Family-owned since 1984
The trip you've been dreaming about, planned by a real human.
Travelin' with Theresa is a family-owned travel planning service led by Theresa Wilkes, a personal travel advisor since 1984. Honeymoons, all-inclusive vacations, cruises, tours, and family trips.
Featured trips on sale
Current deals, hand-priced for you.
Each trip shows real pricing, travel windows, and what's included. We have contracts nationwide — ask for a customized quote.
MauiSheraton Maui Resort & Spa for Couples: Honeymoons & Romantic Escapes
From $3,425p/person7 days · Travel Window 01/10/27 – 06/10/272 guests with air- King Bed upgrade to Oceanview
- Welcome gift
- Breakfast Daily for 2
- Full-size car
+ 2 more inclusions
View package
Maui & OahuMaui & Oahu Vacation Package: 9 Days Sheraton Maui & OUTRIGGER Waikiki Beachcomber
From $2,096p/person9 days · Travel Window 01/05/27 – 05/31/272 adults 2 children with air- 5 nights Sheraton Maui Resort & Spa — Resort Room Two Doubles, 2 adults 2 children
- Breakfast Daily for 2
- Resort fees waived
- Full Size Car — taxes included
+ 5 more inclusions
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MauiSheraton Maui Resort & Spa Family Travel
From $1,700p/person6 days · Travel Window Jan 10, 2027 – May 31, 20274 guests- Resort view, two beds, with breakfast daily for two
- Resort fees waived
Kauai, Maui & OahuKauai, Maui & Oahu Family Vacation — 11 Days
From $2,740p/person11 days · Travel Window January 15 – August 31, 20275 guests with air- 4 nights Hilton Vacation Club The Point at Poipu — 2 Bedroom Garden View
- 3 nights Aston Kaanapali Shores — 2 Bedroom Garden View Suite
- 3 nights Hilton Hawaiian Village — Tapa Collection Family Room City View
- Air from SAN, LAX, SEA, SFO, OAK
Bora BoraLe Bora Bora Overwater Deal
From $5,500per person6 nights · Travel Window 12/08/26 – 03/31/272 guests with air- One night free included in price
- $200 resort credit
- Flights to Bora Bora from Los Angeles
- Meet & Greet with flower lei greeting
+ 3 more inclusions
View package
OahuBest Family Deal for Hilton Hawaiian Village
From $3,350p/person5 nights · Travel Window 11/28/26 – 03/15/274 guests with air- Rainbow Lagoon View — 2 queen beds
- Lanai and refrigerator
- Access to 4 pools; easy access to the beach
- Main cabin seating, no charge, carry-on allowed
+ 4 more inclusions
View package
Browse by trip type
However you like to travel.
Honeymoons
Bali, Bora Bora, Maldives, Italy & more — curated for the two of you.
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All-Inclusive
Drinks, dining, and zero spreadsheets. Just show up and relax.
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Cruises
Caribbean, Mediterranean, Alaska — every cruise line, best cabin pricing.
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Tours & Groups
Guided group adventures and custom private tours worldwide.
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Meet Theresa Wilkes
I've been planning trips like yours since 1984.
I'm Theresa Wilkes, owner of Travelin' with Theresa. I started in travel in 1984, and went online in 1998 — back when "booking online" still meant calling the airline. Four decades later I'm still here, doing the same thing I love — handpicking honeymoons, all-inclusive escapes, cruises, and tours for families who'd rather not spend their weekend on a comparison site.
- Personal, not transactional
- Insider pricing & perks
- Real itineraries, real advice
Honeymoon Destinations
Eleven once-in-a-lifetime starting points.
Trip Reviews
What travelers are saying.
"This cruise was good. All the islands were beautiful. Greece is a must again. We saw so much, you did a great job lady! you"
Ebeth
Greece Cruise
"Thank you, everything is going great. The boat is awesome. So much better than Royal"
Danny
Cruise
"Hey Theresa, We had a great room at the Sheraton in Maui. we got a welcome fruit and banana nut bread with champagne. I appreciate that. Our $100 daily credit I used the first day went to drinks and food. Love the black rock Maitai's. Thanks for the great trip."
Charles
Maui, Hawaii
"Hi Theresa! Hope all is well with you! Our trip was ABSOLUTELY WONDERFUL!!! Bora Bora was picture perfect! We had such a blast and definitely want to do it again. Who knows maybe we will pick another destination next time around in order to add to our travel resume..... lol Thank you,"
Rob & Alexis
Bora Bora Honeymoon
Ready when you are
Let's plan your next trip.
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