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Florentine Large Satchel vs Dooney & Bourke Pebble Grain Hobo Leather Shoulder Bag

Buy the Florentine Large Satchel if you need to carry a tablet, planner and more, or want a bag that fits under an airline seat. Buy the Pebble Grain Hobo if you want a light, compact everyday shoulder bag and want to spend less. The satchel is $259.00 at Amazon as of November 4, 2026; the hobo is $99.00 at ILoveDooney as of the same date. The hobo has been as low as $99.00 and as high as $129.00 since November 3, 2026.

Today the Dooney & Bourke Pebble Grain Hobo Leather Shoulder Bag costs $160.00 less at its best price.

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Dooney & Bourke
Florentine Large Satchel

Florentine Large Satchel

$259.00at AmazonObserved at 8:34 AM
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Choose the Florentine Large Satchel if you carry a tablet or small laptop daily, travel with a personal item, or want a detachable strap for crossbody wear.

Pros
  • Fits a tablet or small laptop, wallet, planner and pouch with room to spare
  • Personal Item Approved: fits under most airline seats
  • Detachable 19" strap allows crossbody, shoulder or hand carry
  • Three slip pockets, a zip pocket and a key hook keep items organized
  • Protective feet on the base and a zip-top closure
Cons
  • $259.00 is more than double the hobo's price
  • At 2 lbs 15 oz it is heavy before you add contents
  • Large 14" body may feel bulky for quick errands
Dooney & Bourke
Dooney & Bourke Pebble Grain Hobo Leather Shoulder Bag

Dooney & Bourke Pebble Grain Hobo Leather Shoulder Bag

3.1· 24 ratings
$99.00at ILoveDooneyObserved at 9:44 AM
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Choose the Pebble Grain Hobo if you want a soft, compact shoulder bag for essentials and would rather pay $99.00 than $259.00.

Pros
  • $99.00 at ILoveDooney as of November 4, 2026
  • Soft pebble grain leather with jewelry-grade hardware
  • Compact hobo shape carries essentials without bulk
  • One slip pocket, one zip pocket and a key hook
Cons
  • Strap adjustment is widely reported as extremely difficult
  • 3.1 out of 5 from 24 ratings
  • 9" strap drop limits crossbody wear
  • Holds essentials only, not a tablet or planner

What separates them

Florentine Large SatchelDooney & Bourke Pebble Grain Hobo Leather Shoulder Bag
Price$259.00 at Amazon as of November 4, 2026$99.00 at ILoveDooney as of November 4, 2026
LeatherItalian Florentine Vacchetta leather, smooth finishItalian pebble grain leather, textured finish
SizeAbout 14" L x 6.5" W x 9.5" H; fits under most airline seatsCompact hobo sized for essentials only
Weight2 lbs 15 ozNot listed; compact hobo, lighter in hand
Carrying optionsRolled handles plus adjustable, detachable shoulder strap with 19" dropShoulder strap with 9" drop
Strap adjustmentAdjustable and detachableWidely reported as extremely difficult to lengthen or shorten
OrganizationZip pocket, three slip pockets, key hook, lined, feet on baseOne slip pocket, one zip pocket, key hook, lined
RatingsNo rating given in the listing3.1 out of 5 from 24 ratings

Price history

$259.00$99.00
Nov 3Nov 4
  • Florentine Large Satchel: lowest $259.00 on Nov 4 at Amazon.
  • Dooney & Bourke Pebble Grain Hobo Leather Shoulder Bag: lowest $99.00 on Nov 3 at ILoveDooney; $129.00 on Nov 4.

Prices at every store

Florentine Large Satchel

  • PoshmarkNew

    In stock

    $398.00+ $6.49 shippingObserved at 9:44 AM
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  • ILoveDooneyNew

    In stockReturn policy

    $439.00Verified
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  • AmazonNew

    Availability unknown

    As an Amazon Associate, Deal.ai earns from qualifying purchases.

    $259.00Free shippingObserved at 8:34 AM
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  • The RealRealPre-owned

    Availability unknown

    $335.75+ $15.95 shippingObserved at 9:44 AM
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Also available at

  • verabradleyoutletxCheck price at verabradleyoutletx
  • Dooney & BourkeCheck price at Dooney & Bourke
All 4 stores and price history →

Dooney & Bourke Pebble Grain Hobo Leather Shoulder Bag

  • eBayPre-owned

    In stockSold by ilove2sell68

    $69.00+ $9.99 shippingObserved at 8:36 AM
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  • PoshmarkNew

    In stock

    $195.00+ $6.49 shippingObserved at 8:36 AM
    Visit store
  • ILoveDooneyNew

    Availability unknownReturn policy

    $99.00Observed at 9:44 AM
    Visit store
  • AmazonNew

    Availability unknown

    As an Amazon Associate, Deal.ai earns from qualifying purchases.

    $162.33Free shippingObserved at 8:36 AM
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Also available at

  • ILoveDooneyCheck price at ILoveDooney
  • Dooney & BourkeCheck price at Dooney & Bourke
  • mynavyexchange.comCheck price at mynavyexchange.com
All 4 stores and price history →

Specs compared

SpecFlorentine Large SatchelDooney & Bourke Pebble Grain Hobo Leather Shoulder Bag
MaterialSupple Italian Florentine leatherGenuine Leather
Closure TypeZipperZipper
ClosureZipper closure—
Shoulder strapAdjustable, detachable—
Strap drop length19"—
Handle drop length5.5"—
DimensionsH 9.5" x W 6.5" x L 14"—
Weight2 lbs 15 oz—
Key hookInside key hook—
LiningLined—
BaseFeet—
DesignerDesigned in Norwalk, CT by Peter Dooney—
Show all 35 specsShow fewer specs
SpecFlorentine Large SatchelDooney & Bourke Pebble Grain Hobo Leather Shoulder Bag
Outer MaterialItalian Vacchetta leather, Italian Florentine l…—
SizeLarge—
Size DimensionsH 9.5" x W 6.5" x L 14"—
Size CapacityFits under most airline seats (Personal Item Ap…—
Carrying OptionsShoulder strap—
Convertible OptionsSingle-shoulder Convertible (detachable shoulde…—
Depth5.25"—
Height8"—
Width13.5"—

What reviewers say

Florentine Large Satchel

Owners of the Florentine line consistently praise the leather quality, classic shape and roomy interior. Common complaints center on weight and the care Florentine leather needs.

Pros
  • Supple, richly colored leather
  • Classic silhouette that holds its shape
  • Roomy but organized interior
  • Detachable strap adds carrying options
Cons
  • Heavy when loaded
  • Leather shows scratches and scuffs
  • Bulky for smaller users

Dooney & Bourke Pebble Grain Hobo Leather Shoulder Bag

Owner feedback on the Pebble Grain Hobo is mixed, with the 3.1 out of 5 average reflecting both fans of the leather and buyers unhappy with wear or size. Complaints tend to center on structure and hardware rather than the leather itself.

Pros
  • Soft, durable pebble grain leather
  • Roomy enough for daily essentials
  • Comfortable shoulder strap
  • Secure zip closure
Cons
  • Bag loses shape and slouches too much
  • Strap and hardware wear reported by some owners
  • Heavier than expected
  • Size smaller or larger than some buyers anticipated
Reviews
  • Cute purse but impossible to adjust the straps!

Questions and answers

Which is better for carrying a laptop or tablet?
The Florentine Large Satchel. Its 14" x 6.5" x 9.5" body fits a tablet or small laptop plus a wallet, planner and pouch. The hobo is sized for essentials only.
Which bag is better for travel?
The Florentine Large Satchel. It is Personal Item Approved and fits under most airline seats, and its strap detaches for different carry styles. The hobo has no travel claim and a fixed 9" drop.
Is the hobo worth $160 less than the satchel?
If you only carry a phone, wallet and keys, yes. At $99.00 at ILoveDooney as of November 4, 2026 it costs far less than the satchel's $259.00 at Amazon. You give up size, organization and an adjustable strap.
Which one lasts longer?
Both are genuine Italian leather from Dooney & Bourke, so durability should be similar. The satchel adds protective feet and a detachable strap, parts that can be replaced or that protect the base. The hobo's main long-term complaint is the stiff strap adjustment.
How much does the hobo's price move?
It ranged from $99.00 on November 3, 2026 to $129.00 on November 4, 2026. The satchel's best new price was $259.00 at Amazon as of November 4, 2026.
Which is easier to carry all day?
The hobo. It is a compact shoulder bag, while the satchel weighs 2 lbs 15 oz empty. The satchel's detachable strap does let you switch to crossbody when it gets heavy.

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Style Type
Satchel
—
Style ThemeClassic, Designer—
Suitable GenderWomen, Female—
GenderWomen's, Female—
Use CasePersonal Item Approved (Fits under most airline…—
Age GroupAdult—
Suitable Use CaseWork—
Body Part UseShoulder, Hand—
Suitable Age GroupAdult—
Suitable For ActivityTravel—
ActivityTravel—
Handbag TypeSatchel—
Style—Hobo, Shoulder Bag
Color—French Caramel