !!!!!!)
Check out the opportunity to enjoy a stress free family trip.
O'Leary Travel is ready to help you book and travel to places that meet your child's specific needs.
All Inclusive Luxury for Families
We’ve elevated the experience at Beaches Negril with 100% all-new rooms and suites, as well as a sweeping array of enhancements throughout the resort. Beaches Negril captures the essence of a laid-back paradise along with the elegance of a luxury all inclusive resort
Pro Tip
Go to the dollar store/target/amazon and buy little gifts for your young child. WRAP them in wrapping paper and give them one at a time on the airplane or trip!
Where Magic Meets the Sea
From the moment you step on board to your last wave goodbye, a Disney cruise includes almost everything you could hope for—larger-than-life entertainment, outstanding dining, spacious accommodations, dazzling destinations and more—with most experiences included in the price of your cruise.
If you are out of the box, and prefer to avoid already arranged cruises and all inclusive resorts for a change- O'Leary Travel offers a fee based travel planning so you don't have to think about the research and detail. I will do a personalized intake that allows me to understand your needs, provide you with a fee quote and start planning!