(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 57, Ross presented a concise packing checklist designed to streamline travel preparations by focusing on a “less is more” philosophy. He emphasized the practicality of carry-on luggage from reputable brands like Samsonite, Away, or Monos, coupled with the use of packing cubes to maintain organization. Ross also provided tips on choosing versatile clothing items that are easy to wash and pair, ensuring travelers can minimize their overall luggage without sacrificing essentials. Alongside this, he recommended key accessories such as noise-canceling headphones, portable chargers, and international adapters to help maintain comfort and convenience during any trip.

Beyond packing guidance, Ross highlighted the value of subscribing to his weekly newsletter on itineraryboss.com, which contains travel tips, expert interviews, and important updates on credit card offers and travel tools. He underscored the newsletter’s objective to help readers travel stress-free, inviting them to engage further by sharing feedback and suggestions for future content. Ross also encouraged attendees to download his stress-free travel starter kit and expressed enthusiasm for additional expert interviews and solo tutorials, signaling ongoing support for those aiming to travel more efficiently and confidently.

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.com

Best Credit Cards for Travel

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TravelPayouts: Turn your trips into income and earn!

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Kit: Grow and monetize your email list

⁠⁠⁠⁠⁠⁠⁠⁠⁠ClickUp⁠⁠⁠⁠⁠⁠⁠⁠⁠: Stay organized and master projects

Make.com: Build Smarter Automated Workflows with no code

Rakuten : Earn cash back on every purchase!

Function Health: Optimize your health, explore the world!

Carry: The modern Solo 401(k) for business owners

Itinerary Boss Socials:

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Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 55, Ross introduced his ultimate travel planning checklist as a comprehensive guide to help listeners organize trips and avoid common mistakes. He highlighted the significance of thorough pre-trip preparation, such as using Google Docs for collaborative checklists, Google Maps for route planning, and Tripit for itinerary management. Ross also emphasized collecting and arranging necessary documents, shared strategies for maximizing rewards with travel credit cards, and recommended opting for Euros instead of US dollars during credit card transactions for potential savings. Additionally, he underscored the need to secure an international plan when traveling abroad and selecting luggage that meets both airline and traveler requirements.

Listeners were advised to set up flight alerts, create vacation checklists for clarity, and download useful apps to streamline their travels. Ross advocated for travel credit cards to accumulate valuable points, suggested creating a dedicated email folder for all travel-related communications, and advised storing both digital and printed copies of critical documents. He further recommended sharing itineraries with trusted individuals, researching visas and travel insurance, and preparing backup plans for essentials. Finally, Ross encouraged subscribing to the Itinerary Boss Insiders Newsletter for continued travel tips, specialized tools, and exclusive credit card offers.

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.com

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Make.com: Build Smarter Automated Workflows with no code

Rakuten : Earn cash back on every purchase!

Function Health: Optimize your health, explore the world!

Carry: The modern Solo 401(k) for business owners

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Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 56, Ross and confidence & relationship coach, Tzara, in a powerful conversation about overcoming anxiety, cultivating deeper relationships, and transforming your life through travel and adventure. Tzara shares how her personal journey—sparked by workplace anxiety during Covid—led her into self-development, confidence coaching, and traveling the world chasing solar eclipses. She reveals her unique experiences refitting a van, exploring Australia's stunning Nullabor landscape, and explains why embracing risk and setting clear intentions can unlock profound personal growth.

From creative date-night tips to the psychological benefits of frequent travel, Ross and Tzara explore practical ways to break daily monotony, reconnect with nature, and maintain meaningful relationships amidst busy schedules. Whether you're looking to improve your confidence, foster healthier connections, or find inspiration for your next big adventure, this episode offers powerful insights to help you grow personally and professionally.

Tzara Social Links:

https://www.Myconfidencecoach.com.au/IRL

https://myconfidencecoach.com.au/52dates/

https://www.Myconfidencecoach.com.au/ec-call

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.com

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Make.com: Build Smarter Automated Workflows with no code

Rakuten : Earn cash back on every purchase!

Function Health: Optimize your health, explore the world!

Carry: The modern Solo 401(k) for business owners

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Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In Episode 52, join Ross as he chats with Autumn—flight attendant, travel photographer, and author of “Traveling in Wonder.” She takes us through her journey from a teen photographer studying abroad in England to earning her wings as a flight attendant, revealing what really goes on behind the scenes of every flight. From monitoring able-bodied passengers to soothing nervous flyers, Autumn’s role goes far beyond simple beverage service. Discover how these experiences fueled her passion for adventure and shaped her perspective, ultimately inspiring her to write a book capturing her travels to 30 countries before the age of 30.

In this conversation, Autumn and Ross also dive into practical tips for anyone hoping to travel smarter. Learn how to pack like a pro, repurpose everyday items (yes, even shower caps!), and maximize your points and miles through credit cards. Autumn highlights how small, deliberate steps—like joining the right Facebook groups or using the right apps—can build confidence in exploring new places. Whether you’re a frequent flyer or someone easing into your first international trip, you’ll walk away with fresh insights on budgeting, planning, and cultivating a mindset that lets you embrace the wonders of travel.

Autumn's Socials

• Website: https://www.autumncarolynn.com

• Instagram: https://www.instagram.com/autumncarolynnphotography/

• NEW BOOK: https://autumncarolynn.com/my-book-traveling-in-wonder/p/tiw

  
  

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.com

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Make.com: Build Smarter Automated Workflows with no code

Rakuten : Earn cash back on every purchase!

Function Health: Optimize your health, explore the world!

Carry: The modern Solo 401(k) for business owners

Itinerary Boss Socials:

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Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 53, Ross talks about how to make the most of a three-day trip to Lisbon, Portugal, emphasizing the convenience of flying directly into the city from U.S. airports like New York or Miami. He suggests timing your visit for the shoulder seasons (April–June or September–October) to avoid heavy crowds while still enjoying pleasant weather. Once in Lisbon, Ross recommends staying in central districts such as Baixa, Chiado, or Alfama, ensuring easy access to must-see attractions. He highlights key landmarks like Belém Tower, Padrão dos Descobrimentos, and the Jerónimos Monastery, all within a short distance of each other. Ross also underscores the importance of trying local cuisine at spots like Mercado da Ribeira, Cervejaria Ramiro for seafood, and neighborhood eateries in Alfama—including a memorable stop at Audrey’s (made all the more special because his fiancée shares the same name).

Throughout the episode, Ross provides practical tips for transportation, advising visitors to use rideshares or hotel shuttles upon arrival and take advantage of the city’s extensive public transport network. He also mentions the Lisboa Card for convenient, unlimited travel on trams, buses, and the metro—plus discounts on popular sights. Ross outlines a sample itinerary that begins with settling into your accommodation and exploring Alfama, followed by a day in Belém for culture and history, and finishing with scenic city views from famous miradouros. He wraps up by recommending day trips to Sintra or Cascais, noting that extending your stay can unlock even more of Portugal’s charm, including a trip to the picturesque Algarve or the city of Porto.

Accommodations:

Pousada Alfama

Vincci Ponte de FerroAndo Living - Santa Justa 77 House

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.com

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Make.com: Build Smarter Automated Workflows with no code

Rakuten : Earn cash back on every purchase!

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Carry: The modern Solo 401(k) for business owners

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Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In Episode 52, Ross and Caroline talk about the practical strategies for affordable travel, swapping stories from their journeys across 121 countries. Caroline, an engineer-turned-travel-blogger and Forbes Advisor writer, shares her expert tips on using points and miles, picking the best travel credit cards, and managing loyalty programs like a pro. Together, they reveal how to stay organized with multiple rewards accounts, avoid point expiration, and make the most of tools like AwardWallet, Travel Freely, and Points.com.

Discover how to balance personal preferences with popular destinations, whether it’s finding hidden gems for better value or deciding which hotel and airline programs fit your lifestyle. Caroline’s favorite spots—from Kalala Island in Nicaragua to Canave Suites in Santorini—show how a mix of points, bookings and open-mindedness can unlock memorable adventures. You’ll also hear about her upcoming travels to Italy, where she’ll be claiming her Italian citizenship, and her top food destinations like Japan, Italy, and Trinidad. Tune in for a blend of travel inspiration, money-saving tips, and the motivation to plan your next great getaway!

Affiliate Links:

The Platinum Card® from American Express

American Express® Gold Card

Capital One Venture X Rewards Credit Card

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.com⁠

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Caroline's Socials

• Instagram

• carolinelupini.com

  
  

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.com

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Make.com: Build Smarter Automated Workflows with no code

Rakuten : Earn cash back on every purchase!

Function Health: Optimize your health, explore the world!

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Itinerary Boss Socials:

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Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 51, Ross talks about how the Algarve region in Portugal offers a spectacular coastline, rich cultural heritage, and delicious cuisine, making it ideal for a three-day getaway. Ross from “World Travel Made Easy with Itinerary Boss” suggests flying into Faro and using Portimão as a convenient home base. Visitors can enjoy half-day trips to both Albufeira and Praia da Rocha, reserving a full day for Lagos. Must-see experiences include strolling through historic towns, relaxing on pristine beaches, and exploring the famous Benagil Cave—best booked in advance. Renting a car for the first two days is highly recommended for maximum flexibility, before switching to Uber for local transport.

Shoulder season (April–June and September–October) is the perfect time to avoid peak tourist crowds and still enjoy mild weather. Ross shares essential tips such as renting a day cabana at NoSoloÁgua beach club, savoring fresh seafood at restaurants like Caniço and Club Nau, and capitalizing on budget-friendly travel options. He also highlights the value of pre-booking train tickets through Rail Ninja for those looking to explore more of Portugal or Europe. For extra convenience, Ross offers a stress-free travel toolkit featuring checklists, budgeting spreadsheets, and credit card rewards tips—helping travelers make the most of their Algarve adventure.

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.com

Best Credit Cards for Travel

Bonus Offer Notifications

Transfer Bonus Notifications

Points and Miles Cheat Sheet

TravelPayouts: Turn your trips into income and earn!

Gondola AI: Find better hotels, earn more points, travel for free!

Kit: Grow and monetize your email list

⁠⁠⁠⁠⁠⁠⁠⁠⁠ClickUp⁠⁠⁠⁠⁠⁠⁠⁠⁠: Stay organized and master projects

Make.com: Build Smarter Automated Workflows with no code

Rakuten : Earn cash back on every purchase!

Function Health: Optimize your health, explore the world!

Carry: The modern Solo 401(k) for business owners

Itinerary Boss Socials:

⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠Facebook ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠

Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 50, Ross and Danielle talks about discovering the transformative power of travel in this engaging conversation with Ross and Danielle. They explore how adding a human touch to the travel and business industries elevates everything—from personalized service and attention to detail, to the impact of travel on mental health and personal growth. Danielle shares her vision for Inspired Travel Group, highlighting how authentic interactions and thoughtful planning make each journey more meaningful. Together, they offer practical insights on off-peak travel, using points to save money, and the advantages of exploring neighboring regions for a more local, less-crowded experience.

Ross and Danielle also shine a light on trending destinations and the truths behind influencer marketing, illustrating how genuine experiences often beat social media hype. Whether you’re new to traveling or a seasoned jet-setter, you’ll walk away with tips on balancing budget-friendly strategies—like leveraging credit card rewards—with luxurious, unforgettable experiences. Tune in to learn how group trips foster connection, how to integrate personal hobbies into travel, and why the balance of AI and human expertise matters in a service-driven field. Don’t miss out on these valuable insights to make your next adventure both affordable and extraordinary!

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Danielle’s Socials:

• Instagram: https://www.instagram.com/inspiredtravelgrp/

• Facebook: https://www.facebook.com/inspiredtravelgrp

• LinkedIn: https://www.linkedin.com/company/inspired-travel-group

• The Social segment - Off Peak Travel: https://www.youtube.com/watch?v=JzEo7FGJ_yE

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.com

Best Credit Cards for Travel

Bonus Offer Notifications

Transfer Bonus Notifications

Points and Miles Cheat Sheet

TravelPayouts: Turn your trips into income and earn!

Gondola AI: Find better hotels, earn more points, travel for free!

Kit: Grow and monetize your email list

⁠⁠⁠⁠⁠⁠⁠⁠⁠ClickUp⁠⁠⁠⁠⁠⁠⁠⁠⁠: Stay organized and master projects

Make.com: Build Smarter Automated Workflows with no code

Rakuten : Earn cash back on every purchase!

Function Health: Optimize your health, explore the world!

Carry: The modern Solo 401(k) for business owners

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Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 50, Niamh McAnally, a bestselling author and writer on the water, has built a diverse career that spans acting, television direction, scuba instruction, hotel management, and volunteer travel. In this episode she highlights how her oceanic passion and wide-ranging life experiences influence her writing, culminating in a strong desire to keep creating stories for the rest of her life. Niamh’s collaborative project, “Stories of Place,” set to launch in April, connects stories from around the globe through What3Words—a unique mapping system that assigns three-word addresses to locations worldwide. She also shares insights into her own journey, including her volunteer travels, photographing the Taliscore Whiskey Atlantic Challenge rowers for the cover of her book “Flares Up,” and finding personal connections that inform her writing.

In discussing travel, both Niamh and Ross emphasize the importance of adaptability, gratitude, curiosity, and a sense of humor while exploring new destinations. They highlight the value of cultural exchange and learning from unexpected situations, which can lead to personal growth and compound into lasting life lessons. Niamh also details her enthusiasm for cruise travel, praising the ease of visiting multiple locations without having to constantly unpack, while offering practical advice for first-time cruisers. As they anticipate their upcoming cruise to Japan, they agree on the value of embracing new travel styles and experiences, continually seeking out novel adventures around the globe.

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Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 49, Ross provides an overview of visiting Porto, Portugal, from transportation options—such as flying (including direct flights from the U.S.) or taking a train—to booking accommodations in the scenic Riviera area. He outlines a recommended three- to four-day itinerary featuring tourist attractions like the Palácio da Bolsa, the Church of São Francisco, and the Praça de Liberdade. Ross also highlights the city’s renowned wine tours in the Douro Valley, advising travelers to plan ahead (book restaurants well in advance) and pack wisely (especially comfortable walking shoes for Porto’s hills). He emphasizes a few budget-friendly brunch spots, including Swallow Decadence and Zenith, and recommends visiting during the shoulder season for better weather and fewer tourists.

Additionally, Ross shares personal experiences from his recent trip, such as dining at Tasco (reserved two months in advance) and sampling various port and tawny wines on a full-day Douro Valley wine tour. He praises Porto’s affordability and walkability, suggests purchasing a fast pass at the airport to avoid long check-in lines, and points out that three or four days allow for a more immersive experience. Ross also mentions creating a free travel starter kit—including a packing checklist and budget checklist—and invites listeners to subscribe for more travel tips and tutorials.

Blog: The Ultimate 3 Day Porto Itinerary

Manor House Porto

Douro Valley Wine Tour⁠

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Best Credit Cards for Travel

Bonus Offer Notifications

Transfer Bonus Notifications

Points and Miles Cheat Sheet

TravelPayouts: Turn your trips into income and earn!

Gondola AI: Find better hotels, earn more points, travel for free!

Kit: Grow and monetize your email list

⁠⁠⁠⁠⁠⁠⁠⁠⁠ClickUp⁠⁠⁠⁠⁠⁠⁠⁠⁠: Stay organized and master projects

Make.com: Build Smarter Automated Workflows with no code

Rakuten : Earn cash back on every purchase!

Function Health: Optimize your health, explore the world!

Carry: The modern Solo 401(k) for business owners

Itinerary Boss Socials:

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⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠

Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.