A waterslide spilling into a turquoise resort pool

Featured destinations

Five places we know well

Four match Eileen's specialist certifications, and Europe is where Eileen and Nancy have both traveled first-hand. When to go, how to get there, and what's worth your afternoon.

Caribbean Specialist

The Caribbean, island by island

Jamaica, St. Lucia, Antigua, the Bahamas, Turks & Caicos, the Dominican Republic — every island has its own personality, and the right resort matters more than the right island. Eileen is a certified Caribbean Destination Specialist and Sandals CSS agent, so she knows which properties suit couples, which suit families, and which beaches are actually swimmable.

Best timeMid-December to April; great value May–June

Getting thereEasy nonstop or one-stop flights from most U.S. cities

Ideal forHoneymoons, families, all-inclusives

Sandals for couples, Beaches for families — both booked with our referral perks
Snorkel the reefs of Turks & Caicos or swim with stingrays in Grand Cayman
Punta Cana and Hard Rock all-inclusives for a big, easy family week
Caribbean cruises out of Miami, Fort Lauderdale or San Juan

Plan a trip to The Caribbean

Certified Mexico Specialist

Mexico, beyond the swim-up bar

Cancún, the Riviera Maya, Tulum, Los Cabos and Puerto Vallarta offer some of the best all-inclusive value anywhere — and a short flight from most of the U.S. Eileen is a Certified Mexico Specialist and Master Secrets Agent, and Eileen and Nancy are both certified with Riu and Secrets resorts — so we can pair the right resort with the day trips worth leaving it for.

Best timeNovember to April (dry season)

Getting thereShort flights to Cancún, Cabo and Puerto Vallarta

Ideal forAll-inclusives, adults-only, culture & food

Secrets, Dreams and Riu resorts — adults-only or family-friendly
Chichén Itzá, Tulum and Cobá ruins with a private guide
Swim in the cenotes of the Yucatán and spa days at Secrets Maroma
Whale watching in Los Cabos, December through March

Plan a trip to Mexico

White sand and turquoise water on a tropical beach

Aruba Certified

Aruba — One Happy Island

Aruba sits below the hurricane belt, so the sunshine is reliable year-round and the trade winds keep it comfortable. Eagle Beach and Palm Beach rank among the best in the Caribbean, the island is safe and easy to get around, and the dining scene punches well above its size. Eileen is Aruba Certified — ask her about the quieter low-rise resorts.

Best timeYear-round; best value mid-April to mid-December

Getting thereNonstops from many U.S. hubs; easy one-stops elsewhere

Ideal forBeach lovers, couples, first Caribbean trips

Eagle Beach, Palm Beach and the wild north coast by jeep
Snorkel the Antilla shipwreck and Boca Catalina
Arikok National Park, the Natural Pool and the California Lighthouse
Sunset dinners on the sand, and a day trip to Curaçao

Plan a trip to Aruba

A cruise ship docked at a Caribbean port

San Juan Specialist

San Juan — the Caribbean, no passport needed

Puerto Rico is a U.S. territory, so there's no passport or currency exchange — just the colorful streets of Old San Juan, 500-year-old forts and a tropical rainforest under an hour away. San Juan is also one of the Caribbean's great cruise departure ports. As a San Juan Specialist, Eileen can add a few nights before or after your sailing.

Best timeDecember to April; quieter value in summer

Getting thereEasy one-stop flights; no passport for U.S. citizens

Ideal forLong weekends, pre- & post-cruise stays

Walk Old San Juan's blue cobblestones to El Morro and San Cristóbal
Hike El Yunque, the only tropical rainforest in the U.S. National Forest system
Kayak the bioluminescent bay in Fajardo
Condado and Isla Verde beach hotels before or after a cruise

Plan a trip to San Juan

River & Ocean Cruising

Europe by river, by sea, and on foot

Eileen and Nancy have traveled Western and Eastern Europe and Italy first-hand. Whether it's a Viking river cruise through the Danube and Rhine, a Mediterranean sailing to the Greek Isles, or a guided Tauck, Collette, Globus or Trafalgar tour of Italy, we'll match the pace and style to how you like to travel.

Best timeApril–June & September–October

Getting thereOvernight flights via major U.S. gateways

Ideal forRiver cruises, guided tours, history lovers

Viking river cruises on the Danube, Rhine and Seine — plus Christmas market sailings
Mediterranean cruises to Santorini, Mykonos, Barcelona and the Amalfi Coast
Guided tours of Italy with Tauck, Collette, Globus or Trafalgar
Paris, London and Rome city stays, independent or escorted

Plan a trip to Europe

Our specialists

Who to ask about what

Eileen and Nancy each hold their own certifications — here's who knows what best.

Eileen Lebowitz

Founder · since 2003

Certified Travel Consultant
Caribbean Destination Specialist
Cruise Specialist
Certified Mexico Specialist
Destination Wellness & Spa Expert
Marriott Certified Hotel Specialist
Sandals CSS
Master Secrets Agent
Riu Resorts Certified
Aruba Certified
San Juan Specialist

Nancy Terry

Travel Advisor · over 5 years with Planit

All things Disney
Universal Studios
Marriott Resorts
Norwegian Cruise Line
Royal Caribbean
Carnival Cruise Line
Riu Resorts
Secrets Resorts

A note on pricing

You won't find a price on these pages

Airfares, cruise fares and resort rates change weekly. Tell us the destination and roughly when, and we'll quote what it costs on the day you ask — with no service fee on booked trips.

Ask for Current Pricing

Somewhere else in mind?

We plan the rest of the world too

Disney and Universal are Nancy's specialty, and we've traveled Hawaii, Costa Rica and Eastern Europe ourselves — five pages is where we started writing, not where we stop planning.

Tell Us Where Call (614) 905-7962