r/chubbytravel

Hello fellow chubby travelers!

My wife and I are going on quite a chubby vacation next month for my birthday. We have all of our travel and hotels booked but wanted to post the itinerary here as we have a few things scheduled for dinners, etc. but our days are mostly open so looking for suggestions or unique things about the locations were staying since I haven’t stayed at most of the hotels we’ve booked.

Cheers in advance!

June 12: depart NYC to MXP
June 13-16: Dolomites (Forestis) rented a car
June 16-18: drive to Venice (Aman Venice) dinner at Arva Chefs Table night 1
June 18-19: train to Bologna (I Portici Hotel)
June 19-23: train to Rome (Edition Rome) booked coliseum + Vatican tours
June 23-24: train to Milan (Bvlgari Hotel)

Any and all recs are appreciated :)

budget: is up to ~$1k/night not including food or other amenities (spa, etc.) and entertainment.

length: 1-2 nights.

timeline: end of May, or anytime in June/July

trying to decide if it's worth traveling somewhere for 1-2 nights or if we should just stay local. looking for a mix of relaxation with other "things to do" - be it restaurants, bars, spas, etc.

we live in Westchester so NYC is the obvious choice but also the hustle, bustle and heat of Manhattan in the late spring/early summer isn't the most relaxing. at any rate, here's a list I've come up with. I am not sold on any of these. thank you!

• Mayflower (Washington CT)
• Ocean House (Newport)
• Castle Hill (Newport)
• Shepherds Run Inn (South Kingstown)
• Mill Street Inn (Newport)
• The Vanderbilt (Newport)
• The Chanler (Newport)
• The Brenton (Newport)
• The Whalers Inn (Mystic)
• Winvian (CT)
• Saybrook Point Inn (CT)
• Greenwich Hotel (NYC)
• Crosby St Hotel (NYC)
• Dominick (NYC)
• Bowery Hotel (NYC)
• Carlyle (NYC)
• Surrey (NYC)
• Mandarin Oriental (NYC)

Been searching around and looking for recommendations. Looking for a quick (Thursday to Sunday) trip from Chicago for my first anniversary at the end of July. We are looking for a nice hotel, great food, and just a casual "not too busy" location. Looking at Miami (though it will be hot) and New York, but nothing has really jumped out for us. We have passports and willing to leave the US.

Any recommendations for a long weekend where we can eat good food, have some drinks, and enjoy a location. Thanks!

Edit: Added that we have passports

My wife and I are arriving in Portland, Maine mid June for a 5 night getaway. We're looking to stay on the coast and try 2-3 cities, eat delicious food, relax, do a few activities (museums, history, downtown exploring, hikes). We're pretty set on Cliff House for two nights, any recommendations for the other three? We've ruled out Bar Harbor as a bit too far and while I wouldn't rule out a day trip for hiking it's not a priority vs dealing with crowds or a 4 hour round trip driving.

I appreciate any recommendations, even if not quite Chubby if it's a great place with a fantastic view.

$1000/night or target, but flexible.

Thinking of cashing in on 5 nights at a Marriott resort in December for 600k points.

Thoughts on where to go in Mexico/Caribbean?

- St Regis Kanai
- Casa Maat Los Cabos
- St Regis Punta Mita
- Solaz Los Cabos

Would like free breakfast and potential to explore nearby sites/cities.

Not sure if any of the StR in the Caribbean appeal to me.

Thanks!

Can anyone suggest how the day passes work at this hotel? I'm reading various things all over Reddit and elsewhere that give conflicting info and cannot for the life of me find anything about this on the CJ website. I have stayed there before so never bothered with a day pass but for a future trip I am fully spending my time at FS Anguilla and just wanted to explore/sit on the beach at Belmond CJ for a day.

Hi all - just curious what slightly under the radar city / hotel you would recommend in Europe for a long weekend from New York please? Would love to go somewhere I haven't been like Vienna, Prague, Budapest, Dubrovnik... Ideally something with a direct flight or direct and then train? Thanks!

4 women traveling from Florida. Looking for a Caribbean resort option with suites and/or small villa so we can stay together. Priorities are access to great good food on site or nearby, great scenery, water activities and /or hiking etc.

Adults only preferred, thinking Jamaica but open to anywhere. Traveling during fall, aware of hurricanes and not worried.

Anyone have a good recommendation for a tour company to use for a nice multi-generation family tour of Japan (around 2 weeks). My mother had settled on Tauck, which has some nice itineraries and nice hotels (Kyoto FS, etc) but they are booked for the dates we want.

I’m fairly comfortable in Tokyo (been about 20 times for work) but rarely travel elsewhere in Japan and my 84-yo mother would likely appreciate some handholding from a dedicated guide.

My husband and I are staying at Collegio alla querce (Auberge hotel) in July, and I emailed the concierge there maybe 5 days ago with some questions about the area and making reservations. I haven't heard anything back, and I followed up again a day or two ago. Still nothing. I'm feeling pretty surprised as in my experience high end hotels generally respond very quickly! But maybe I'm being overly sensitive and this sort of time lag is normal? I also don't want to be a pest!

Looking for some input based on others experience.

I am going from London to Singapore in December.

Flying with my partner and our 18 month old baby.

Have the option between SQ business direct, or Qatar Q suites with a 3 hour layover in Doha.

Can anybody from experience point me in which direction is best?

Thanks

Hi, not sure if this is allowed so please feel free to delete if not appropriate. We are looking at a 4 night stay at a property in Cabo in November. Looking at Amex Travel (not FHR just their regular portal) the rates for the dates we are looking at come in about 15 percent cheaper then the best available rate from TA/Direct booking and way cheaper then the Chase Sapphire Reserve portal. We cancelled our Amex Platinum years ago and always prefer to book with TA but if we could save 2k on a stay and use some of the FHR credits to offset the Annual fee then maybe it’s worth it. I just don’t really want to submit an application and take a hard credit pull just to be disappointed. I guess I could always cancel in 30 days and get the fee refunded. Is there anyway to view the FHR rates and deals without currently having an account?

I have a weird situation going on that I'd love some advice on. We booked a quick trip to Cairo in July as part of a bigger Europe trip this summer. Over the last month or so I've tried reaching out to confirm a couple things, and to see about renting a cabana.

So far I've emailed 3x, tried messaging in the app, and have called on several occasions. No messages have been returned; the front desk number won't work, and the reservation line just rings and rings after we get through the menu. We booked via Amex but all of our communication has been directly via the FS website.

We've stayed at other FS properties and the communication has been excellent. To be honest, with all the horror stories about Cairo I was little hesitant about this part of the trip overall, and this issue with the hotel isn't helping. Any advice?

I’m planning a spring trip to Tokyo for my 14 year-old daughter, and I’m really stumped on where to stay. I’ve come to realize that when staying in a big city, the important factors is the neighborhood. I’m looking for someplace that will of course have great service and amenities but beyond that is located in a place where you can walk right out the door without a plan and become immersed in Japanese culture. My teen loves sushi and wants to see vending machines and things like that. We don’t need to be near temples or have nice views, but a place where we can walk right out the door and be immersed in the cultures what I’m struggling to find. We want to experience and explore more than see the sights.

For the second part of our trip, Kyoto, I’m looking for a Ryokan to give us a completely different and distinct experience of Japanese culture. Would love recommendations!

We typically stay at Rosewoods and boutique hotels that give a sense of place and value a high level of service.

Thinking mid-October for a week. Claude says it’s super rare. Is there enough to do in the surrounding area and just chill on the property to fill up a week, or should we do what most folks seem to do: 2-3 nights then travel beyond? We’re a retiree and one a few years younger; we’re older and slower and did the two-nights-here-two-nights-there thing all our travel lives so the concept of parking ourselves in one spot for a full week at a place as nice as this is appealing. Thanks!

We have 4 nights at Mezzatorre booked this summer. Would love recommendations on your favorite restaurants, experiences and activities for those who’ve been to Ischia before! We have a boat day and afternoon wine tour booked but that’s about it.

We are a couple in our 30s from NYC who love authentic experiences, hidden gems, and we also love proper aperitivos

Hi all :) just booked Anguilla for our mini-moon at the end of October for 5 nights! Staying two nights at the Four Seasons and then three nights at Cap Juluca because I am indecisive and also get restless fast (the NYC of it all).

I know the island is in its reopening phase by the end of October, but that some things may still be closed. Hoping to hear from people about their favorite spots that we might be able to visit/will likely be open! We are very restaurant driven people :) BBQ beach shack, 3 Michelin stars - we love it all.

Thanks in advance!

Hi! I've never been to Italy and I'd like to go beginning of September. We probably have about 8 nights, so I'd like to do Rome for maybe 3 and then the other five somewhere near the ocean. I'm overwhelmed by the options and recommendations I've heard so far - Ravello versus capri versus positano versus Amalfi town versus praiano (plus so many more).

For 5 nights, is there one specific town you recommend? Maybe we do a day trip to one other town? Just my husband and I. We enjoy being able to walk to a town with bars and restaurants open late, but I'd love to avoid anything overwhelmingly crowded. Would also love to do a beach club day, a boat day, a cooking class, etc. would love any and all recs!